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    Chemistry

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    Also known as: Acetylsalicylic acid, 50-78-2, 2-acetoxybenzoic acid, 2-(acetyloxy)benzoic acid, O-acetylsalicylic acid, Acetylsalicylate
    Molecular Formula
    C9H8O4
    Molecular Weight
    180.16  g/mol
    InChI Key
    BSYNRYMUTXBXSQ-UHFFFAOYSA-N
    FDA UNII
    R16CO5Y76E
    Aspirin
    The prototypical analgesic used in the treatment of mild to moderate pain. It has anti-inflammatory and antipyretic properties and acts as an inhibitor of cyclooxygenase which results in the inhibition of the biosynthesis of prostaglandins. Aspirin also inhibits platelet aggregation and is used in the prevention of arterial and venous thrombosis. (From Martindale, The Extra Pharmacopoeia, 30th ed, p5)
    Aspirin is a Nonsteroidal Anti-inflammatory Drug and Platelet Aggregation Inhibitor. The mechanism of action of aspirin is as a Cyclooxygenase Inhibitor. The physiologic effect of aspirin is by means of Decreased Prostaglandin Production and Decreased Platelet Aggregation.
    1 2D Structure

    Aspirin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-acetyloxybenzoic acid
    2.1.2 InChI
    InChI=1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)
    2.1.3 InChI Key
    BSYNRYMUTXBXSQ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(=O)OC1=CC=CC=C1C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    R16CO5Y76E
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-(acetyloxy)benzoic Acid

    2. Acetylsalicylic Acid

    3. Acetysal

    4. Acid, Acetylsalicylic

    5. Acylpyrin

    6. Aloxiprimum

    7. Colfarit

    8. Dispril

    9. Easprin

    10. Ecotrin

    11. Endosprin

    12. Magnecyl

    13. Micristin

    14. Polopirin

    15. Polopiryna

    16. Solprin

    17. Solupsan

    18. Zorprin

    2.3.2 Depositor-Supplied Synonyms

    1. Acetylsalicylic Acid

    2. 50-78-2

    3. 2-acetoxybenzoic Acid

    4. 2-(acetyloxy)benzoic Acid

    5. O-acetylsalicylic Acid

    6. Acetylsalicylate

    7. O-acetoxybenzoic Acid

    8. Acylpyrin

    9. Easprin

    10. Ecotrin

    11. Salicylic Acid Acetate

    12. Acenterine

    13. Acetophen

    14. Polopiryna

    15. Acetosal

    16. Colfarit

    17. O-carboxyphenyl Acetate

    18. Acidum Acetylsalicylicum

    19. Enterosarein

    20. Aceticyl

    21. Acetonyl

    22. Acetosalin

    23. Acetylin

    24. Aspergum

    25. Aspirdrops

    26. Benaspir

    27. Measurin

    28. Micristin

    29. Pharmacin

    30. Premaspin

    31. Salcetogen

    32. Temperal

    33. Ecolen

    34. Empirin

    35. Endydol

    36. Rhodine

    37. Saletin

    38. Rheumintabletten

    39. Solprin Acid

    40. 2-acetyloxybenzoic Acid

    41. Benzoic Acid, 2-(acetyloxy)-

    42. Acetisal

    43. Acetylsal

    44. Aspirine

    45. Bialpirina

    46. Bialpirinia

    47. Claradin

    48. Clariprin

    49. Entericin

    50. Enterophen

    51. Enterosarine

    52. Globentyl

    53. Neuronika

    54. Salacetin

    55. Solpyron

    56. Acesal

    57. Acisal

    58. Asagran

    59. Asteric

    60. Cemirit

    61. Decaten

    62. Duramax

    63. Extren

    64. Globoid

    65. Helicon

    66. Idragin

    67. Levius

    68. Pirseal

    69. Rhonal

    70. Solfrin

    71. Adiro

    72. Aspec

    73. Aspro

    74. Novid

    75. Yasta

    76. Acetosalic Acid

    77. Triple-sal

    78. Spira-dine

    79. Zorprin

    80. Bi-prin

    81. Acetilum Acidulatum

    82. Acimetten

    83. Delgesic

    84. Entrophen

    85. Persistin

    86. 2-carboxyphenyl Acetate

    87. Acetilsalicilico

    88. Dolean Ph 8

    89. A.s.a. Empirin

    90. Xaxa

    91. Acido Acetilsalicilico

    92. Contrheuma Retard

    93. Acide Acetylsalicylique

    94. Asa

    95. Endosprin

    96. Kapsazal

    97. Bayer

    98. Acetylsalicylsaure

    99. Aspirin (acetylsalicylic Acid)

    100. Solprin

    101. Triaminicin

    102. Asatard

    103. Durlaza

    104. Tasprin

    105. Nu-seals Aspirin

    106. Salicylic Acid, Acetate

    107. Acido O-acetil-benzoico

    108. Kyselina Acetylsalicylova

    109. 2-acetoxybenzenecarboxylic Acid

    110. St. Joseph Aspirin For Adults

    111. A.s.a.

    112. St. Joseph

    113. Kyselina 2-acetoxybenzoova

    114. Sp 189

    115. Acetard

    116. Ac 5230

    117. Acetyl Salicylate

    118. Acetylsalicylsaeure

    119. Azetylsalizylsaeure

    120. S-211

    121. Ecm

    122. Chebi:15365

    123. 2-(acetyloxy)benzoate

    124. Acetylsalicylicum Acidum

    125. Nsc-27223

    126. O-(acetyloxy)benzoic Acid

    127. Nsc-406186

    128. Acide 2-(acetyloxy)benzoique

    129. Acetylsalicylic Acid (who-ip)

    130. R16co5y76e

    131. Aspirin Form Ii

    132. Component Of Midol

    133. Nsc27223

    134. Component Of Synirin

    135. 8-hour Bayer

    136. Component Of Zactirin

    137. Bay1019036

    138. Component Of Coricidin

    139. Component Of Persistin

    140. Component Of Robaxisal

    141. O-acetoxybenzoate

    142. Ncgc00015067-04

    143. Acetysal

    144. Istopirin

    145. Magnecyl

    146. Medisyl

    147. Polopirin

    148. Ronal

    149. Bayer Buffered

    150. Dsstox_cid_108

    151. Aspro Clear

    152. Component Of Ascodeen-30

    153. Bayer Plus

    154. Wln: Qvr Bov1

    155. Rheumin Tabletten

    156. Acetylsalicylicacid

    157. Dsstox_rid_75372

    158. Dsstox_gsid_20108

    159. Aspirina 03

    160. Acetylsalycilic Acid

    161. Acetyl Salicylic Acid

    162. Component Of Darvon With A.s.a

    163. Bayer Aspirin 8 Hour

    164. Asaphen

    165. Aspalon

    166. Asprin

    167. Bayer Children's Aspirin

    168. Nu-seals

    169. Component Of St. Joseph Cold Tablets

    170. Aspir-mox

    171. Durlaza Er

    172. Acetylsalicylsaure [german]

    173. Cas-50-78-2

    174. Acetoxybenzoic Acid

    175. Acetysalicylic Acid

    176. 11126-35-5

    177. Ain

    178. Smr000059138

    179. Ascoden-30

    180. Benzoicacid, 2-(acetyloxy)-

    181. Acetylsalicyclic Acid

    182. Ccris 3243

    183. Hsdb 652

    184. Acide Acetylsalicylique [french]

    185. Acido Acetilsalicilico [italian]

    186. Kyselina Acetylsalicylova [czech]

    187. Acido O-acetil-benzoico [italian]

    188. Sr-01000075668

    189. Kyselina 2-acetoxybenzoova [czech]

    190. Bayer Extra Strength Aspirin For Migraine Pain

    191. Einecs 200-064-1

    192. Nsc 27223

    193. Aspirin [usp:ban:jan]

    194. Bayer Enteric 325 Mg Regular Strength

    195. Brn 0779271

    196. Bay E4465

    197. Unii-r16co5y76e

    198. Aspropharm

    199. Bayer Enteric 81 Mg Adult Low Strength

    200. Cardioaspirin

    201. Cardioaspirina

    202. Acetyonyl

    203. Asacard

    204. Ascolong

    205. Bayer Enteric 500 Mg Arthritis Strength

    206. Colsprin

    207. Miniasal

    208. Salospir

    209. Acesan

    210. Toldex

    211. Ai3-02956

    212. 1oxr

    213. 2-acetoxybenzoate

    214. Aspirin,(s)

    215. Aspalon (jan)

    216. Durlaza (tn)

    217. Easprin (tn)

    218. Mfcd00002430

    219. Acetyl-salicylic Acid

    220. Aspirin Usp-26

    221. Acetyl Salicyclic Acid

    222. O-(acetyloxy)benzoate

    223. Percodan (salt/mix)

    224. Ascriptin (salt/mix)

    225. Micrainin (salt/mix)

    226. 2-acetoxy Benzoic Acid

    227. Spectrum_001245

    228. 2-acetylsalicyclic Acid

    229. Aspirin [vandf]

    230. Aspirin [hsdb]

    231. Salicylic Acid, Acetyl-

    232. Aspirin [jan]

    233. Aspirin [mi]

    234. Chembl25

    235. Aspirin [mart.]

    236. Spectrum2_001899

    237. Spectrum3_001295

    238. Spectrum4_000099

    239. Spectrum5_000740

    240. Aspirin (jp17/usp)

    241. Lopac-a-5376

    242. Salycylacetylsalicylic Acid

    243. Aspirin [usp-rs]

    244. Benzoic Acid, 2-acetoxy-

    245. Epitope Id:114151

    246. Percodan Demi (salt/mix)

    247. Soma Compound (salt/mix)

    248. Zinc53

    249. Ec 200-064-1

    250. Acetylsalicylic Acid, 99%

    251. Aspirin Usp (3080)

    252. Cid_2244

    253. Pravigard Pac (salt/mix)

    254. Schembl1353

    255. 2-(acetyloxy)-benzoic Acid

    256. Aspirin Usp (2080b)

    257. Bay-e-4465

    258. Acetylsalicylic Acid-[13c]

    259. Lopac0_000038

    260. Kbiogr_000398

    261. Kbiogr_002271

    262. Kbioss_001725

    263. Kbioss_002272

    264. 4-10-00-00138 (beilstein Handbook Reference)

    265. Mls001055329

    266. Mls001066332

    267. Mls001336045

    268. Mls001336046

    269. Aspirin [orange Book]

    270. Bidd:gt0118

    271. Divk1c_000555

    272. Spectrum1500130

    273. Spbio_001838

    274. Acetylsalicylic Acid, >=99%

    275. Axotal Component Aspirin

    276. Azdone Component Aspirin

    277. Codoxy Component Aspirin

    278. Gtpl4139

    279. (non-d)acetylsalicylic Acid-d3

    280. Aspirin [usp Monograph]

    281. O-acetylsalicylic Acid; Aspirin

    282. Dtxsid5020108

    283. Acetylsalicylic Acid-carboxy-14c

    284. Aggrenox Component Aspirin

    285. Bdbm22360

    286. Duocover Component Aspirin

    287. Excedrin Component Aspirin

    288. Fiorinal Component Aspirin

    289. Hms501l17

    290. Kbio1_000555

    291. Kbio2_001725

    292. Kbio2_002271

    293. Kbio2_004293

    294. Kbio2_004839

    295. Kbio2_006861

    296. Kbio2_007407

    297. Kbio3_002149

    298. Kbio3_002751

    299. Norgesic Component Aspirin

    300. Percodan Component Aspirin

    301. Q-gesic Component Aspirin

    302. Roxiprin Component Aspirin

    303. Vicoprin Component Aspirin

    304. Yosprala Component Aspirin

    305. Empirin With Codeine (salt/mix)

    306. Acetylsalicylic Acid, >=99.0%

    307. Cmap_000006

    308. Component Of Zactirin (salt/mix)

    309. Duoplavin Component Aspirin

    310. Equagesic Component Aspirin

    311. Invagesic Component Aspirin

    312. Lanorinal Component Aspirin

    313. Micrainin Component Aspirin

    314. Ninds_000555

    315. Robaxisal Component Aspirin

    316. Aspirin Component Of Axotal

    317. Aspirin Component Of Azdone

    318. Aspirin Component Of Codoxy

    319. Hms1920e13

    320. Hms2090g03

    321. Hms2091k13

    322. Hms2233l18

    323. Hms3260g17

    324. Hms3372n15

    325. Hms3656n14

    326. Hms3715p19

    327. Hms3866l03

    328. Hms3885g03

    329. Pharmakon1600-01500130

    330. Acetylsalicylic Acid [inci]

    331. Bcp21790

    332. Orphengesic Component Aspirin

    333. Str01551

    334. Acetylsalicylic Acid; Aspirin

    335. Aspirin Component Of Aggrenox

    336. Aspirin Component Of Duocover

    337. Aspirin Component Of Excedrin

    338. Aspirin Component Of Fiorinal

    339. Aspirin Component Of Norgesic

    340. Aspirin Component Of Percodan

    341. Aspirin Component Of Q-gesic

    342. Aspirin Component Of Roxiprin

    343. Aspirin Component Of Vicoprin

    344. Aspirin Component Of Yosprala

    345. Synalgos-dc Component Aspirin

    346. Tox21_110076

    347. Tox21_202117

    348. Tox21_300146

    349. Tox21_500038

    350. Ccg-39490

    351. Nsc406186

    352. Nsc755899

    353. S3017

    354. Stl137674

    355. Acetylsalicylic Acid [who-dd]

    356. Aspirin Component Of Duoplavin

    357. Aspirin Component Of Equagesic

    358. Aspirin Component Of Invagesic

    359. Aspirin Component Of Lanorinal

    360. Aspirin Component Of Micrainin

    361. Aspirin Component Of Robaxisal

    362. Akos000118884

    363. Component Of Ascodeen-30 (salt/mix)

    364. Mepro-aspirin Component Aspirin

    365. Percodan-demi Component Aspirin

    366. Pravigard Pac Component Aspirin

    367. Soma Compound Component Aspirin

    368. Tox21_110076_1

    369. Acetylsalicylic Acid [ema Epar]

    370. Acetylsalicylicum Acidum [hpus]

    371. Aspirin Component Of Orphengesic

    372. Cs-2001

    373. Db00945

    374. Lp00038

    375. Nsc-755899

    376. Pl-2200

    377. Sdccgsbi-0050027.p005

    378. Aspirin Component Of Synalgos-dc

    379. Bay-1019036

    380. Darvon Compound Component Aspirin

    381. Idi1_000555

    382. Invagesic Forte Component Aspirin

    383. Talwin Compound Component Aspirin

    384. Acetylsalicylic Acid [green Book]

    385. Acetylsalicylic Acid, Analytical Standard

    386. Acidum Acetylsalicylicum (who-ip)

    387. Ncgc00015067-01

    388. Ncgc00015067-02

    389. Ncgc00015067-03

    390. Ncgc00015067-05

    391. Ncgc00015067-06

    392. Ncgc00015067-07

    393. Ncgc00015067-08

    394. Ncgc00015067-09

    395. Ncgc00015067-10

    396. Ncgc00015067-11

    397. Ncgc00015067-12

    398. Ncgc00015067-13

    399. Ncgc00015067-14

    400. Ncgc00015067-24

    401. Ncgc00015067-26

    402. Ncgc00090977-01

    403. Ncgc00090977-02

    404. Ncgc00090977-03

    405. Ncgc00090977-04

    406. Ncgc00090977-05

    407. Ncgc00090977-06

    408. Ncgc00090977-07

    409. Ncgc00254034-01

    410. Ncgc00259666-01

    411. Ncgc00260723-01

    412. Aspirin Component Of Mepro-aspirin

    413. Aspirin Component Of Percodan-demi

    414. Aspirin Component Of Pravigard Pac

    415. Aspirin Component Of Soma Compound

    416. Aspirin, Meets Usp Testing Specifications

    417. Hy-14654

    418. Nci60_002222

    419. Orphengesic Forte Component Aspirin

    420. Acetylsalicylic Acid [ep Monograph]

    421. Sbi-0050027.p004

    422. Aspirin Component Of Darvon Compound

    423. Aspirin Component Of Invagesic Forte

    424. Aspirin Component Of Talwin Compound

    425. Ds-017139

    426. Unm-0000306102

    427. Aspirin Component Of Orphengesic Forte

    428. Component Of Darvon With A.s.a (salt/mix)

    429. Eu-0100038

    430. Ft-0655181

    431. Ft-0661360

    432. Sw199665-2

    433. Carisoprodol Compound Component Aspirin

    434. A 5376

    435. Acetylsalicylic Acid 1.0 Mg/ml In Acetonitrile

    436. C01405

    437. D00109

    438. E80792

    439. Q18216

    440. Ab00051918-08

    441. Ab00051918_09

    442. Ab00051918_10

    443. Aspirin Component Of Carisoprodol Compound

    444. Arthritis Pain Formula Maximum Strength (salt/mix)

    445. Sr-01000075668-1

    446. Sr-01000075668-4

    447. Sr-01000075668-6

    448. Acetylsalicylic Acid, Vetec(tm) Reagent Grade, >=99%

    449. Aspirin, British Pharmacopoeia (bp) Reference Standard

    450. Clopidogrel/acetylsalicylic Acid Component Aspirin

    451. F2191-0068

    452. Z234893989

    453. Aspirin Component Of Clopidogrel/acetylsalicylic Acid

    454. Aspirin, United States Pharmacopeia (usp) Reference Standard

    455. D41527a7-a9eb-472d-a7fc-312821130549

    456. Acetylsalicylic Acid, European Pharmacopoeia (ep) Reference Standard

    457. Acetylsalicylic Acid, Bioreagent, Plant Cell Culture Tested, >=99.0%

    458. Acetylsalicylic Acid For Peak Identification, European Pharmacopoeia (ep) Reference Standard

    459. Aspirin (acetyl Salicylic Acid), Pharmaceutical Secondary Standard; Certified Reference Material

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 180.16 g/mol
    Molecular Formula C9H8O4
    XLogP31.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count3
    Exact Mass180.04225873 g/mol
    Monoisotopic Mass180.04225873 g/mol
    Topological Polar Surface Area63.6 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity212
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameAspirin
    PubMed HealthAspirin
    Drug ClassesAnalgesic, Antipyretic, Antirheumatic, Central Nervous System Agent, Platelet Aggregation Inhibitor
    Drug LabelDistributed by GENUINE FIRST AID600 Clevelad Str Suite 400, Clearwater, FL 33755...
    Active IngredientAspirin
    Dosage FormCapsule
    RouteOral
    Strength325mg
    Market StatusOver the Counter
    CompanyPlx Pharma

    2 of 2  
    Drug NameAspirin
    PubMed HealthAspirin
    Drug ClassesAnalgesic, Antipyretic, Antirheumatic, Central Nervous System Agent, Platelet Aggregation Inhibitor
    Drug LabelDistributed by GENUINE FIRST AID600 Clevelad Str Suite 400, Clearwater, FL 33755...
    Active IngredientAspirin
    Dosage FormCapsule
    RouteOral
    Strength325mg
    Market StatusOver the Counter
    CompanyPlx Pharma

    4.2 Therapeutic Uses

    Anti-Inflammatory Agents, Non-Steroidal; Cyclooxygenase Inhibitors; Fibrinolytic Agents; Platelet Aggregation Inhibitors

    National Library of Medicine's Medical Subject Headings online file (MeSH, 1999)

    Salicylates are indicated to relieve myalgia, musculoskeletal pain, and other symptoms of nonrheumatic inflammatory conditions such as athletic injuries, bursitis, capsulitis, tendinitis, and nonspecific acute tenosynovitis. /Included in US product labeling/

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2574

    Salicylates are indicated for the symptomatic relief of acute and chronic rheumatoid arthritis, juvenile arthritis, osteoarthritis, and related rheumatic diseases. Aspirin is usually the first agent to be used and may be the drug of choice in patients able to tolerate prolonged therapy with high doses. These agents do not affect the progressive course of rheumatoid arthritis. Concurrent treatment with a glucocorticoid or a disease-modifying antirheumatic agent may be needed, depending on the condition being treated and patient response. /Included in US product labeling/

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2574

    Salicylates are also used to reduce arthritic complications associated with systemic lupus erythematosus. /Salicylates; NOT included in US product labeling/

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2574

    For more Therapeutic Uses (Complete) data for ACETYLSALICYLIC ACID (12 total), please visit the HSDB record page.

    4.3 Drug Warning

    Aspirin use may be associated with the development of Reye's syndrome in children and teenagers with acute febrile illnesses, especially influenza and varicella. It is recommended that salicylate therapy not be initiated in febrile pediatric or adolescent patients until after the presence of such an illness has been ruled out. Also, it is recommended that chronic salicylate therapy in these patients be discontinued if a fever occurs, and not resumed until it has been determined that an illness that may predispose to Reye's syndrome is not present or has run its course. Other forms of salicylate toxicity may also be more prevalent in pediatric patients, especially children who have a fever or are dehydrated.

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2577

    Especially careful monitoring of the serum salicylate concentration is recommended in pediatric patients with Kawasaki disease. Absorption of aspirin is impaired during the early febrile stage of the disease; therapeutic anti-inflammatory plasma salicylate concentrations may be extremely difficult to achieve. Also, as the febrile stage passes, absorption is improved; salicylate toxicity may occur if dosage is not readjusted.

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2577

    Requirements of Vitamin K may be increased in patients receiving high doses of salicylate. /Salicylate/

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2578

    IF RENAL FUNCTION IS COMPROMISED IN SALICYLATE INTOXICATION, POTASSIUM LOST FROM CELLS ACCUMULATES IN EXTRACELLULAR FLUID & POTASSIUM INTOXICATION MAY OCCUR.

    Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 650

    For more Drug Warnings (Complete) data for ACETYLSALICYLIC ACID (21 total), please visit the HSDB record page.

    4.4 Minimum/Potential Fatal Human Dose

    The lethal dose of aspirin for an adult is probably in the region of 25 to 30 g but recovery has been achieved by appropriate treatment after the ingestion of twice or thrice this amount.

    Reynolds, J.E.F., Prasad, A.B. (eds.) Martindale-The Extra Pharmacopoeia. 28th ed. London: The Pharmaceutical Press, 1982., p. 236

    4.5 Drug Indication

    **Pain, fever, and inflammation** Acetylsalicylic acid (ASA), in the regular tablet form (immediate-release), is indicated to relieve pain, fever, and inflammation associated with many conditions, including the flu, the common cold, neck and back pain, dysmenorrhea, headache, tooth pain, sprains, fractures, myositis, neuralgia, synovitis, arthritis, bursitis, burns, and various injuries. It is also used for symptomatic pain relief after surgical and dental procedures. The _extra strength_ formulation of acetylsalicylic acid is also indicated for the management migraine pain with photophobia (sensitivity to light) and phonophobia (sensitivity to sound). **Other indications** ASA is also indicated for various other purposes, due to its ability to inhibit platelet aggregation. These include: Reducing the risk of cardiovascular death in suspected cases of myocardial infarction (MI). Reducing the risk of a first non-fatal myocardial infarction in patients, and for reducing the risk of morbidity and mortality in cases of unstable angina and in those who have had a prior myocardial infarction. For reducing the risk of transient ischemic attacks (TIA) and to prevent atherothrombotic cerebral infarction (in conjunction with other treatments). For the prevention of thromboembolism after hip replacement surgery. For decreasing platelet to platelet adhesion following carotid endarterectomy, aiding in the prevention of transient ischemic attacks (TIA). Used for patients undergoing hemodialysis with a silicone rubber arteriovenous cannula inserted to prevent thrombosis at the insertion site. **Important note regarding use of the extended-release formulation** In the setting of acute myocardial infarction, or before percutaneous interventions, the extended-release form of acetylsalicylic acid should not be used. Use immediate-release formulations in scenarios requiring rapid onset of action. The extended-release form is taken to decrease the incidence of mortality and myocardial infarction (MI) for individuals diagnosed with chronic coronary artery disease (CAD), including patients with previous myocardial infarction (MI) or unstable angina or with chronic stable angina. Additionally, the extended-release form is used to decrease the risk of death and recurrent episodes of stroke in patients with a history of stroke or TIA.

    FDA Label

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    **Effects on pain and fever** Acetylsalicylic acid disrupts the production of prostaglandins throughout the body by targeting cyclooxygenase-1 (COX-1) and cyclooxygenase-2 (COX-2). Prostaglandins are potent, irritating substances that have been shown to cause headaches and pain upon injection into humans. Prostaglandins increase the sensitivity of pain receptors and substances such as histamine and bradykinin. Through the disruption of the production and prevention of release of prostaglandins in inflammation, this drug may stop their action at pain receptors, preventing symptoms of pain. Acetylsalicylic acid is considered an antipyretic agent because of its ability to interfere with the production of brain prostaglandin E1. Prostaglandin E1 is known to be an extremely powerful fever-inducing agent. **Effects on platelet aggregation** The inhibition of platelet aggregation by ASA occurs because of its interference with thromboxane A2 in platelets, caused by COX-1 inhibition. Thromboxane A2 is an important lipid responsible for platelet aggregation, which can lead to clot formation and future risk of heart attack or stroke. **A note on cancer prevention** ASA has been studied in recent years to determine its effect on the prevention of various malignancies. In general, acetylsalicylic acid is involved in the interference of various cancer signaling pathways, sometimes inducing or upregulating tumor suppressor genes. Results of various studies suggest that there are beneficial effects of long-term ASA use in the prevention of several types of cancer, including stomach, colorectal, pancreatic, and liver cancers. Research is ongoing.

    5.2 MeSH Pharmacological Classification

    Antipyretics

    Drugs that are used to reduce body temperature in fever. (See all compounds classified as Antipyretics.)

    Cyclooxygenase Inhibitors

    Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)

    Platelet Aggregation Inhibitors

    Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

    Fibrinolytic Agents

    Fibrinolysin or agents that convert plasminogen to FIBRINOLYSIN. (See all compounds classified as Fibrinolytic Agents.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    ASPIRIN
    5.3.2 FDA UNII
    R16CO5Y76E
    5.3.3 Pharmacological Classes
    Blood Coagulation Factor [EPC]; Calcium [CS]; Cations, Divalent [CS]; Cyclooxygenase Inhibitors [MoA]; Decreased Platelet Aggregation [PE]; Decreased Prostaglandin Production [PE]; Increased Coagulation Factor Activity [PE]; Nonsteroidal Anti-inflammatory Drug [EPC]; Platelet Aggregation Inhibitor [EPC]; Anti-Inflammatory Agents, Non-Steroidal [CS]
    5.4 ATC Code

    N02BA01

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    A - Alimentary tract and metabolism

    A01 - Stomatological preparations

    A01A - Stomatological preparations

    A01AD - Other agents for local oral treatment

    A01AD05 - Acetylsalicylic acid

    B - Blood and blood forming organs

    B01 - Antithrombotic agents

    B01A - Antithrombotic agents

    B01AC - Platelet aggregation inhibitors excl. heparin

    B01AC06 - Acetylsalicylic acid

    N - Nervous system

    N02 - Analgesics

    N02B - Other analgesics and antipyretics

    N02BA - Salicylic acid and derivatives

    N02BA01 - Acetylsalicylic acid

    5.5 Absorption, Distribution and Excretion

    Absorption

    Absorption is generally rapid and complete following oral administration but absorption may be variable depending on the route, dosage form, and other factors including but not limited to the rate of tablet dissolution, gastric contents, gastric emptying time, and gastric pH. **Detailed absorption information** When ingested orally, acetylsalicylic acid is rapidly absorbed in both the stomach and proximal small intestine. The non-ionized acetylsalicylic acid passes through the stomach lining by passive diffusion. Ideal absorption of salicylate in the stomach occurs in the pH range of 2.15 - 4.10. Intestinal absorption of acetylsalicylic acid occurs at a much faster rate. At least half of the ingested dose is hydrolyzed to salicylic acid in the first-hour post-ingestion by esterases found in the gastrointestinal tract. Peak plasma salicylate concentrations occur between 1-2 hours post-administration.

    Route of Elimination

    Excretion of salicylates occurs mainly through the kidney, by the processes of glomerular filtration and tubular excretion, in the form of free salicylic acid, salicyluric acid, and, additionally, phenolic and acyl glucuronides. Salicylate can be found in the urine soon after administration, however, the entire dose takes about 48 hours to be completely eliminated. The rate of salicylate is often variable, ranging from 10% to 85% in the urine, and heavily depends on urinary pH. Acidic urine generally aids in reabsorption of salicylate by the renal tubules, while alkaline urine increases excretion. After the administration of a typical 325mg dose, the elimination of ASA is found to follow first order kinetics in a linear fashion. At high concentrations, the elimination half-life increases.

    Volume of Distribution

    This drug is distributed to body tissues shortly after administration. It is known to cross the placenta. The plasma contains high levels of salicylate, as well as tissues such as spinal, peritoneal and synovial fluids, saliva and milk. The kidney, liver, heart, and lungs are also found to be rich in salicylate concentration after dosing. Low concentrations of salicylate are usually low, and minimal concentrations are found in feces, bile, and sweat.

    Clearance

    The clearance rate of acetylsalicylic acid is extremely variable, depending on several factors. Dosage adjustments may be required in patients with renal impairment. The extended-release tablet should not be administered to patients with eGFR of less than 10 mL/min.

    The materno-fetal transfer of salicylic acid and its distribution in the fetal organism was investigated in women of early pregnancy. Acetylsalicylic acid was administered orally in a single dose or in repeated doses at different times before legal interruption. The mean passage rates were about 6-15%. They were independent of the maternal serum concentrations of salicylic acid. The distribution of salicylic acid on the fetal liver, intestine, kidneys, lungs and brain was different. All fetal organs (9th to 15th week of gestation) studied exhibit an acetylsalicylic acid-splitting esterase activity. The esterase activity of the fetal liver was about 30% of the hydrolytic activity of the adult liver. The esterase activity was mainly located in the 105 000 X g-supernatant of cell homogenates.

    PMID:6651815 Amon I et al; Biomed Biochim Acta 42 (7-8): 997-1004 (1983)

    Approximately 80-100% of an oral dose of aspirin is absorbed from the GI tract. However, the actual bioavailability of the drug as unhydrolyzed aspirin is lower since aspirin is partially hydrolyzed to salicylate in the GI mucosa during absorption and on first pass through the liver. There are relatively few studies of the bioavailability of unhydrolyzed aspirin. In one study in which aspirin was administered IV and as an oral aqueous solution, it was shown that the solution was completely absorbed but only about 70% reached the systemic circulation as unhydrolyzed aspirin. In another study in which aspirin was administered IV and orally as capsules, only about 50% of the oral dose reached the systemic circulation as unhydrolyzed aspirin. There is some evidence that the bioavailability of unhydrolyzed aspirin from slowly absorbed dosage forms (e.g., enteric-coated tablets) may be substantially decreased. Food does not appear to decrease the bioavailability of unhydrolyzed aspirin or salicylate; however, absorption is delayed and peak serum aspirin or salicylate concentration may be decreased. There is some evidence that absorption of salicylate following oral administration may be substantially impaired or is highly variable during the febrile phase of Kawasaki disease.

    McEvoy, G.K. (ed.). American Hospital Formulary Service. AHFS Drug Information. American Society of Health-System Pharmacists, Bethesda, MD. 2007., p. 2036

    A 52 year-old woman ingested approximately 300 tablets (325 mg) of aspirin in a suicide attempt. ... The concentrations of salicylic acid in heart and femoral blood were 1.1 mg/mL and 1.3 mg/mL, respectively; the results were far higher than the lethal level. The concentration of salicylic acid was 0.3-0.4 mg/g in brain, 0.9-1.4 mg/g in lung, 0.6-0.8 mg/g in liver and 0.9 mg/mL in kidney.

    PMID:18044220 Ihama Y t al; Chudoku Kenkyu 20 (4): 375-80 (2007)

    The study was undertaken to determine the distribution of aspirin and its metabolites in the semen of humans after an oral dose of aspirin. Each of seven healthy male volunteers was given a single oral dose of 975 mg of aspirin on an empty stomach together with 200 mL of water. Timed samples of blood and semen were obtained from each subject, and the concentrations of aspirin, salicylic acid, and salicyluric acid determined by a specific high-performance liquid chromatographic assay. The mean peak concentration of aspirin was 6.5 micrograms/mL in plasma (range, 4.9-8.9 micrograms/mL), reached in 26 minutes (range, 13-33 minutes). The half-life of aspirin was 31 minutes. The concentration ratio of aspirin (semen/plasma) was 0.12 (except for one subject in whom it was 0.025). The mean peak concentration of salicylate in plasma was 49 micrograms/mL (range, 42-62 micrograms/mL), reached in 2.5 hours (range, 2.0-2.8 hours). Salicylate distributed rapidly into semen and maintained a concentration ratio (semen/plasma) of 0.15. Salicyluric acid (the glycine conjugate of salicylic acid) was found in the semen. Its high concentration in some subjects' semen (four times the concurrent plasma concentration) was attributed to contamination of semen sample with residual urine, containing salicylurate, in the urethra of those who urinated after the dose of aspirin. Possible side effects of aspirin and salicylate in semen include adverse effects on fertility, male-medicated teratogenesis, dominant lethal mutations, and hypersensitivity reactions in the recipients.

    PMID:3680588 Kershaw RA et al; J Clin Pharmacol 27 (4): 304-9 (1987)

    For more Absorption, Distribution and Excretion (Complete) data for ACETYLSALICYLIC ACID (12 total), please visit the HSDB record page.

    5.6 Metabolism/Metabolites

    Acetylsalicylic acid is hydrolyzed in the plasma to salicylic acid. Plasma concentrations of aspirin following after administration of the extended-release form are mostly undetectable 4-8 hours after ingestion of a single dose. Salicylic acid was measured at 24 hours following a single dose of extended-release acetylsalicylic acid. Salicylate is mainly metabolized in the liver, although other tissues may also be involved in this process. The major metabolites of acetylsalicylic acid are salicylic acid, salicyluric acid, the ether or phenolic glucuronide and the ester or acyl glucuronide. A small portion is converted to gentisic acid and other hydroxybenzoic acids.

    Acetylsalicylic acid is hydrolyzed in the stomach and in blood to salicylic acid and acetic acid; ... .

    International Programme on Chemical Safety; Poisons Information Monograph: Acetylsalicylic Acid (PIM 006) (1991) Available from, as of March 10, 2008: https://www.inchem.org/pages/pims.html

    MAJOR URINARY METABOLITES OF ASPIRIN INCL SALICYLURONIC ACID ... SALICYL-O-GLUCURONIDE ... & SALICYL ESTER GLUCURONIDE ... & FREE SALICYLIC ACID ... .

    The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 2: A Review of the Literature Published Between 1970 and 1971. London: The Chemical Society, 1972., p. 183

    A 52 year-old woman ingested approximately 300 tablets (325 mg) of aspirin in a suicide attempt. /Investigators/ analyzed the concentrations of salicylic acid (SA) and salicyluric acid (SUA) in body fluids and organs using a modified previous high-performance liquid chromatographic method. The concentrations of SA in heart and femoral blood were 1.1 mg/mL and 1.3 mg/mL, respectively; the results were far higher than the lethal level. The concentration of SA was 0.3-0.4 mg/g in brain, 0.9-1.4 mg/g in lung, 0.6-0.8 mg/g in liver and 0.9 mg/mL in kidney.

    PMID:18044220 Ihama Y et al; Chudoku Kenkyu 20 (4): 375-80 (2007)

    5.7 Biological Half-Life

    The half-life of ASA in the circulation ranges from 13 - 19 minutes. Blood concentrations drop rapidly after complete absorption. The half-life of the salicylate ranges between 3.5 and 4.5 hours.

    15 to 20 minutes (for intact molecule); rapidly hydrolyzed to salicylate. In breast milk (as salicylate): 3.8 to 12.5 hours (average 7.1 hours) following a single 650 mg dose of aspirin.

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2576

    Cats are deficient in glucuronyl transferase and have a prolonged excretion of aspirin (the half-life in cats is 37.5 hr).

    Kahn, C.M. (Ed.); The Merck Veterinary Manual 9th ed. Merck & Co. Whitehouse Station, NJ. 2005, p. 2528

    5.8 Mechanism of Action

    Acetylsalicylic acid (ASA) blocks prostaglandin synthesis. It is non-selective for COX-1 and COX-2 enzymes. Inhibition of COX-1 results in the inhibition of platelet aggregation for about 7-10 days (average platelet lifespan). The acetyl group of acetylsalicylic acid binds with a serine residue of the cyclooxygenase-1 (COX-1) enzyme, leading to irreversible inhibition. This prevents the production of pain-causing prostaglandins. This process also stops the conversion of arachidonic acid to thromboxane A2 (TXA2), which is a potent inducer of platelet aggregation. Platelet aggregation can result in clots and harmful venous and arterial thromboembolism, leading to conditions such as pulmonary embolism and stroke. It is important to note that there is 60% homology between the protein structures of COX-1 and COX-2. ASA binds to serine 516 residue on the active site of COX-2 in the same fashion as its binding to the serine 530 residue located on the active site of COX-1. The active site of COX-2 is, however, slightly larger than the active site of COX-1, so that arachidonic acid (which later becomes prostaglandins) manages to bypass the aspirin molecule inactivating COX-2. ASA, therefore, exerts more action on the COX-1 receptor rather than on the COX-2 receptor. A higher dose of acetylsalicylic acid is required for COX-2 inhibition.

    Produce analgesia through a peripheral action by blocking pain impulse generation and via a central action, possibly in the hypothalamus. The peripheral action may predominate and probably involves inhibition of the synthesis or prostaglandins, and possibly inhibition of the synthesis and/or actions of other substances, which sensitize pain receptors to mechanical or chemical stimulation. /Salicylates/

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2575

    May produce antipyresis by acting centrally on the hypothalamic heat-regulating center to produce peripheral vasodilation resulting in increased cutaneous blood flow, sweating, and heat loss. The central action may involve inhibition of prostaglandin synthesis in the hypothalamus; however, there is some evidence that fevers caused by endogenous pyrogens that do not act via a prostaglandin mechanism may also respond to salicylate therapy. /Salicylates/

    Thomson/Micromedex. Drug Information for the Health Care Professional. Volume 1, Greenwood Village, CO. 2007., p. 2575

    CNS ... ESP NUCLEI LOCATED IN HYPOTHALAMUS PLAYS MAJOR ROLE IN REGULATION OF PERIPHERAL MECHANISMS CONCERNED WITH BODY HEAT PRODN & LOSS. WITH SALICYLATES, HEAT PRODN IS NOT INHIBITED, BUT HEAT LOSS IS INCR BY INCR PERIPHERAL BLOOD FLOW & PERSPIRATION. /SALICYLATES/

    Evaluations of Drug Interactions. 2nd ed. and supplements. Washington, DC: American Pharmaceutical Assn., 1976, 1978., p. 341

    Aspirin acetylates prostaglandin endoperoxide synthase (prostaglandin G/H-synthase) and irreversibly inhibits its cyclooxygenase (COX) activity. The enzyme catalyzes the conversion of arachidonic acid to PGH2, the first committed step in prostanoid biosynthesis. Two isoforms of prostaglandin endoperoxide synthase exist, PGHS-1 and PGHS-2 (also referred to as COX-1 and COX-2, respectively). PGHS-1 (COX-1) is expressed constitutively in most cell types, including platelets. PGHS-2 (COX-2) is undetectable in most mammalian cells, but its expression can be induced rapidly in response to mitogenic and inflammatory stimuli. Aspirin is a relatively selective inhibitor of platelet PGHS-1 (cyclooxygenase-1, COX-1). The existence of 2 isoenzymes with different aspirin sensitivities, coupled with extremely different recovery rates of their cyclooxygenase (COX) activity following inactivation by aspirin, at least partially explains the different dosage requirements and durations of aspirin effects on platelet function versus the drug's analgesic and anti-inflammatory effects. Human platelets and vascular endothelial cells process PGH2 to produce thromboxane A2 and prostacyclin (epoprostenol, PGI2), respectively. Thromboxane A2 induces platelet aggregation and vasoconstriction, while prostacyclin inhibits platelet aggregation and induces vasodilation. Aspirin is antithrombotic in a wide range of doses inhibiting thromboxane A2 and prostacyclin.

    McEvoy, G.K. (ed.). American Hospital Formulary Service. AHFS Drug Information. American Society of Health-System Pharmacists, Bethesda, MD. 2007., p. 2035

    For more Mechanism of Action (Complete) data for ACETYLSALICYLIC ACID (12 total), please visit the HSDB record page.

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VITABIOTICS HEA1THCARE","supplierCountry":"INDIA","foreign_port":"JAKARTA","customer":"MEYER ORGANICS","customerCountry":"INDIA","quantity":"2.88","actualQuantity":"2.882","unit":"KGS","unitRateFc":"10.3","totalValueFC":"30.4","currency":"USD","unitRateINR":"884","date":"21-Sep-2024","totalValueINR":"2547.57","totalValueInUsd":"30.4","indian_port":"JNPT","hs_no":"29182200","bill_no":"5729603","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"JAKARTA","supplierAddress":"JL RAYA CARINGIN NO. 363, KEL. KER TAJAYA, KEC. PADALARANG KAB. BANDUN G BARAT, PROV. JAWA BARAT, INDONESI Indonesia","customerAddress":"PLOT NO.A-177,ROAD NO.16-Z,WAGLE"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1727461800,"product":"ASPIRIN - (FOR PHARMACEUTICAL USE ONLY)","address":"NEELAM CENTRE, B WING, 4TH FLOOR,","city":"MUMBAI, MAHARASHTRA.","supplier":"ENBRIDGE PHARMTECH WUXI CO LTD","supplierCountry":"CHINA","foreign_port":"SHANGHAI - PU DONG","customer":"J.B.CHEMICALS & PHARMACEUTICALS","customerCountry":"INDIA","quantity":"3000.00","actualQuantity":"3000","unit":"KGS","unitRateFc":"11","totalValueFC":"33314.5","currency":"USD","unitRateINR":"930.6","date":"28-Sep-2024","totalValueINR":"2791800","totalValueInUsd":"33314.5","indian_port":"Bombay Air","hs_no":"29182200","bill_no":"5856371","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI - PU DONG","supplierAddress":"RM502,BLDG37, HUAQING CREATIVE PARK , NO.33, ZHIHUI ROAD, HUISHAN DISTR ICT,WUXI CITY, JIANGSU PROVINCE, CHINA","customerAddress":"NEELAM CENTRE, B WING, 4TH FLOOR,"}]
    19-Jan-2021
    28-Sep-2024
    KGS
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    Average Price (USD/KGS)

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    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - CAPSULE;ORAL - 356.4MG;30MG;16MG

    USFDA APPLICATION NUMBER - 11483

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    DOSAGE - TABLET;ORAL - 325MG;50MG;40MG **Fede...DOSAGE - TABLET;ORAL - 325MG;50MG;40MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 17534

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    DOSAGE - CAPSULE;ORAL - 325MG;50MG;40MG;30MG

    USFDA APPLICATION NUMBER - 19429

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    DOSAGE - TABLET, DELAYED RELEASE;ORAL - 325MG...DOSAGE - TABLET, DELAYED RELEASE;ORAL - 325MG;40MG

    USFDA APPLICATION NUMBER - 205103

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    DOSAGE - TABLET, DELAYED RELEASE;ORAL - 81MG;...DOSAGE - TABLET, DELAYED RELEASE;ORAL - 81MG;40MG

    USFDA APPLICATION NUMBER - 205103

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    DOSAGE - TABLET;ORAL - 250MG;250MG;65MG

    USFDA APPLICATION NUMBER - 20802

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    DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 25M...DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 25MG;200MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20884

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    DOSAGE - TABLET;ORAL - 325MG;50MG;40MG

    USFDA APPLICATION NUMBER - 86162

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