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    Chemistry

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    Also known as: 54-85-3, Isonicotinic acid hydrazide, Isonicotinohydrazide, Pyridine-4-carbohydrazide, Isoniazide, Nydrazid
    Molecular Formula
    C6H7N3O
    Molecular Weight
    137.14  g/mol
    InChI Key
    QRXWMOHMRWLFEY-UHFFFAOYSA-N
    FDA UNII
    V83O1VOZ8L
    Isoniazid
    Antibacterial agent used primarily as a tuberculostatic. It remains the treatment of choice for tuberculosis.
    Isoniazid is an Antimycobacterial.
    1 2D Structure

    Isoniazid

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    pyridine-4-carbohydrazide
    2.1.2 InChI
    InChI=1S/C6H7N3O/c7-9-6(10)5-1-3-8-4-2-5/h1-4H,7H2,(H,9,10)
    2.1.3 InChI Key
    QRXWMOHMRWLFEY-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CN=CC=C1C(=O)NN
    2.2 Other Identifiers
    2.2.1 UNII
    V83O1VOZ8L
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acid Vanillylidenehydrazide, Isonicotinic

    2. Ftivazide

    3. Hydrazide, Isonicotinic Acid

    4. Isonex

    5. Isonicotinic Acid Hydrazide

    6. Isonicotinic Acid Vanillylidenehydrazide

    7. Phthivazid

    8. Phthivazide

    9. Tubazide

    10. Vanillylidenehydrazide, Isonicotinic Acid

    2.3.2 Depositor-Supplied Synonyms

    1. 54-85-3

    2. Isonicotinic Acid Hydrazide

    3. Isonicotinohydrazide

    4. Pyridine-4-carbohydrazide

    5. Isoniazide

    6. Nydrazid

    7. Rimifon

    8. Cotinazin

    9. Hydrazid

    10. Iscotin

    11. Isonicotinic Hydrazide

    12. Mybasan

    13. Isonicotinylhydrazine

    14. Armazid

    15. Armazide

    16. Atcotibine

    17. Dinacrin

    18. Ditubin

    19. Ertuban

    20. Hidrasonil

    21. Isidrina

    22. Isobicina

    23. Isonicotan

    24. Laniazid

    25. Neumandin

    26. Eralon

    27. Cedin

    28. Hyzyd

    29. Andrazide

    30. Hydrazide

    31. Neoteben

    32. Nicizina

    33. Nicotibina

    34. Nicozide

    35. Pycazide

    36. Stanozide

    37. Tubazide

    38. Isolyn

    39. Isonex

    40. Niconyl

    41. Isonicotinhydrazid

    42. Antimicina

    43. Chemiazid

    44. Hidranizil

    45. Isocidene

    46. Isohydrazide

    47. Isonicotil

    48. Isonidrin

    49. Isonikazid

    50. Isonindon

    51. Isonizide

    52. Isotebezid

    53. Pyricidin

    54. Pyrizidin

    55. Teebaconin

    56. Cemidon

    57. Chemidon

    58. Defonin

    59. Diforin

    60. Ebidene

    61. Eutizon

    62. Fimalene

    63. Hidrulta

    64. Hycozid

    65. Idrazil

    66. Ismazide

    67. Isocotin

    68. Isonerit

    69. Isonicid

    70. Isonico

    71. Isonide

    72. Isonilex

    73. Isonirit

    74. Isoniton

    75. Isozide

    76. Niadrin

    77. Nicetal

    78. Nidaton

    79. Nidrazid

    80. Nikozid

    81. Nitadon

    82. Nyscozid

    83. Pelazid

    84. Raumanon

    85. Retozide

    86. Rimicid

    87. Rimitsid

    88. Tubazid

    89. Azuren

    90. Evalon

    91. Hidrun

    92. Inizid

    93. Isocid

    94. Isonin

    95. Isozyd

    96. Neoxin

    97. Nevin

    98. Niplen

    99. Antituberkulosum

    100. Inah

    101. Ido-tebin

    102. Tisiodrazida

    103. Bacillin

    104. Isoniacid

    105. Isotinyl

    106. Nicazide

    107. Nicotibine

    108. Nicotisan

    109. Phthisen

    110. Pyreazid

    111. Rimiphone

    112. Tubilysin

    113. Isotebe

    114. Percin

    115. Razide

    116. Tyvid

    117. Isoniazid Sa

    118. Neo-tizide

    119. 4-pyridinecarboxylic Acid, Hydrazide

    120. Gink

    121. Armacide

    122. Cortinazine

    123. Cotinizin

    124. Isonicazide

    125. Isotamine

    126. Robisellin

    127. Sauterazid

    128. Tibinide

    129. Unicozyde

    130. Vazadrine

    131. Zonazide

    132. Dibutin

    133. Hyozid

    134. Isonicotinoyl Hydrazide

    135. Tebecid

    136. Tekazin

    137. Tubeco

    138. Tubicon

    139. Tubomel

    140. Vederon

    141. Zinadon

    142. Dow-isoniazid

    143. Preparation 6424

    144. Isonicotinyl Hydrazide

    145. Tb-razide

    146. Inh

    147. Sanohidrazina

    148. Laniozid

    149. Niteban

    150. Pyridicin

    151. Robiselin

    152. Roxifen

    153. Sauterzid

    154. Tebenic

    155. Tebexin

    156. Tebilon

    157. Tibazide

    158. Tibison

    159. Tibivis

    160. Tibizide

    161. Tibusan

    162. Tuberian

    163. Tubizid

    164. Unicocyde

    165. Tebos

    166. Tisin

    167. Tizide

    168. 4-pyridinecarboxylic Acid Hydrazide

    169. Fsr 3

    170. Tb-vis

    171. Inh-burgthal

    172. Tb-phlogin

    173. Isoniazidum

    174. Zidafimia

    175. Isokin

    176. Nitebannsc 9659

    177. In-73

    178. Ru-ef-tb

    179. Isonicotinoylhydrazine

    180. 4-pyridinecarbonylhydrazine

    181. Bp 5015

    182. Fsr-3

    183. Isonicotinsaeurehydrazid

    184. 4-(hydrazinocarbonyl)pyridine

    185. 4-pyridinecarbohydrazide

    186. 4-pyridylcarbonylhydrazide

    187. Isonicotinoylhydrazide

    188. Nsc 9659

    189. Dianicotyl

    190. Ipcazide

    191. Hia

    192. Rp-5015

    193. Pyridine-4-carboxylic Acid Hydrazide

    194. Mfcd00006426

    195. Isonicotinylhydrazide

    196. L 1945

    197. 5015 Rp

    198. Chebi:6030

    199. Isonicotinate Hydrazide

    200. 5015 R.p.

    201. Nsc-9659

    202. Chembl64

    203. V83o1voz8l

    204. Mls000069444

    205. Isozid

    206. Nsc9659

    207. Cedin (aerosol)

    208. Cas-54-85-3

    209. Bacillen

    210. Tebemid

    211. Tubercid

    212. Ncgc00016244-09

    213. Continazine

    214. Tubecotubercid

    215. Abdizide

    216. Anidrasona

    217. Isoniazida

    218. Isonizida

    219. Smr000059082

    220. Tibemid

    221. Tibiazide

    222. Fetefu

    223. Hydra

    224. Dsstox_cid_755

    225. Dsstox_rid_75771

    226. Dsstox_gsid_20755

    227. Lanizid

    228. 4-pyridinecarboxylic Hydrazide

    229. Ry-ef-tb

    230. Isoniazidum [inn-latin]

    231. Isoniazida [inn-spanish]

    232. Azt + Isoniazid

    233. Frs-3

    234. Laniazid (tn)

    235. Ccris 351

    236. Usaf Cb-2

    237. Hsdb 1647

    238. Isonicotinsaeurehydrazid [german]

    239. Inhd20

    240. Sr-01000003025

    241. Einecs 200-214-6

    242. Unii-v83o1voz8l

    243. Rp 5015

    244. Mayambutol

    245. Ai3-23936

    246. I.a.i.

    247. Idrazide Dell'acido Isonicotinico [italian]

    248. Isoniazid (inh)

    249. Isoniazid/inh

    250. Idrazide Dell'acido Isonicotinico

    251. Isoniazid [usp:inn:ban:jan]

    252. Isonicotinhydrazide

    253. Isoniazid(tubizid)

    254. Soniazid,(s)

    255. Niz

    256. Prestwick_578

    257. Isoniazid (tubizid)

    258. Rifater (salt/mix)

    259. Isonicotinic Acid Hydrazide (isoniazid)

    260. Isonicotinicacidhydrazide

    261. Spectrum_000853

    262. Isoniazid [inn]

    263. Isoniazid [jan]

    264. Opera_id_454

    265. Isoniazid [mi]

    266. Isonicotinicacid Hydrazide

    267. Isoniazid [hsdb]

    268. Isonicotinic Acid Hydrazid

    269. Prestwick0_000161

    270. Prestwick1_000161

    271. Prestwick2_000161

    272. Prestwick3_000161

    273. Spectrum2_000107

    274. Spectrum3_000472

    275. Spectrum4_000022

    276. Spectrum5_000876

    277. Isoniazid [vandf]

    278. I0138

    279. Wln: T6nj Dvmz

    280. Isonicotinic Acid Hydrazone

    281. Schembl228

    282. Biomol-nt_000288

    283. Epitope Id:141801

    284. Isoniazid [mart.]

    285. 4-pyridylcarbonyl Hydrazide

    286. Isoniazid [usp-rs]

    287. Isoniazid [who-dd]

    288. Isoniazid [who-ip]

    289. Oprea1_396155

    290. Bspbio_000021

    291. Bspbio_002204

    292. Kbiogr_000423

    293. Kbioss_001333

    294. Mls001055327

    295. Bidd:gt0140

    296. Divk1c_000070

    297. Spectrum1500355

    298. Spbio_000094

    299. Spbio_001942

    300. Isoniazid (jp17/usp/inn)

    301. Bpbio1_000025

    302. Bpbio1_001322

    303. Schembl2998929

    304. Zinc1590

    305. Isoniazid [ep Impurity]

    306. Isoniazid [orange Book]

    307. Component Of Niadox (salt/mix)

    308. Dtxsid8020755

    309. Isoniazid [ep Monograph]

    310. Hms500d12

    311. Kbio1_000070

    312. Kbio2_001333

    313. Kbio2_003901

    314. Kbio2_006469

    315. Kbio3_001424

    316. Isoniazid [usp Monograph]

    317. Ninds_000070

    318. Rifater Component Isoniazid

    319. Hms1568b03

    320. Hms1920h09

    321. Hms2089i16

    322. Hms2091n19

    323. Hms2095b03

    324. Hms2234g04

    325. Hms3259e19

    326. Hms3373o01

    327. Hms3655l03

    328. Hms3712b03

    329. Kuc109571n

    330. Pharmakon1600-01500355

    331. 4-pyridinecarbohydrazide(isoniazid)

    332. Isoniazidum [who-ip Latin]

    333. Rifamate Component Isoniazid

    334. Bcp13791

    335. Hy-b0329

    336. Str00210

    337. [(4-pyridinylcarbonyl)oxy]hydrazine

    338. Anti-tnf Monoclonal Antibody & Inh

    339. Tox21_113640

    340. Tox21_201367

    341. Tox21_300193

    342. Bbl008409

    343. Bdbm50336507

    344. Ccg-39710

    345. Nsc757078

    346. S1937

    347. Stk086288

    348. Isoniazid Component Of Rifater

    349. Akos000119062

    350. Isoniazid Component Of Rifamate

    351. Isonicotinic Acid Hydrazide(isoniazid)

    352. Tox21_113640_1

    353. Db00951

    354. Ksc-27-048

    355. Nc00513

    356. Nsc-757078

    357. Ps-4129

    358. Idi1_000070

    359. Upcmld0enat5791176:001

    360. Ncgc00016244-01

    361. Ncgc00016244-02

    362. Ncgc00016244-03

    363. Ncgc00016244-04

    364. Ncgc00016244-05

    365. Ncgc00016244-06

    366. Ncgc00016244-07

    367. Ncgc00016244-08

    368. Ncgc00016244-10

    369. Ncgc00016244-11

    370. Ncgc00016244-12

    371. Ncgc00016244-14

    372. Ncgc00016244-15

    373. Ncgc00022648-03

    374. Ncgc00022648-04

    375. Ncgc00022648-05

    376. Ncgc00022648-06

    377. Ncgc00022648-07

    378. Ncgc00254094-01

    379. Ncgc00258919-01

    380. Isonicotinic Acid Hydrazide [iarc]

    381. Sy010614

    382. Isoniazid, Vetec(tm) Reagent Grade, 98%

    383. Sbi-0051419.p003

    384. Ab00052025

    385. Bb 0240534

    386. Ft-0627424

    387. Ft-0670476

    388. Isonicotinic Acid Hydrazide [who-ip]

    389. Sw196752-3

    390. Isonicotinic Acid Hydrazide(isoniazide)

    391. C07054

    392. D00346

    393. D70582

    394. Isoniazid, Analytical Standard, >=99% (tlc)

    395. Ab00052025-20

    396. Ab00052025-21

    397. Ab00052025_22

    398. Ab00052025_23

    399. Ab00052025_24

    400. Ab00052025_25

    401. A830384

    402. Ae-641/02310003

    403. Q423169

    404. 4-pyridinecarboxylic Acid Hydrazide [who-ip]

    405. Sr-01000003025-2

    406. Sr-01000003025-3

    407. Brd-k87202646-001-26-8

    408. Isoniazid, Certified Reference Material, Tracecert(r)

    409. Z58981801

    410. F0391-0007

    411. Isoniazid, European Pharmacopoeia (ep) Reference Standard

    412. Isoniazid, United States Pharmacopeia (usp) Reference Standard

    413. Isoniazid, Pharmaceutical??secondary??standard;??certified??reference??material

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 137.14 g/mol
    Molecular Formula C6H7N3O
    XLogP3-0.7
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count1
    Exact Mass137.058911855 g/mol
    Monoisotopic Mass137.058911855 g/mol
    Topological Polar Surface Area68 Ų
    Heavy Atom Count10
    Formal Charge0
    Complexity120
    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 6  
    Drug NameIsoniazid
    PubMed HealthIsoniazid
    Drug ClassesAntitubercular
    Drug LabelIsoniazid is an antibacterial available as 100 mg and 300 mg tablets for oral administration. Each tablet also contains as inactive ingredients: colloidal silicon dioxide, lactose monohydrate, pregelatinized starch, povidone and stearic acid.Isoniazi...
    Active IngredientIsoniazid
    Dosage FormTablet; Syrup; Injectable
    RouteInjection; Oral
    Strength50mg/5ml; 300mg; 100mg; 100mg/ml
    Market StatusPrescription
    CompanyThepharmanetwork; Carolina Medcl; Sandoz; Barr

    2 of 6  
    Drug NameLaniazid
    Active IngredientIsoniazid
    Dosage FormTablet
    RouteOral
    Strength300mg
    Market StatusPrescription
    CompanyLannett

    3 of 6  
    Drug NameRifamate
    Active Ingredientrifampin; Isoniazid
    Dosage FormCapsule
    RouteOral
    Strength150mg; 300mg
    Market StatusPrescription
    CompanySanofi Aventis Us

    4 of 6  
    Drug NameIsoniazid
    PubMed HealthIsoniazid
    Drug ClassesAntitubercular
    Drug LabelIsoniazid is an antibacterial available as 100 mg and 300 mg tablets for oral administration. Each tablet also contains as inactive ingredients: colloidal silicon dioxide, lactose monohydrate, pregelatinized starch, povidone and stearic acid.Isoniazi...
    Active IngredientIsoniazid
    Dosage FormTablet; Syrup; Injectable
    RouteInjection; Oral
    Strength50mg/5ml; 300mg; 100mg; 100mg/ml
    Market StatusPrescription
    CompanyThepharmanetwork; Carolina Medcl; Sandoz; Barr

    5 of 6  
    Drug NameLaniazid
    Active IngredientIsoniazid
    Dosage FormTablet
    RouteOral
    Strength300mg
    Market StatusPrescription
    CompanyLannett

    6 of 6  
    Drug NameRifamate
    Active Ingredientrifampin; Isoniazid
    Dosage FormCapsule
    RouteOral
    Strength150mg; 300mg
    Market StatusPrescription
    CompanySanofi Aventis Us

    4.2 Therapeutic Uses

    Antitubercular Agents

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

    MEDICATION (VET): Antibacterial (tuberculostatic); anti-actinomycotic agent.

    O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 928

    Isoniazid is indicated alone in the treatment of latent tuberculosis infection in the following persons: Household members and other close contacts of patients with recently diagnosed tuberculosis who have a positive tuberculin skin test (PPD) of greater than or equal to 5 mm; (tuberculin-negative children and adolescents who have been close contacts of infectious persons within the past 3 months are also candidates for preventative therapy until a repeat PPD is done 12 weeks after contact with the infectious source /NOT included in US product labeling/). /Included in US product labeling/

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1689

    Isoniazid is indicated alone in the treatment of latent tuberculosis infection in the following persons: HIV-infected persons of any age with a positive tuberculin skin test of greater than or equal to 5 mm or a past history of a positive tuberculin skin test; also persons with risk factors for HIV infection whose HIV status is unknown but who are suspected of having HIV infection. /NOT included in US product labeling/

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1689

    For more Therapeutic Uses (Complete) data for ISONIAZID (16 total), please visit the HSDB record page.

    4.3 Drug Warning

    The incidence of and risk factors associated with hepatotoxicity in patients with chronic hepatitis have not been systematically studied. Therefore, we conducted a prospective study that included former drug users who were treated with isoniazid for latent tuberculosis infection. Of 415 patients, 20 (4.8%; 95% confidence interval [CI], 3-7.4) had hepatotoxicity diagnosed, and 6 (1.4%; 95% CI, 0.5-3.2) developed clinical hepatitis, none of whom had serious symptoms. The only 2 factors independently associated with isoniazid hepatotoxicity were excessive alcohol consumption (odds ratio [OR]; 4.2, 95% CI, 1.6-10.8; P=.002) and a high baseline alanine transaminase level (OR, 4.3; 95% CI, 1.6-11.4; P=.002). The presence of hepatitis C virus antibodies was associated with hepatotoxicity only on univariate analysis. Treatment with isoniazid in drug users appears to be safe and well tolerated, although frequent asymptomatic elevations in transaminase levels were observed.

    Fernandez-Villar A et al; lin Infect Dis 36 (3): 293-8 (2003)

    Mild hepatic dysfunction, as evidenced by mild and transient increases in serum AST (SGOT), ALT (SGPT), and bilirubin concentrations, has occurred in approximately 10-20% of patients receiving isoniazid, usually during the first 4-6 months of therapy. In most cases, enzyme concentrations return to pretreatment values despite continuation of isoniazid, but progressive liver dysfunction, bilirubinuria, jaundice, and severe and sometimes fatal hepatitis have occurred rarely. The incidence of isoniazid-associated hepatitis is lowest in patients younger than 20 years of age and greatest in daily users of alcohol and patients 35 years of age or older. The American Academy of Pediatrics (AAP) states that the incidence of hepatitis during isoniazid therapy is so low in otherwise healthy infants, children, and adolescents that routine determination of serum aminotransferase concentrations are not recommended. The manufacturers state that progressive liver damage may occur in up to 2.3% of patients older than 50 years of age who receive isoniazid. However, data from one study suggest that hepatitis occurs in approximately 4.5% of patients older than 65 years of age who receive the drug. If symptoms of hepatitis or signs suggestive of hepatic damage occur during isoniazid therapy, the drug should be discontinued promptly.

    McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 558

    Isoniazid has been reported to cause severe, and sometimes fatal, age related hepatitis. If signs and symptoms of hepatotoxicity occur, isoniazid should be discontinued promptly. The incidence of clinical hepatitis in young, healthy adults is 0.3%, but can increase to 2.6% for those who drink alcohol daily, have chronic liver disease, or are elderly.

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1692

    Isoniazid may be taken with meals if gastrointestinal irritation occurs. Antacids may also be taken. However, isoniazid should be taken at least 1 hour before aluminum-containing antacids.

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1694

    For more Drug Warnings (Complete) data for ISONIAZID (30 total), please visit the HSDB record page.

    4.4 Drug Indication

    For the treatment of all forms of tuberculosis in which organisms are susceptible.

    For active immunisation of chicks from 1 day of age to reduce clinical signs (diarrhoea), intestinal lesions and oocysts output associated with coccidiosis caused by Eimeria acervulina, Eimeria brunetti, Eimeria maxima, Eimeria necatrix and Eimeria tenella.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Isoniazid is a bactericidal agent active against organisms of the genus Mycobacterium, specifically M. tuberculosis, M. bovis and M. kansasii. It is a highly specific agent, ineffective against other microorganisms. Isoniazid is bactericidal when mycobacteria grow rapidly and bacteriostatic when they grow slowly.

    5.2 MeSH Pharmacological Classification

    Antitubercular Agents

    Drugs used in the treatment of tuberculosis. They are divided into two main classes: "first-line" agents, those with the greatest efficacy and acceptable degrees of toxicity used successfully in the great majority of cases; and "second-line" drugs used in drug-resistant cases or those in which some other patient-related condition has compromised the effectiveness of primary therapy. (See all compounds classified as Antitubercular Agents.)

    Fatty Acid Synthesis Inhibitors

    Compounds that interfere with FATTY ACID SYNTHASE resulting in a reduction of FATTY ACIDS. This is a target mechanism in humans of some ANTINEOPLASTIC AGENTS and ANTI-OBESITY AGENTS and of some ANTI-INFECTIVE AGENTS which interfere with CELL WALL and CELL MEMBRANE formation. (See all compounds classified as Fatty Acid Synthesis Inhibitors.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    ISONIAZID
    5.3.2 FDA UNII
    V83O1VOZ8L
    5.3.3 Pharmacological Classes
    Antimycobacterial [EPC]
    5.4 ATC Code

    QI01AN01

    J04AC01

    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

    J - Antiinfectives for systemic use

    J04 - Antimycobacterials

    J04A - Drugs for treatment of tuberculosis

    J04AC - Hydrazides

    J04AC01 - Isoniazid

    5.5 Absorption, Distribution and Excretion

    Absorption

    Readily absorbed following oral administration; however, may undergo significant first pass metabolism. Absorption and bioavailability are reduced when isoniazid is administered with food.

    Route of Elimination

    From 50 to 70 percent of a dose of isoniazid is excreted in the urine within 24 hours.

    ISONIAZID DIFFUSES READILY INTO ALL BODY FLUIDS AND CELLS. THE DRUG IS DETECTABLE IN SIGNIFICANT QUANTITIES IN PLEURAL AND ASCITIC FLUIDS; CONCENTRATIONS IN CEREBROSPINAL FLUID ARE SIMILAR TO THOSE IN THE PLASMA. ISONIAZID PENETRATES WELL INTO CASEOUS MATERIAL. THE CONCENTRATION OF THE AGENT IS INITIALLY HIGHER IN THE PLASMA AND MUSCLE THAN IN THE INFECTED TISSUE, BUT THE LATTER RETAINS THE DRUG FOR A LONG TIME IN QUANTITIES WELL ABOVE THOSE REQUIRED FOR BACTERIOSTASIS.

    Hardman, J.G., L.E. Limbird, P.B. Molinoff, R.W. Ruddon, A.G. Goodman (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 9th ed. New York, NY: McGraw-Hill, 1996., p. 1157

    FROM 75 TO 95% OF A DOSE OF ISONIAZID IS EXCRETED IN THE URINE WITHIN 24 HR, MOSTLY AS METABOLITES.

    Hardman, J.G., L.E. Limbird, P.B. Molinoff, R.W. Ruddon, A.G. Goodman (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 9th ed. New York, NY: McGraw-Hill, 1996., p. 1157

    Readily absorbed following oral administration; however, may undergo significant first pass metabolism. Absorption and bioavailability were reduced when isoniazid was administered with food.

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1689

    Widely distributed to all fluids and tissues, including cerebrospinal fluid, pleural and ascitic fluids, skin, sputum, saliva, lungs, muscle, and caseous tissue. Crosses the placenta and is excreted in breast milk.

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1689

    For more Absorption, Distribution and Excretion (Complete) data for ISONIAZID (10 total), please visit the HSDB record page.

    5.6 Metabolism/Metabolites

    Primarily hepatic. Isoniazid is acetylated by N -acetyl transferase to N -acetylisoniazid; it is then biotransformed to isonicotinic acid and monoacetylhydrazine. Monoacetylhydrazine is associated with hepatotoxicity via formation of a reactive intermediate metabolite when N-hydroxylated by the cytochrome P450 mixed oxidase system. The rate of acetylation is genetically determined. Slow acetylators are characterized by a relative lack of hepatic N -acetyltransferase.

    Isoniazid is inactivated in the liver, mainly by acetylation and dehydrazination. Metabolites of the drug include acetylisoniazid, isonicotinic acid, monoacetylhydrazine, diacetylhydrazine, and isonicotinyl glycine.

    McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 560

    /IN MAN/ ... MOST IMPORTANT METABOLITES OF INH IN URINE /WERE FOUND/ TO BE 1-ACETYL-2-ISONICOTINOYLHYDRAZINE (ACETYL INH), N-ACETYL-N'-ISONICOTINIC ACID, ISONICOTINYLGLYCINE, PYRUVIC ACID ISONICOTINYLHYDRAZONE AND ALPHA-OXOGLUTARIC ACID ISONICOTINYLHYDRAZONE ... .

    IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V4 166 (1974)

    IN VIVO METABOLISM OF INH IN RABBIT ... YIELDS ISONICOTINIC ACID AND AMMONIA, LATTER BEING DERIVED FROM RAPID BREAKDOWN OF HYDRAZINE GROUP ... .

    IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V4 165 (1974)

    Acetylation of acetylisoniazid results in the formation of monoacetylhydrazine which has been shown to be a potent hepatotoxin in animals. Microsomal metabolism of monoacetylhydrazine in animals results in production of a reactive acylating species capable of covalently binding with tissue macromolecules (i.e., liver protein) and subsequently causing hepatic necrosis.

    McEvoy, G.K. (ed.). American Hospital Formulary Service- Drug Information 2004. Bethesda, MD: American Society of Health-System Pharmacists, Inc. 2004 (Plus Supplements)., p. 560

    For more Metabolism/Metabolites (Complete) data for ISONIAZID (6 total), please visit the HSDB record page.

    Isoniazid has known human metabolites that include 3,4,5-Trihydroxy-6-[2-(pyridine-4-carbonyl)hydrazinyl]oxane-2-carboxylic acid and isoniazid N-acetyl.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560

    5.7 Biological Half-Life

    Fast acetylators: 0.5 to 1.6 hours. Slow acetylators: 2 to 5 hours.

    Adults (including elderly patients)- Fast acetylators: 0.5 to 1.6 hr. Slow acetylators: 2 to 5 hr. Acute and chronic liver disease: May be prolonged (6.7 hr vs 3.2 hr in controls),

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1689

    Children (age 1.5 to 15 years)-2.3 to 4.9 hours.

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1689

    Neonates-7.8 and 19.8 hours in newborns who received isoniazid transplacentally. The long half-life may be due to the limited acetylation capacity of neonates.

    Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1689

    5.8 Mechanism of Action

    Isoniazid is a prodrug and must be activated by bacterial catalase. Specficially, activation is associated with reduction of the mycobacterial ferric KatG catalase-peroxidase by hydrazine and reaction with oxygen to form an oxyferrous enzyme complex. Once activated, isoniazid inhibits the synthesis of mycoloic acids, an essential component of the bacterial cell wall. At therapeutic levels isoniazid is bacteriocidal against actively growing intracellular and extracellular Mycobacterium tuberculosis organisms. Specifically isoniazid inhibits InhA, the enoyl reductase from Mycobacterium tuberculosis, by forming a covalent adduct with the NAD cofactor. It is the INH-NAD adduct that acts as a slow, tight-binding competitive inhibitor of InhA.

    Although the mechanism of action of isoniazid is unknown, several hypotheses have been proposed. These include effects on lipids, nucleic acid biosynthesis, and glycolysis. ... /It has been suggested that/ a primary action of isoniazid /is/ to inhibit the biosynthesis of mycolic acids, important constituents of the mycobacterial cell wall. Because mycolic acids are unique to mycobacteria, this action would explain the high degree of selectivity of the antimicrobial activity of isoniazid. Exposure to isoniazid leads to a loss of acid fastness and a decrease in the quantity of methanol-extractable lipid of the microorganisms.

    Hardman, J.G., L.E. Limbird, P.B. Molinoff, R.W. Ruddon, A.G. Goodman (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 9th ed. New York, NY: McGraw-Hill, 1996., p. 1157

    Isoniazid is bacteriostatic for "resting" bacilli but is bactericidal for rapidly dividing microorganisms. The minimal tuberculostatic concentration is 0.025 to 0.05 ug/ml.

    Hardman, J.G., L.E. Limbird, P.B. Molinoff, R.W. Ruddon, A.G. Goodman (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 9th ed. New York, NY: McGraw-Hill, 1996., p. 1156

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    04-Jan-2021
    30-Sep-2024
    KGS
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    Average Price (USD/KGS)

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - TABLET;ORAL - 50MG;300MG;120MG

    USFDA APPLICATION NUMBER - 50705

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    DOSAGE - TABLET;ORAL - 100MG **Federal Regist...DOSAGE - TABLET;ORAL - 100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 8678

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    DOSAGE - TABLET;ORAL - 300MG **Federal Regist...DOSAGE - TABLET;ORAL - 300MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 8678

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    DOSAGE - SYRUP;ORAL - 50MG/5ML

    USFDA APPLICATION NUMBER - 88235

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