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    Chemistry

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    Also known as: 69-53-4, Aminobenzylpenicillin, Ampicillin acid, Amcill, Polycillin, Principen
    Molecular Formula
    C16H19N3O4S
    Molecular Weight
    349.4  g/mol
    InChI Key
    AVKUERGKIZMTKX-NJBDSQKTSA-N
    FDA UNII
    7C782967RD
    Ampicillin
    Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.
    Ampicillin is a Penicillin-class Antibacterial.
    1 2D Structure

    Ampicillin

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
    2.1.2 InChI
    InChI=1S/C16H19N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-7,9-11,14H,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1
    2.1.3 InChI Key
    AVKUERGKIZMTKX-NJBDSQKTSA-N
    2.1.4 Canonical SMILES
    CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)O)C
    2.1.5 Isomeric SMILES
    CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O)C
    2.2 Other Identifiers
    2.2.1 UNII
    7C782967RD
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Amcill

    2. Aminobenzyl Penicillin

    3. Aminobenzylpenicillin

    4. Ampicillin Sodium

    5. Ampicillin Trihydrate

    6. Antibiotic Ks R1

    7. Antibiotic Ks-r1

    8. Ks-r1, Antibiotic

    9. Omnipen

    10. Penicillin, Aminobenzyl

    11. Pentrexyl

    12. Polycillin

    13. Sodium, Ampicillin

    14. Trihydrate, Ampicillin

    15. Ukapen

    2.3.2 Depositor-Supplied Synonyms

    1. 69-53-4

    2. Aminobenzylpenicillin

    3. Ampicillin Acid

    4. Amcill

    5. Polycillin

    6. Principen

    7. Tokiocillin

    8. Ampicillin Anhydrous

    9. Ampicilline

    10. Semicillin

    11. Ultrabion

    12. Anhydrous Ampicillin

    13. Omnipen

    14. Ampicillinum

    15. Pentrexyl

    16. Synpenin

    17. Novo-ampicillin

    18. D-ampicillin

    19. Penbritin

    20. D-(-)-ampicillin

    21. Adobacillin

    22. Amblosin

    23. Ampichel

    24. Ampicilina

    25. Ampifarm

    26. Ampipenin

    27. Ampiscel

    28. Amplacilina

    29. Amplipenyl

    30. Amplisom

    31. Amplital

    32. Bonapicillin

    33. Britacil

    34. Campicillin

    35. Copharcilin

    36. Delcillin

    37. Divercillin

    38. Doktacillin

    39. Duphacillin

    40. Grampenil

    41. Guicitrina

    42. Lifeampil

    43. Norobrittin

    44. Orbicilina

    45. Penbristol

    46. Penbrock

    47. Penicline

    48. Pentrexl

    49. Princillin

    50. Racenacillin

    51. Rosampline

    52. Roscillin

    53. Servicillin

    54. Sumipanto

    55. Texcillin

    56. Totalciclina

    57. Trifacilina

    58. Ultrabron

    59. Viccillin

    60. Acillin

    61. Amfipen

    62. Ampicil

    63. Ampikel

    64. Ampimed

    65. Ampisyn

    66. Ampivax

    67. Ampivet

    68. Amplin

    69. Binotal

    70. Morepen

    71. Nuvapen

    72. Penimic

    73. Pensyn

    74. Pentrex

    75. Ponecil

    76. Tolomol

    77. Totapen

    78. Vampen

    79. Cimex

    80. Supen

    81. Ampicillin Anhydrate

    82. Totacillin

    83. Pfizerpen A

    84. Amipenix S

    85. Ampi-bol

    86. Sk-ampicillin

    87. Amfipen V

    88. Pen Ampil

    89. Qidamp

    90. Ampi-tab

    91. D-cillin

    92. Olin Kid

    93. Ro-ampen

    94. Ampi-co

    95. Austrapen

    96. Pen A

    97. Ampicillina [dcit]

    98. Bayer 5427

    99. Abpc

    100. Ampicillin, Anhydrous

    101. Ampicilina [inn-spanish]

    102. Ampicilline [inn-french]

    103. Ampicillinum [inn-latin]

    104. Ampicin

    105. D-(-)-alpha-aminopenicillin

    106. Deripen

    107. Wypicil

    108. Alpen

    109. Ay-6108

    110. Ampicillin A

    111. D-(-)-alpha-aminobenzylpenicillin

    112. Polycillin-n

    113. Totacillin-n

    114. Penbritin-s

    115. Omnipen-n

    116. Brl 1341

    117. P-50

    118. Penbritin Syrup

    119. Semicillin R

    120. Nsc-528986

    121. D-(-)-6-(alpha-aminophenylacetamido)penicillanic Acid

    122. Brl-1341

    123. Ks-r1

    124. Penbritin Paediatric

    125. Ampicillin (anhydrous)

    126. Redicilin

    127. Ab-pc

    128. 6-(d(-)-alpha-aminophenylacetamido)penicillanic Acid

    129. Guicitrine

    130. Ampen

    131. Nsc 528986

    132. Ab-pc Sol

    133. C16h19n3o4s

    134. Chebi:28971

    135. Ampicillin Hydrate

    136. Alpha-aminobenzylpenicillin

    137. 6-(d-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid

    138. Mls000028405

    139. (2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    140. (2s,5r,6r)-6-{[(2r)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    141. Ampicillina

    142. Hi 63

    143. Ukapen

    144. Pfizerpen-a

    145. Wy-5103

    146. Ampi

    147. Poly-cillin

    148. 7c782967rd

    149. (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid

    150. P 50

    151. Sq 17382

    152. Wy 5103

    153. Penicillin, (aminophenylmethyl)-

    154. Smr000058352

    155. Ampicillin Base

    156. Mfcd00005175

    157. Dsstox_cid_2602

    158. Ay 6108

    159. Dsstox_rid_76654

    160. Dsstox_gsid_22602

    161. Polyflex (veterinary)

    162. Ampicillanyl

    163. Ampicillin [usan:ban:inn:jan]

    164. Cas-69-53-4

    165. (2s,5r,6r)-6-[(r)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    166. (2s,5r,6r)-6-{[(2r)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    167. Omnipen (tn)

    168. Totacillin (sodium)

    169. Ba 7305

    170. Hsdb 3009

    171. Ampicillin (usp/inn)

    172. Einecs 200-709-7

    173. Vidopen

    174. Vidocillin

    175. Marcillin

    176. Pentritin

    177. Nsc528986

    178. D-(-)-.alpha.-aminobenzylpenicillin

    179. Unii-7c782967rd

    180. Ampicillin,(s)

    181. Ncgc00018160-02

    182. (2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    183. (2s,5r,6r)-6-[[(2r)-2-amino-2-phenyl-acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    184. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2alpha,5alpha,6beta(s*)))-

    185. Ampicillin [usan:usp:inn:ban:jan]

    186. Spectrum_000050

    187. 1h8s

    188. Ay 6108

    189. Ampicillin [mi]

    190. Ampicillin [inn]

    191. D-a-aminobenzylpenicillin

    192. Opera_id_1630

    193. Prestwick0_000114

    194. Prestwick1_000114

    195. Prestwick2_000114

    196. Prestwick3_000114

    197. Spectrum2_000769

    198. Spectrum3_000301

    199. Spectrum4_000149

    200. Spectrum5_000814

    201. Ampicillin [hsdb]

    202. Ampicillin [iarc]

    203. Ampicillin [usan]

    204. Ampicillin [vandf]

    205. Chembl174

    206. Epitope Id:115008

    207. Epitope Id:116057

    208. Ec 200-709-7

    209. Ampicillin [mart.]

    210. Schembl3526

    211. Ampicillin [usp-rs]

    212. Ampicillin [who-dd]

    213. Ampicillin [who-ip]

    214. Bspbio_000128

    215. Bspbio_001862

    216. Kbiogr_000598

    217. Kbioss_000430

    218. Anhydrous Ampicillin (jp17)

    219. Mls001074168

    220. Bidd:gt0184

    221. Divk1c_000466

    222. Spbio_000818

    223. Spbio_002067

    224. Ampicillin, Analytical Standard

    225. D-(-)-a-aminobenzylpenicillin

    226. Bpbio1_000142

    227. Dtxsid4022602

    228. Chebi:53713

    229. Gtpl10896

    230. Kbio1_000466

    231. Kbio2_000430

    232. Kbio2_002998

    233. Kbio2_005566

    234. Kbio3_001362

    235. Ampicillin [ep Monograph]

    236. Ninds_000466

    237. Ampicillin [usp Monograph]

    238. Anhydrous Ampicillin [jan]

    239. Hms2090i11

    240. Hms2233h23

    241. Ampicillin Acid; Principen; Amcill

    242. Ampicillinum [who-ip Latin]

    243. Hy-b0522

    244. Zinc3830218

    245. Tox21_113049

    246. Tox21_301416

    247. Bdbm50350465

    248. Ampicillin Anhydrous [who-ip]

    249. Akos015888156

    250. Tox21_113049_1

    251. Ac-8805

    252. Db00415

    253. 6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylic Acid

    254. Idi1_000466

    255. Smp1_000211

    256. Ampicillin Anhydrous [green Book]

    257. Ncgc00023282-05

    258. Ncgc00023282-06

    259. Ncgc00023282-21

    260. Ncgc00178944-03

    261. Ncgc00248937-01

    262. Ncgc00255127-01

    263. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-, D-(-)-

    264. Ba166034

    265. Sbi-0051283.p003

    266. 6-(a-aminophenylacetamido)penicillanic Acid

    267. Sultamicillin Impurity C [ep Impurity]

    268. C06574

    269. D00204

    270. 6-[d(-)-a-aminophenylacetamido]penicillanic Acid

    271. A936108

    272. Ampicillin Anhydrous, Pharmaceutical Grade

    273. Q244150

    274. 6-d(-)-alpha-aminophenylacetamido-penicillanic Acid

    275. Piperacillin Sodium Impurity A [ep Impurity]

    276. Brd-k68432770-001-08-0

    277. Ampicillin, Anhydrous, 96.0-100.5% (anhydrous Basis)

    278. Ampicillin, United States Pharmacopeia (usp) Reference Standard

    279. Anhydrous Ampicillin, British Pharmacopoeia (bp) Reference Standard

    280. Ampicillin, Anhydrous, European Pharmacopoeia (ep) Reference Standard

    281. (2s,5r,6r)-6-(((r,e)-2-amino-1-hydroxy-2-phenylethylidene)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

    282. (2s,5r,6r)-6-[(r)-2-amino-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid

    283. (2s,5r,6r)-6-{[(2r)-2-amino-2-phenylethanoyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic

    284. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((2r)-aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s,5r,6r)-

    285. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2.alpha.,5.alpha.,6.beta.(s*)))-

    286. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid,6-[[(2r)-aminophenylacetyl]amino]-3,3-dimethyl-7-oxo-, Trihydrate,(2s,5r,6r)-

    287. 6-[(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, 9ci

    288. Ampicillin; D(-)-alpha-aminobenzylpenicillin; 6-[d(-)-alpha-aminophenyllacetamido]penicillanic Acid

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 349.4 g/mol
    Molecular Formula C16H19N3O4S
    XLogP3-1.1
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count4
    Exact Mass349.10962727 g/mol
    Monoisotopic Mass349.10962727 g/mol
    Topological Polar Surface Area138 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity562
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    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 NameAmpicillin sodium
    Drug LabelAmpicillin for Injection, USP the monosodium salt of [2S-[2,5,6(S*)]]-6- [(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, is a synthetic penicillin for intramuscular or intravenous use. The pha...
    Active IngredientAmpicillin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 125mg base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 250mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyIstituto Bio Ita Spa; Antibiotice; Hanford Gc; Acs Dobfar Spa; Aurobindo Pharma; Strides Arcolab; Sandoz; Agila Speclts

    2 of 2  
    Drug NameAmpicillin sodium
    Drug LabelAmpicillin for Injection, USP the monosodium salt of [2S-[2,5,6(S*)]]-6- [(aminophenylacetyl)amino]-3,3-dimethyl-7-oxo-4thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, is a synthetic penicillin for intramuscular or intravenous use. The pha...
    Active IngredientAmpicillin sodium
    Dosage FormInjectable
    RouteInjection
    Strengtheq 2gm base/vial; eq 125mg base/vial; eq 500mg base/vial; eq 10gm base/vial; eq 250mg base/vial; eq 1gm base/vial
    Market StatusPrescription
    CompanyIstituto Bio Ita Spa; Antibiotice; Hanford Gc; Acs Dobfar Spa; Aurobindo Pharma; Strides Arcolab; Sandoz; Agila Speclts

    4.2 Therapeutic Uses

    Penicillins

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

    FOR MILD TO MODERATELY SEVERE DISEASE, ORAL...ADULTS...1-4 G/DAY, DIVIDED INTO EQUAL PORTIONS...EVERY 6 HR. FOR SEVERE INFECTIONS...BEST TO ADMIN... PARENTERALLY...6-12 G/DAY. ...MENINGITIS REQUIRES...300-400 MG/KG/DAY PARENTERALLY (IN EQUALLY DIVIDED PORTIONS...EVERY 4 HR) FOR CHILDREN, & 12 G OR MORE/DAY FOR ADULTS.

    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. 1079

    DOSE VARIES WITH TYPE & SEVERITY OF INFECTION...RENAL FUNCTION &...AGE. FOR CHILDREN.../NOT/ ON BASIS OF BODY WT OR SURFACE AREA; BECAUSE DRUG...EXCRETED MAINLY BY KIDNEY ...RENAL FUNCTION TO GREAT EXTENT DETERMINES DOSE. VERY YOUNG BABIES...REQUIRE SMALL DOSES ...CHILDREN 3-4 YR.../DOSE/ ALMOST AS LARGE AS...ADULTS.

    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. 1079

    Ampicillin /is/ indicated in the treatment of acute otitis media caused by susceptible organisms. /Included in US product labeling/

    USP Convention. USPDI - Drug Information for the Health Care Professional. 15 th ed. Volume 1. Rockville, MD: United States Pharmacopeial Convention, Inc., 1995. (Plus updates.), p. 2149

    For more Therapeutic Uses (Complete) data for AMPICILLIN (18 total), please visit the HSDB record page.

    4.3 Drug Warning

    IN 1 INSTANCE, FATAL PSEUDOMEMBRANOUS COLITIS OCCURRED FOLLOWING 5 DAYS OF ORAL AMPICILLIN THERAPY IN DOSAGE OF 2 G DAILY. VERY RARELY, AMPICILLIN HAS PRODUCED INTERSTITIAL NEPHRITIS; 1 CASE OF INTERSTITIAL NEPHRITIS REPORTEDLY PROGRESSED TO ACUTE RENAL FAILURE. ...CRYSTALLURIA HAS BEEN REPORTED...

    American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 8:12:16

    PERIODIC ASSESSMENT OF RENAL, HEPATIC & HEMATOPOIETIC FUNCTION SHOULD BE CONDUCTED DURING PROLONGED THERAPY, ESP IN PREMATURE, NEWBORN & OTHER INFANTS.

    American Hospital Formulary Service. Volumes I and II. Washington, DC: American Society of Hospital Pharmacists, to 1984., p. 8:12:16

    ABSORPTION EFFICIENCY & RATE OF ELIMINATION OF AMPICILLIN...DECR IN PT WITH SHIGELLOSIS. POOR ABSORPTION...GENERALLY OBSERVED IN YOUNGER PATIENTS WITH MARKED DIARRHEA. ... DELAYED EXCRETION. MARKED RETENTION...IN PLASMA...NOTED IN PT WITH RENAL FAILURE.

    The Chemical Society. Foreign Compound Metabolism in Mammals Volume 3. London: The Chemical Society, 1975., p. 169

    NATIONAL REGISTRY OF POSSIBLE DRUG INDUCED OCULAR SIDE EFFECTS ESTABLISHED IN 1975 BY FDA IN ORDER TO MAKE PHYSICIANS AWARE THAT SOME DRUGS SUCH AS AMPICILLIN MAY CAUSE SIDE EFFECTS TO EYE IS DISCUSSED.

    HECHT A; DRUG EFFECTS ON EYE; FDA CONSUM (12): 14 (1978)

    For more Drug Warnings (Complete) data for AMPICILLIN (16 total), please visit the HSDB record page.

    4.4 Drug Indication

    For treatment of infection (Respiratory, GI, UTI and meningitis) due to E. coli, P. mirabilis, enterococci, Shigella, S. typhosa and other Salmonella, nonpenicillinase-producing N. gononhoeae, H. influenzae, staphylococci, streptococci including streptoc

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Ampicillin is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Ampicillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Ampicillin results from the inhibition of cell wall synthesis and is mediated through Ampicillin binding to penicillin binding proteins (PBPs). Ampicillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.

    5.2 MeSH Pharmacological Classification

    Anti-Bacterial Agents

    Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    AMPICILLIN
    5.3.2 FDA UNII
    7C782967RD
    5.3.3 Pharmacological Classes
    Penicillins [CS]; Penicillin-class Antibacterial [EPC]
    5.4 ATC Code

    J - Antiinfectives for systemic use

    J01 - Antibacterials for systemic use

    J01C - Beta-lactam antibacterials, penicillins

    J01CA - Penicillins with extended spectrum

    J01CA01 - Ampicillin

    S - Sensory organs

    S01 - Ophthalmologicals

    S01A - Antiinfectives

    S01AA - Antibiotics

    S01AA19 - Ampicillin

    5.5 Absorption, Distribution and Excretion

    Route of Elimination

    Ampicillin is excreted largely unchanged in the urine.

    INTAKE OF FOOD PRIOR TO INGESTION OF AMPICILLIN RESULTS IN LESS COMPLETE ABSORPTION. ... /IT/ APPEARS IN BILE, UNDERGOES ENTEROHEPATIC CIRCULATION & IS EXCRETED IN...FECES. BILIARY CONCN...DEPENDENT ON INTEGRITY OF GALLBLADDER & ITS DUCTS.

    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. 1079

    Ampicillin is distributed to liver, bile, muscle, kidney, crop, and fat following absorption from the GI or injection site. Ampicillin has been used therapeutically and prophylactically for avian salmonellosis with promising results. ... Ampicillin is excreted in bile.

    Booth, N.H., L.E. McDonald (eds.). Veterinary Pharmacology and Therapeutics. 5th ed. Ames, Iowa: Iowa State University Press, 1982., p. 735

    Anhydrous ampicillin and ampicillin trihydrate are generally stable in the presence of acidic gastric secretions, and 30-55% of an oral dose of the drugs is absorbed from the GI tract in fasting adults. Although peak serum concn may occur as soon as 1 hr after administration, the maximum serum concn is usually attained in approx 2 hr.

    McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 95. Bethesda, MD: American Society of Hospital Pharmacists, Inc., 1995 (Plus Supplements 1995)., p. 298

    Two hr after oral administration of 250 mg of ampicillin in fasting individuals, average peak serum concn of 1.8-2.9 ug/ml are attained. A 500-mg oral dose results in average peak serum concn of 3-6 ug/ml. Concn of the antibiotic in serum are less than 1 ug/ml 6 hr after a 500-mg oral dose.

    McEvoy, G.K. (ed.). American Hospital Formulary Service - Drug Information 95. Bethesda, MD: American Society of Hospital Pharmacists, Inc., 1995 (Plus Supplements 1995)., p. 298

    For more Absorption, Distribution and Excretion (Complete) data for AMPICILLIN (16 total), please visit the HSDB record page.

    5.6 Metabolism/Metabolites

    AMPICILLIN IS DEGRADED BY PENICILLINASE...

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1144

    YIELDS ALPHA-AMINOBENZYLPENICILLOIC ACID IN BACILLUS, IN PENICILLIUM, AND L-PHENYLGLYCINE IN ESCHERICHIA. /FROM TABLE/

    Goodwin, B.L. Handbook of Intermediary Metabolism of Aromatic Compounds. New York: Wiley, 1976., p. A-34

    Healthy subjects metabolize about 20% of a given dose (250-500 mg) of ampicillin. Within 12 hr, 7% of the total dose is excreted as metabolites in urine ... Ampicillin is metabolized to 5R,6R-penicilloic acid and 5S,6R-penicilloic acid ... and to piperazine-2,5-dione after oral intake ... Other, unidentified metabolites have been reported ... .

    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. V50 160

    5.7 Biological Half-Life

    The half-life of all aminopenicillins is approximately 60-90 minutes.

    Booth, N.H., L.E. McDonald (eds.). Veterinary Pharmacology and Therapeutics. 5th ed. Ames, Iowa: Iowa State University Press, 1982., p. 735

    Following ip injection ... the serum half-life /of ampicillin/ was estimated to be 27 min ... .

    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. V50 157 (1990)

    ... /ampicillin's/ plasma half-time is usually 1-2 hr ... but is longer in elderly people ... In patients with renal failure, the half-time was as long as 20 hr ... .

    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. V50 160 (1990)

    5.8 Mechanism of Action

    By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Ampicillin inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Ampicillin interferes with an autolysin inhibitor.

    SINCE PENICILLIN HAS NO EFFECT ON EXISTING CELL WALLS, BACTERIA MUST BE MULTIPLYING FOR BACTERICIDAL ACTION OF PENICILLIN TO BE MANIFEST. /PENICILLINS/

    Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 1135

    The penicillins and their metabolites are potent immunogens because of their ability to combine with proteins and act as haptens for acute antibody-mediated reactions. The most frequent (about 95 percent) or "major" determinant of penicillin allergy is the penicilloyl determinant produced by opening the beta-lactam ring of the penicillin. This allows linkage of the penicillin to protein at the amide group. "Minor" determinants (less frequent) are the other metabolites formed, including native penicillin and penicilloic acids. /Penicillins/

    Haddad, L.M., Clinical Management of Poisoning and Drug Overdose. 2nd ed. Philadelphia, PA: W.B. Saunders Co., 1990., p. 953

    Bactericidal; inhibit bacterial cell wall synthesis. Action is dependent on the ability of penicillins to reach and bind penicillin binding proteins located on the inner membrane of the bacterial cell wall. Penicillin binding proteins (which include transpeptidases, carboxypeptidases, and endopeptidases) are enzymes that are involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Penicillins bind to, and inactivate, penicillin binding proteins, resulting in the weakening of the bacterial cell wall and lysis. /Penicillins/

    USP Convention. USPDI - Drug Information for the Health Care Professional. 15 th ed. Volume 1. Rockville, MD: United States Pharmacopeial Convention, Inc., 1995. (Plus updates.), p. 2150

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AREA,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1721759400,"product":"AMPICILLIN TRIHYDRATE COMPACTED BP","address":"PARIJAT HOUSE,","city":"MUMBAI ,MAHARASHTRA","supplier":"BRILLIANT PHARMACEUTICAL LIMITED","supplierCountry":"CHINA","foreign_port":"SHANGHAI","customer":"KOPRAN","customerCountry":"INDIA","quantity":"3000.00","actualQuantity":"3000","unit":"KGS","unitRateFc":"34.5","totalValueFC":"104687.3","currency":"USD","unitRateINR":"2917","date":"24-Jul-2024","totalValueINR":"8750925","totalValueInUsd":"104687.3","indian_port":"JNPT","hs_no":"29411020","bill_no":"4655381","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"SHANGHAI","supplierAddress":"OFFICE F,32\/F,PLAZA 88 NO, 88 YEUNGUK ROAD,TSUEN WAN,NT,HONG KONGSDNF CHINA","customerAddress":"PARIJAT HOUSE,"}]
    04-Jan-2021
    30-Oct-2024
    KGS
    overview
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    Average Price (USD/KGS)

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    Total Quantity (KGS)

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

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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