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Substance Name: Amoxicillin [USAN:USP:INN:BAN:JAN]
RN: 61336-70-7
UNII: 804826J2HU
InChIKey: MQXQVCLAUDMCEF-CWLIKTDRSA-N

Note

  • A broad-spectrum semisynthetic antibiotic similar to AMPICILLIN except that its resistance to gastric acid permits higher serum levels with oral administration.

Molecular Formula

  • C16-H19-N3-O5-S.3H2-O

Molecular Weight

  • 419.4525
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Amoxicillin [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Amoxicillin

Synonyms

  • (2S,5R,6R)-6-((R)-(-)-2-Amino-2-(p-hydroxyphenyl)acetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid trihydrate
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate(2S-(2alpha,5alpha,6beta(S*)))-
  • A-Gram
  • Alfamox
  • alpha-Amino-p-hydroxybenzylpenicillin trihydrate
  • AM 7
  • Amodex
  • Amoksicillin
  • Amoksicillin forte
  • Amophar
  • Amoran
  • Amoxi-Diolan
  • Amoxi-wolff
  • Amoxicillin
  • Amoxicillin trihydrate
  • Amoxicillin-ratiopharm
  • Amoxidal
  • Amoxil
  • Amoxillat
  • Amoxina
  • Amoxine
  • Amoxipen
  • Benzoral
  • BRL 2333
  • Ciblor
  • Clamoxyl
  • Dispermox
  • Drg-0075
  • Dura AX
  • Flemoxine
  • Galenamox
  • Gramidil
  • Hiconcil
  • Himinomax
  • Imacillin
  • Izoltil
  • Kentrocyllin
  • Larotid
  • Matasedrin
  • Metifarma
  • Moxal
  • Moxaline
  • Novabritine
  • Pacetocin
  • Pamocil
  • Paradroxil
  • Polymox
  • Robamox
  • Siganopen
  • Simplamox
  • Sintopen
  • Trimox
  • UNII-804826J2HU
  • Uro-clamoxyl
  • Utimox
  • Velamox
  • Wymox
  • Zamocillin
  • Zamocilline
  • Zimox

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(((2R)-amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, trihydrate (2S-(2alpha,5alpha,6beta(S*)))-

Mixture Name

  • Augmentin

Registry Numbers

CAS Registry Number

  • 61336-70-7

FDA UNII

  • 804826J2HU

Related Registry Number

  • 26787-78-0 (Parent)

System Generated Number

  • 0061336707

Molecular Formulas

Molecular Formula

  • C16-H19-N3-O5-S.3H2-O

Molecular Formula Fragments

  • C16-H19-N3-O5-S
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

InChI=1S/C16H19N3O5S.3H2O/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;;;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);3*1H2/t9-,10-,11+,14-;;;/m1.../s1

InChIKey

MQXQVCLAUDMCEF-CWLIKTDRSA-N

Smiles

O.O.O.CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N)c3ccc(O)cc3)C(=O)N2[C@H]1C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3590mg/kg (3590mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3040, 1973.
mouse LD50 oral > 25gm/kg (25000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3040, 1973.
mouse LD50 subcutaneous > 20gm/kg (20000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3040, 1973.
rabbit LD50 oral > 12500mg/kg (12500mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3040, 1973.
rat LD50 intraperitoneal 2870mg/kg (2870mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3040, 1973.
rat LD50 oral > 15gm/kg (15000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3040, 1973.
rat LD50 subcutaneous > 8gm/kg (8000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 3040, 1973.