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Substance Name: Penicillin G benzathine anhydrous [USAN]
RN: 1538-09-6
UNII: SSZ1S4I0US
InChIKey: BVGLIYRKPOITBQ-ANPZCEIESA-N

Note

  • Semisynthetic antibiotic prepared by combining the sodium salt of penicillin G with N,N'-dibenzylethylenediamine.

Molecular Formulas

  • C16-H20-N2.2C16-H18-N2-O4-S
  • C32-H36-N4-O8-S2.C16-H20-N2

Molecular Weight

  • 909.1364
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Benzathine benzylpenicillin [INN]
  • Penicillin G benzathine
  • Penicillin G benzathine anhydrous [USAN]

MeSH Heading

  • Penicillin G benzathine

Synonyms

  • 1,2-Ethanediamine, N,N'-bis(phenylmethyl)-, bis((2S,5R,6R)-3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate)
  • Ampicillin N,N'-dibenzylethylenediamine salt
  • Beacillin
  • Benzacillin
  • Benzapen
  • Benzathin penicillin G
  • Benzathine benzylpenicillin
  • Benzathine benzylpenicilline
  • Benzathine benzylpenicilline [INN-French]
  • Benzathine penicillin
  • Benzathine penicillin G
  • Benzathini benzylpenicillinum
  • Benzathini benzylpenicillinum [INN-Latin]
  • Benzatina bencilpenicilina
  • Benzatina bencilpenicilina [INN-Spanish]
  • Benzethacil
  • Benzilpenicillina benzatinica
  • Benzilpenicillina benzatinica [DCIT]
  • Benzylpenicillin benzathine
  • Benzylpenicillin dibenzylethylenediamine salt
  • Benzylpenicillinum benzathinicum
  • Benzylpenicillinum benzathinum
  • Bica-penicillin
  • Bicillin
  • Bicillin 1
  • Bicillin I
  • Bicillin L-A
  • Cepacilina
  • Cillenta
  • Debecillin
  • Debecylina
  • Diamine penicillin
  • Diaminocillina
  • Dibencil
  • Dibencillin
  • Dibenzylethylenediamine-di-penicillin G
  • Dura-penita
  • Durabiotic
  • Duropenin
  • EINECS 216-260-5
  • Ethylenediamine, N,N'-dibenzyl-, compd. with penicillin G (1:2)
  • Extencilline
  • Extenicilline
  • Lentocillin
  • Lentopenil
  • Leomypen
  • Longacilina
  • Longicil
  • Megacillin suspension
  • Moldamin
  • N,N'-Dibenzylethylenediamine bis(benzyl penicillin)
  • N,N'-Dibenzylethylenediamine salt of benzylpenicillin
  • N,N'-Dibenzylethylenediamine, compounded with penicillin G (1:2)
  • NCI-C56100
  • Neolin
  • Pen-Di-Ben
  • Penadur
  • Penadur L-A
  • Pendepon
  • Penditan
  • Penduran
  • Penicillin G benzathine anhydrous
  • Penicillin G salt of N,N'-dibenzylethylenediamine
  • Penicillin G, benzathine
  • Penicillin G, compd. with N,N'-dibenzylethylenediamine (2:1)
  • Penidural
  • Penidure
  • Permapen
  • Tardocillin
  • UNII-SSZ1S4I0US
  • Vicin
  • Wycillina

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6- (2-phenylacetamido)-, compd. with N,N'-dibenzylethylenediamine (2:1)
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((2-phenylacetyl)amino)- (2S,5R,6R)-, compd. with N1,N2-bis(phenylmethyl)-1,2-ethanediamine (2:1)
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((phenylacetyl)amino)- (2S,5R,6R)-, compd. with N,N'-bis(phenylmethyl)-1,2-ethanediamine (2:1)
  • Benzathine benzylpenicillin
  • Ethylenediamine, N,N'-dibenzyl-, bis(3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate)

Registry Numbers

CAS Registry Number

  • 1538-09-6

FDA UNII

  • SSZ1S4I0US

Other Registry Numbers

  • 12705-12-3
  • 141676-23-5
  • 2792-46-3
  • 5968-77-4
  • 77087-98-0
  • 8048-79-1

System Generated Number

  • 0001538096

Molecular Formulas

Molecular Formulas

  • C16-H20-N2.2C16-H18-N2-O4-S
  • C32-H36-N4-O8-S2.C16-H20-N2

Molecular Formula Fragments

  • C16-H18-N2-O4-S
  • C16-H20-N2
  • C32-H36-N4-O8-S2
  • COMPONENT

Structure Descriptors

InChI

1S/2C16H18N2O4S.C16H20N2/c2*1-16(2)12(15(21)22)18-13(20)11(14(18)23-16)17-10(19)8-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t2*11-,12+,14-;/m11./s1

InChIKey

BVGLIYRKPOITBQ-ANPZCEIESA-N

Smiles

CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc3ccccc3)C(=O)O)C.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)Cc3ccccc3)C(=O)O)C.c1ccc(cc1)CNCCNCc2ccccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 460mg/kg (460mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Antibiotics and Chemotherapy Vol. 4, Pg. 633, 1954.
mouse LD50 oral 2gm/kg (2000mg/kg)   Drugs in Japan Vol. 6, Pg. 774, 1982.