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Substance Name: Phenethicillin potassium [USP:JAN]
RN: 132-93-4
UNII: 70978WUK7C
InChIKey: ORMNNUPLFAPCFD-DVLYDCSHSA-M

Classification Code

  • Drug / Therapeutic Agent

Molecular Formulas

  • C17-H19-K-N2-O5-S
  • C17-H19-N2-O5-S.K
  • C17-H20-N2-O5-S.K

Molecular Weight

  • 402.5101
 
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Names and Synonyms

Name of Substance

  • Phenethicillin potassium
  • Phenethicillin potassium [USP:JAN]

Synonyms

  • 3,3-Dimethyl-7-oxo-6-((1-oxo-2-phenoxypropyl)amino)-4-thia-1-azabicyclo(3.2.0)-heptane-2-carboxylic acid potassium salt
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((1-oxo-2-phenoxypropyl)amino)-, (2S-(2alpha,5alpha,6beta))-, monopotassium salt
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((1-oxo-2-phenoxypropyl)amino)-, monopotassium salt, (2S-(2alpha,5alpha,6beta))-
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenoxypropionamido)-, monopotassium salt
  • 6-(A-Phenoxypropionamido)penicillanic acid potassium salt
  • A-Phenoxyethylpenicillinic acid potassium salt
  • Alfacillin
  • Alpen
  • alpha-Oracillin
  • alpha-Phenoxyethylpenicillin potassium salt
  • Alticina
  • Astracillin
  • Bendralan
  • BRL 152
  • Brocsil
  • Broxil
  • Chemipen
  • Chemipen-C
  • CVK
  • Darcil
  • Dramcillin-S
  • EINECS 205-084-4
  • Feneticilline
  • HSDB 3167
  • K Phenethicillin
  • Maxipen
  • Monopotassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxypropionamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate
  • Optipen
  • Oralopen
  • Pen 200
  • Penemve
  • Penicillin mv
  • Penicillin-152
  • Penicillin-152 potassium
  • Peniplus
  • Penova
  • Pensig
  • Phenethicillin potassium
  • Phenethicillin potassium salt
  • Pheno-M-penicillin
  • Phenoxyaethylpenicillin K-salz
  • Phenoxyaethylpenicillin K-salz [German]
  • Potassium (1-phenoxyethyl)penicillin
  • Potassium (alpha-phenoxyethyl)penicillin
  • Potassium 6-(alpha-phenoxypropionamido)penicillanate
  • Potassium methylphenoxymethylpenicillin
  • Potassium phenethicillin
  • Priospen
  • Ro-Cillin
  • Semopen
  • Synapen
  • Syncillin
  • Synerpenin
  • Synthecillin
  • Synthecilline
  • Synthepen tabl
  • Triospen
  • UNII-70978WUK7C

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-((1-oxo-2-phenoxypropyl)amino)-, (2S-(2alpha,5alpha,6beta))-, monopotassium salt
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-6-(2-phenoxypropionamido)-, monopotassium salt
  • Pheneticillin potassium

Registry Numbers

CAS Registry Number

  • 132-93-4

FDA UNII

  • 70978WUK7C

System Generated Number

  • 0000132934

Molecular Formulas

Molecular Formulas

  • C17-H19-K-N2-O5-S
  • C17-H19-N2-O5-S.K
  • C17-H20-N2-O5-S.K

Molecular Formula Fragments

  • C17-H19-N2-O5-S
  • C17-H20-N2-O5-S
  • COMPONENT
  • K

Structure Descriptors

InChI

1S/C17H20N2O5S.K/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19;/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23);/q;+1/p-1/t9?,11-,12+,15-;/m1./s1

InChIKey

ORMNNUPLFAPCFD-DVLYDCSHSA-M

Smiles

[K+].CC(Oc1ccccc1)C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(=O)[O-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 103mg/kg (103mg/kg)   Antibiotics Annual. Vol. 7, Pg. 119, 1959/1960.
guinea pig LD50 intravenous 324mg/kg (324mg/kg)   Research Progress in Organic-Biological and Medicinal Chemistry. Vol. 2, Pg. 311, 1970.
mouse LD50 intraperitoneal 1896mg/kg (1896mg/kg)   Antibiotics Annual. Vol. 7, Pg. 119, 1959/1960.
mouse LD50 intravenous 312mg/kg (312mg/kg)   Antibiotics Annual. Vol. 7, Pg. 119, 1959/1960.
mouse LD50 oral > 2gm/kg (2000mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 85, Pg. 289, 1965.
rat LD50 intraperitoneal 1750mg/kg (1750mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 12, Pg. 751, 1962.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -2.570 (none)   EST
Atmospheric OH Rate Constant 9.18E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.