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Substance Name: Oxacillin Sodium [USP]
RN: 1173-88-2
UNII: 4TWD2995UP
InChIKey: VDUVBBMAXXHEQP-SLINCCQESA-M

Note

  • An antibiotic similar to FLUCLOXACILLIN used in resistant staphylococci infections.

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data

Molecular Formulas

  • C19-H18-N3-O5-S.Na
  • C19-H19-N3-O5-S.Na

Molecular Weight

  • 423.4232
 

Names and Synonyms

Results Name

  • Oxacillin Sodium [USP]

Name of Substance

  • Oxacillin sodium anhydrous

Synonyms

  • 5-Methyl-3-phenyl-4-isoxazolyl penicillin, sodium
  • Bactocill
  • Bactocill in plastic container
  • Bristopen
  • BRL 1400
  • EINECS 214-636-3
  • Micropenin
  • Monosodium oxacillin
  • NSC 527712
  • Oxabel
  • Oxabel Sodium salt
  • Oxacillin sodium
  • Oxacillin sodium (VAN)
  • Oxacillin sodium salt
  • Prostaphlin
  • Resistopen
  • Sodium methylphenylisoaxazolylpenicillin
  • Sodium oxacillin
  • Stapenor
  • Staphcillin V
  • UNII-4TWD2995UP

Systematic Names

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(((5-methyl-3-phenyl-4-isoxazolyl)carbonyl)amino)-7-oxo-, monosodium salt, (2S,5R,6R)-
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(((5-methyl-3-phenyl-4-isoxazolyl)carbonyl)amino)-7-oxo-, monosodium salt, (2S-(2alpha,5alpha,6beta))- (9CI)
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-6-(5-methyl-3-phenyl-4-isoxazolecarboxamido)-7-oxo-, monosodium salt
  • Sodium (2S-(2alpha,5alpha,6beta))-3,3-dimethyl-6-(((5-methyl-3-phenylisoxazol-4-yl)carbonyl)amino)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

Registry Numbers

CAS Registry Number

  • 1173-88-2

FDA UNII

  • 4TWD2995UP

Related Registry Number

  • 66-79-5 (Parent)

System Generated Number

  • 0001173882

Molecular Formulas

Molecular Formulas

  • C19-H18-N3-O5-S.Na
  • C19-H19-N3-O5-S.Na

Molecular Formula Fragments

  • C19-H18-N3-O5-S
  • C19-H19-N3-O5-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C19H19N3O5S.Na/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);/q;+1/p-1/t13-,14+,17-;/m1./s1

InChIKey

VDUVBBMAXXHEQP-SLINCCQESA-M

Smiles

Cc1c(c(no1)c2ccccc2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral > 750mg/kg (750mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 322, 1965.
human TDLo intravenous 1200mg/kg/7D (1200mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED Archives of Internal Medicine. Vol. 138, Pg. 915, 1978.
mouse LD50 intravenous 1399mg/kg (1399mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Farmakologiya i Toksikologiya Vol. 31, Pg. 232, 1968.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 147, 1982.
mouse LD50 subcutaneous 2600ug/kg (2.6mg/kg)   Drugs in Japan Vol. 6, Pg. 147, 1982.
rat LD50 intraperitoneal 1500mg/kg (1500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 322, 1965.
rat LD50 intravenous 2150ug/kg (2.15mg/kg)   Drugs in Japan Vol. 6, Pg. 147, 1982.
rat LD50 oral > 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 147, 1982.
rat LD50 subcutaneous 3900ug/kg (3.9mg/kg)   Drugs in Japan Vol. 6, Pg. 147, 1982.
women TDLo oral 4560mg/kg/11W (4560mg/kg) MUSCULOSKELETAL: OTHER CHANGES

LIVER: OTHER CHANGES
Rocky Mountain Medical Journal. Vol. 62, Pg. 34, 1965.