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Substance Name: Methicillin sodium [USAN]
RN: 132-92-3
UNII: NBQ410S76Y
InChIKey: MGFZNWDWOKASQZ-UMLIZJHQSA-M

Note

  • One of the PENICILLINS which is resistant to PENICILLINASE but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection.

Molecular Formulas

  • C17-H19-N2-O6-S.Na
  • C17-H20-N2-O6-S.Na

Molecular Weight

  • 402.4011
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Results Name

  • Methicillin sodium [USAN]

Name of Substance

  • Methicillin sodium
  • Methicillin sodium anhydrous
  • Methicillin sodium [USAN]

Synonyms

  • 2,6-Dimethoxyphenyl penicillin sodium
  • Belfacillin
  • Celbenin
  • Celpilline
  • Cinopenil
  • Dimocillin sodium
  • Dimocillin-R-2
  • EINECS 205-083-9
  • Estafcilina
  • Flabelline
  • Lucopenin
  • Methicillin sodium
  • Methicillin sodium salt
  • Meticillin sodium
  • Meticillin sodium salt
  • Penaureus
  • Penysol
  • Sodium dimethoxyphenylpencillin
  • Sodium methicillin
  • SQ 16123
  • Staficyn
  • Staphcillin
  • Synticillin
  • UNII-NBQ410S76Y
  • X-1497

Systematic Name

  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-, monosodium salt

Registry Numbers

CAS Registry Number

  • 132-92-3

FDA UNII

  • NBQ410S76Y

Related Registry Number

  • 61-32-5 (Parent)

System Generated Number

  • 0000132923

Molecular Formulas

Molecular Formulas

  • C17-H19-N2-O6-S.Na
  • C17-H20-N2-O6-S.Na

Molecular Formula Fragments

  • C17-H19-N2-O6-S
  • C17-H20-N2-O6-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C17H20N2O6S.Na/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4;/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23);/q;+1/p-1/t11-,12+,15-;/m1./s1

InChIKey

MGFZNWDWOKASQZ-UMLIZJHQSA-M

Smiles

N12[C@@H]([C@@H](NC(c3c(cccc3OC)OC)=O)C2=O)SC([C@@H]1C([O-])=O)(C)C.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo intravenous 600mg/kg/3D (600mg/kg) LIVER: OTHER CHANGES

BLOOD: LEUKOPENIA

BLOOD: EOSINOPHILIA
American Journal of Diseases of Children. Vol. 135, Pg. 52, 1981.
mouse LD50 intraperitoneal > 2500mg/kg (2500mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 619, 1967.
mouse LD50 oral > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 826, 1982.
mouse LD50 subcutaneous > 4gm/kg (4000mg/kg)   Drugs in Japan Vol. 6, Pg. 826, 1982.
mouse LDLo intravenous 4gm/kg (4000mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: OTHER CHANGES
British Journal of Pharmacology and Chemotherapy. Vol. 17, Pg. 70, 1961.
rat LDLo oral > 4gm/kg (4000mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 17, Pg. 70, 1961.
rat LDLo subcutaneous > 4gm/kg (4000mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 17, Pg. 70, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -2.660 (none)   EST
Water Solubility 3.00E+05 mg/L 25 EXP
Atmospheric OH Rate Constant 2.63E-10 cm3/molecule-sec 25 EST

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