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Substance Name: Moxalactam
RN: 64952-97-2
UNII: VUF6C936Z3
InChIKey: JWCSIUVGFCSJCK-CAVRMKNVSA-N

Note

  • Broad- spectrum beta-lactam antibiotic similar in structure to the CEPHALOSPORINS except for the substitution of an oxaazabicyclo moiety for the thiaazabicyclo moiety of certain CEPHALOSPORINS. It has been proposed especially for the meningitides because it passes the blood-brain barrier and for anaerobic infections.

Molecular Formula

  • C20-H20-N6-O9-S

Molecular Weight

  • 520.477
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Human Data
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Names and Synonyms

Results Name

  • Moxalactam

Name of Substance

  • Latamoxef [INN:BAN]
  • Moxalactam

MeSH Heading

  • Moxalactam

Synonyms

  • EINECS 265-287-9
  • Lamoxactam
  • Latamoxef
  • Latamoxefum
  • Latamoxefum [INN-Latin]
  • Moxalactam
  • Oxa-cephem
  • UNII-VUF6C936Z3

Systematic Names

  • 5-Oxa-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((carboxy(4-hydroxyphenyl)acetyl)amino)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-
  • Latamoxef

Registry Numbers

CAS Registry Number

  • 64952-97-2

FDA UNII

  • VUF6C936Z3

Other Registry Number

  • 75007-71-5

System Generated Number

  • 0064952972

Structure Descriptors

InChI

1S/C20H20N6O9S/c1-25-19(22-23-24-25)36-8-10-7-35-18-20(34-2,17(33)26(18)13(10)16(31)32)21-14(28)12(15(29)30)9-3-5-11(27)6-4-9/h3-6,12,18,27H,7-8H2,1-2H3,(H,21,28)(H,29,30)(H,31,32)/t12?,18-,20+/m1/s1

InChIKey

JWCSIUVGFCSJCK-CAVRMKNVSA-N

Smiles

C1([C@]([C@@H]2N1C(=C(CSc1n(nnn1)C)CO2)C(O)=O)(NC([C@@H](c1ccc(O)cc1)C(O)=O)=O)OC)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
women TDLo intravenous 480mg/kg/4D-I (480mg/kg) BLOOD: HEMORRHAGE Annals of Internal Medicine. Vol. 99, Pg. 126, 1983.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -0.58 (none)   EXP
Atmospheric OH Rate Constant 1.45E-10 cm3/molecule-sec 25 EST

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