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Substance Name: Loracarbef hydrate
RN: 121961-22-6
UNII: 3X11EVM5SU
InChIKey: GPYKKBAAPVOCIW-HSASPSRMSA-N

Note

  • 1-carbacephem antibiotic; has a broad spectrum of antimicrobial activity; carbacephems differ from cephalosporins in the substitution of a sulfur atom in the dihydrothiazine ring with a methylene group to form a tetrahydropyridine ring.

Molecular Formula

  • C16-H16-Cl-N3-O4.H2-O

Molecular Weight

  • 367.7872
 

Classification Codes

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

Results Name

  • Loracarbef hydrate

Name of Substance

  • Loracarbef [USAN:USP:INN:BAN]

Synonyms

  • (6R,7S)-7-((R)-2-Amino-2-phenylacetamido)-3-chloro-8-oxo-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, monohydrate
  • 1-Azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((aminophenylacetyl)amino)-3-chloro-8-oxo-, monohydrate, (6R-(6alpha,7beta(R*)))-
  • Lorabid
  • Loracarbef
  • Loracarbef monohydrate
  • LY 163892 monohydrate
  • LY163892 monohydrate
  • UNII-3X11EVM5SU

Systematic Name

  • 1-Azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((aminophenylacetyl)amino)-3-chloro-8-oxo-, monohydrate, (6R-(6alpha,7beta(R*)))-

Registry Numbers

CAS Registry Number

  • 121961-22-6

FDA UNII

  • 3X11EVM5SU

System Generated Number

  • 0121961226

Molecular Formulas

Molecular Formula

  • C16-H16-Cl-N3-O4.H2-O

Molecular Formula Fragments

  • C16-H16-Cl-N3-O4
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

1S/C16H16ClN3O4.H2O/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8;/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24);1H2/t10-,11-,12+;/m1./s1

InChIKey

GPYKKBAAPVOCIW-HSASPSRMSA-N

Smiles

O.N[C@@H](C(=O)N[C@H]1[C@H]2CCC(=C(N2C1=O)C(=O)O)Cl)c3ccccc3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 2gm/kg (2000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 43, Pg. 60, 1993.
man TDLo oral 320mg/kg/4W-I (320mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LIVER: LIVER FUNCTION TESTS IMPAIRED
Journal of Hepathology. Vol. 26, Pg. 739, 1997.