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Substance Name: Cefroxadine [USAN:INN:JAN]
RN: 51762-05-1
UNII: B908C4MV2R
InChIKey: RDMOROXKXONCAL-UEKVPHQBSA-N

Note

  • Orally active, broad spectrum cephalosporin.

Molecular Formula

  • C16-H19-N3-O5-S

Molecular Weight

  • 365.4081
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Cefroxadine
  • Cefroxadine [USAN:INN:JAN]

Synonyms

  • (6R,7R)-7-((R)-2-Amino-2-(1,4-cyclohexadien-1-yl)acetamido)-3-methoxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((amino-1,4-cyclohexadien-1-ylacetyl)amino)-3-methoxy-8-oxo-, (6R-(6alpha,7beta(R*)))-
  • 7-(D-2-Amino-2-(1,4-cyclohexadienyl)acetamide)-3-methoxy-3-cephem-4-carboxylic acid
  • Antibiotic CGP 9000
  • BRN 0587499
  • Cefroxadin
  • Cefroxadine
  • Cefroxadino
  • Cefroxadino [INN-Spanish]
  • Cefroxadinum
  • Cefroxadinum [INN-Latin]
  • CGP 9000
  • CXD
  • EINECS 257-391-8
  • Oraspor
  • UNII-B908C4MV2R

Systematic Names

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-((amino-1,4-cyclohexadien-1-ylacetyl)amino)-3-methoxy-8-oxo-, (6R-(6alpha,7beta(R*)))-
  • Cefroxadine

Registry Numbers

CAS Registry Number

  • 51762-05-1

FDA UNII

  • B908C4MV2R

Other Registry Number

  • 109945-75-7

System Generated Number

  • 0051762051

Structure Descriptors

InChI

1S/C16H19N3O5S/c1-24-9-7-25-15-11(14(21)19(15)12(9)16(22)23)18-13(20)10(17)8-5-3-2-4-6-8/h2-3,6,10-11,15H,4-5,7,17H2,1H3,(H,18,20)(H,22,23)/t10-,11-,15-/m1/s1

InChIKey

RDMOROXKXONCAL-UEKVPHQBSA-N

Smiles

COC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)[C@@H](C3=CCC=CC3)N)SC1)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 1gm/kg (1000mg/kg)   Drugs in Japan Vol. -, Pg. 689, 1995.
mouse LD50 intraperitoneal 7090mg/kg (7090mg/kg)   Journal of Antibiotics. Vol. 29, Pg. 653, 1976.
mouse LD50 oral > 13500mg/kg (13500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Chemotherapy Vol. 28(Suppl,
mouse LD50 subcutaneous 13500mg/kg (13500mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 28(Suppl,
rabbit LD50 intraperitoneal > 4gm/kg (4000mg/kg) KIDNEY, URETER, AND BLADDER: STRUCTURAL OR FUNCTIONAL CHANGES IN URETER

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Chemotherapy Vol. 28(Suppl,
rabbit LD50 oral 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. APP-11, 1982.
rat LD50 intraperitoneal 6gm/kg (6000mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Chemotherapy Vol. 28(Suppl,
rat LD50 oral > 22500mg/kg (22500mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 28(Suppl,
rat LD50 subcutaneous > 15gm/kg (15000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Chemotherapy Vol. 28(Suppl,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 170 dec deg C   EXP
log P (octanol-water) -0.980 (none)   EST
Atmospheric OH Rate Constant 2.81E-10 cm3/molecule-sec 25 EST

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