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Substance Name: Cefpodoxime proxetil [USAN:USP:JAN]
RN: 87239-81-4
UNII: 2TB00A1Z7N
InChIKey: LTINZAODLRIQIX-FBXRGJNPSA-N

Note

  • Prodrug for cefpodoxime.

Molecular Formula

  • C21-H27-N5-O9-S2

Molecular Weight

  • 557.6023
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Cefpodoxime proxetil
  • Cefpodoxime proxetil [USAN:USP:JAN]

Synonyms

  • (+-)-1-Hydroxyethyl (+)-(6R,7R)-7-(2-(2-amino-4-thiazolyl)glyoxylamido)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate, 7(sup 2)-(Z)-(O-methyloxime), isopropyl carbonate (ester)
  • (RS)-1-((Isopropoxycarbonyl)oxy)ethyl (+)-(6R,7R)-7-(2-(2-amino-4-thiazolyl)-2-((Z)-methoxyimino)acetamido)-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylate
  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(methoxymethyl)-8-oxo-, 1-(((1-methylethoxy)carbonyl)oxy)ethyl ester, (6R-(6alpha,7beta(Z)))-
  • Banan
  • Cefpodoxime proxetil
  • CS-807
  • Doxef
  • Simplicef
  • Simplicef [Veterinary]
  • U-76252
  • UNII-2TB00A1Z7N
  • Vantin
  • Xtum-O

Systematic Name

  • 5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(methoxymethyl)-8-oxo-, 1-(((1-methylethoxy)carbonyl)oxy)ethyl ester, (6R-(6alpha,7beta(Z)))-

Registry Numbers

CAS Registry Number

  • 87239-81-4

FDA UNII

  • 2TB00A1Z7N

System Generated Number

  • 0087239814

Structure Descriptors

InChI

1S/C21H27N5O9S2/c1-9(2)33-21(30)35-10(3)34-19(29)15-11(6-31-4)7-36-18-14(17(28)26(15)18)24-16(27)13(25-32-5)12-8-37-20(22)23-12/h8-10,14,18H,6-7H2,1-5H3,(H2,22,23)(H,24,27)/b25-13-/t10?,14-,18-/m1/s1

InChIKey

LTINZAODLRIQIX-FBXRGJNPSA-N

Smiles

COCC1=C(N2[C@H](SC1)[C@H](NC(=O)\C(=N/OC)\c3csc(N)n3)C2=O)C(=O)OC(C)OC(=O)OC(C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 800mg/kg (800mg/kg)   Chemotherapy Vol. 36(Suppl,
mouse LD50 intraperitoneal 2535mg/kg (2535mg/kg) BLOOD: CHANGES IN SPLEEN

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 36(Suppl,
mouse LD50 oral > 8gm/kg (8000mg/kg)   Chemotherapy Vol. 36(Suppl,
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 36(Suppl,
rat LD50 intraperitoneal > 4gm/kg (4000mg/kg) BLOOD: CHANGES IN SPLEEN

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Chemotherapy Vol. 36(Suppl,
rat LD50 oral > 4gm/kg (4000mg/kg)   Chemotherapy Vol. 36(Suppl,
rat LD50 subcutaneous > 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Chemotherapy Vol. 36(Suppl,