Basic information
- Name:
Cefotetan
- CAS No.:
69712-56-7
- Molecular Structure:
- Formula:
- C17H17N7O8S4
- Molecular Weight:
- 575.62
- Synonyms:
- 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,7-[[[4-(2-amino-1-carboxy-2-oxoethylidene)-1,3-dithietan-2-yl]carbonyl]amino]-7-methoxy-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-8-oxo-,[6R-(6a,7a)]-;Apacef;
- EINECS:
- 274-093-3
- Density:
- 2.07 g/cm3
- Melting Point:
- 173-178°C (dec.)
- Appearance:
- Off-white solid
Famous Chemical Enterprises
-
Livzon -
Total -
Shell -
Dupont -
Exxonmobil -
Akzonobel -
Basf -
Bayer -
BP
Please post your buying leads,so that our qualified suppliers will soon
contact you!
*Required Fields
Chemistry
Molecular Structure of Cefotetan (CAS NO.69712-56-7):
IUPAC Name: (6R,7S)-7-[[4-(1-amino-3-hydroxy-1,3-dioxopropan-2-ylidene)-1,3-Dithietane-2-carbonyl]amino]-7-methoxy-3-[(1-methyltetrazol-5-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
CAS: 69712-56-7
Empirical Formula: C17H17N7O8S4
Molecular Weight: 575.62
EINECS: 277-834-9
H bond acceptors: 15
H bond donors: 5
Freely Rotating Bonds: 9
Polar Surface Area: 321.13Å2
Index of Refraction: 1.921
Molar Refractivity: 131.49 cm3
Molar Volume: 278 cm3
Surface Tension: 111 dyne/cm
Density: 2.07 g/cm3
Mol File: 69712-56-7.mol
Density: 2.07 g/cm3
Storage temp: Store at 0-5°C
Synonyms: (6R,7S)-4-((2-Carboxy-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-7-yl)carbamoyl)-1,3-dithietane-delta(sup 2,alpha)-malonamic acid ; (6R,7S)-7-(4-(Carbamoylcarboxymethylene)-1,3-dithiethane-2-carboxamido)-7-methoxy-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid
Uses
Cefotetan (CAS NO.69712-56-7) is an injectable antibiotic of the cephamycin type for prophylaxis and treatment of bacterial infections. It is often grouped together with second-generation cephalosporins and has a similar antibacterial spectrum, but with additional anti-anaerobe converage.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LD50 | intravenous | > 6gm/kg (6000mg/kg) | Yakkyoku. Pharmacy. Vol. 35, Pg. 2033, 1984. | |
| mouse | LD50 | intraperitoneal | 8120mg/kg (8120mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LIVER: OTHER CHANGES | Chemotherapy Vol. 30(Suppl, |
| mouse | LD50 | intravenous | 4990mg/kg (4990mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BLOOD: CHANGES IN SPLEEN | Chemotherapy Vol. 30(Suppl, |
| mouse | LD50 | oral | > 10gm/kg (10000mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Chemotherapy Vol. 30(Suppl, |
| mouse | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | BEHAVIORAL: TREMOR SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Chemotherapy Vol. 30(Suppl, |
| rat | LD50 | intraperitoneal | 8250mg/kg (8250mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BLOOD: CHANGES IN SPLEEN | Chemotherapy Vol. 30(Suppl, |
| rat | LD50 | intravenous | 5gm/kg (5000mg/kg) | "Current Chemotherapy and Infectious Diseases, Proceedings of the 11th International Congress of Chemotherapy and the 19th Interscience Conference on Antimicrobial Agents and Chemotherapy, Boston, MA, 1979," Washington, DC, American Soc. for Microbiology, 1980Vol. 1, Pg. 273, 1980. | |
| rat | LD50 | oral | > 10gm/kg (10000mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Chemotherapy Vol. 30(Suppl, |
| rat | LD50 | subcutaneous | > 10gm/kg (10000mg/kg) | BEHAVIORAL: TREMOR SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Chemotherapy Vol. 30(Suppl, |
Specification
Cefotetan (CAS NO.69712-56-7) is a white to pale yellow powder which is very soluble in water. Reconstituted solutions of cefotetan (cefotetan disodium for injection) are intended for intravenous and intramuscular administration. The solution varies from colorless to yellow depending on the concentration. The pH of freshly reconstituted solutions is usually between 4.5 to 6.5.
Cefotetan in the ADD-Vantage Vial† is intended for intravenous use only after dilution with the appropriate volume of ADD-Vantage diluent solution. Cefotetan (CAS NO.69712-56-7) is a parenteral, semisynthetic cephalosporin antibiotic. Reproduction studies in rats and monkeys found no evidence of impaired fertility or fetal harm at doses up to 20 times the human dose. Cephalosporins are usually considered safe to use during pregnancy.
The chemical structure of cefotetan , like that of several other cephalosporins, contains an N-methylthiotetrazole (NMTT or 1-MTT) side chain. As the antibiotic is broken down in the body, it releases free NMTT, which can cause hypoprothrombinemia (likely due to inhibition of the enzyme vitamin K epoxide reductase) and a reaction with ethanol similar to that produced by disulfiram (Antabuse), due to inhibition of aldehyde dehydrogenase. Cefotetan disodium is a semisynthetic, beta-lactamase resistant, cephalosporin (cephamycin) antibiotic.