Synonym
Cefotetan; ICI156834; ICI-156834; ICI 156834; YM09330; YM-09330; YM 09330
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 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-(6alpha,7alpha))-
InChi Key
SRZNHPXWXCNNDU-IXOPCIAXSA-N
InChi Code
InChI=1S/C17H17N7O8S4/c1-23-16(20-21-22-23)34-4-5-3-33-15-17(32-2,14(31)24(15)7(5)11(29)30)19-9(26)13-35-12(36-13)6(8(18)25)10(27)28/h13,15H,3-4H2,1-2H3,(H2,18,25)(H,19,26)(H,27,28)(H,29,30)/b12-6-/t13?,15-,17+/m1/s1
SMILES Code
O=C(C(N12)=C(CSC3=NN=NN3C)CS[C@]2([H])[C@](OC)(NC(C(S/4)SC4=C(C(O)=O)\C(N)=O)=O)C1=O)O
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO |
0.0 |
100.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
575.60
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Items 1-10 of 10 (Display the 10 citations in PubMed)
1: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Cefotetan. 2018 Oct 31. PMID: 30000436.
2: Lim K, Tran H, Hirai-Yang A, Vakil N, Marks G, Klapper E. Cefotetan-Induced Hemolytic Anemia: Case Series and Review. J Pharm Pract. 2019 Dec;32(6):679-682. doi: 10.1177/0897190018798198. Epub 2018 Sep 6. PMID: 30189781.
3: Jones RN. Cefotetan: a review of the microbiologic properties and antimicrobial spectrum. Am J Surg. 1988 May 31;155(5A):16-23. doi: 10.1016/s0002-9610(88)80207-1. PMID: 3287964.
4: Ward A, Richards DM. Cefotetan. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use. Drugs. 1985 Nov;30(5):382-426. doi: 10.2165/00003495-198530050-00002. PMID: 3905336.
5: Martin ME, Laber DA. Cefotetan-induced hemolytic anemia after perioperative prophylaxis. Am J Hematol. 2006 Mar;81(3):186-8. doi: 10.1002/ajh.20459. PMID: 16493619.
6: Banoub M, Curless MS, Smith JM, Jarrell AS, Cosgrove SE, Rock C, Avdic E. Higher versus Lower Dose of Cefotetan or Cefoxitin for Surgical Prophylaxis in Patients Weighing One Hundred Twenty Kilograms or More. Surg Infect (Larchmt). 2018 Jul;19(5):504-509. doi: 10.1089/sur.2017.296. Epub 2018 May 2. PMID: 29717917.
7: Viraraghavan R, Chakravarty AG, Soreth J. Cefotetan-induced haemolytic anaemia. A review of 85 cases. Adverse Drug React Toxicol Rev. 2002;21(1-2):101-7. doi: 10.1007/BF03256184. PMID: 12140903.
8: Martin C, Thomachot L, Albanese J. Clinical pharmacokinetics of cefotetan. Clin Pharmacokinet. 1994 Apr;26(4):248-58. doi: 10.2165/00003088-199426040-00002. PMID: 8013159.
9: Carver PL, Nightingale CH, Quintiliani R. Pharmacokinetics and pharmacodynamics of total and unbound cefoxitin and cefotetan in healthy volunteers. J Antimicrob Chemother. 1989 Jan;23(1):99-106. doi: 10.1093/jac/23.1.99. PMID: 2745258.
10: Danan E, Smith J, Kruer RM, Avdic E, Lipsett P, Curless MS, Jarrell AS. Use and Effectiveness of Peri-Operative Cefotetan versus Cefazolin Plus Metronidazole for Prevention of Surgical Site Infection in Abdominal Surgery Patients. Surg Infect (Larchmt). 2018 May/Jun;19(4):388-396. doi: 10.1089/sur.2018.010. Epub 2018 Apr 24. PMID: 29688837.
