Cefotetan Sodium
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Hodoodo CAT#: H317394

CAS#: 74356-00-6 (sodium)

Description: Cefotetan Sodium, also known as ICI-156834 and YM-09330, is a second-generation cephalosporin, cephamycin antibiotic that is active against a wide range of both aerobic and anaerobic gram-positive and gram-negative bacteria. Cefotetan binds to penicillin-binding proteins and disrupts the cell wall synthesis.

Chemical Structure

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Cefotetan Sodium
CAS# 74356-00-6 (sodium)
Instruction

Theoretical Analysis

Hodoodo Cat#: H317394
Name: Cefotetan Sodium
CAS#: 74356-00-6 (sodium)
Chemical Formula: C17H15N7Na2O8S4
Exact Mass: 0.00
Molecular Weight: 619.568
Elemental Analysis: C, 32.96; H, 2.44; N, 15.83; Na, 7.42; O, 20.66; S, 20.70

Price and Availability

Size Price Availability Quantity
100mg USD 195 2 Weeks
200mg USD 365 2 Weeks
1g USD 650 2 Weeks
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Related CAS #: 74356-00-6 (sodium)   74356-00-6 (disodium)   69712-56-7 (free base)  

Synonym: ICI 156834; ICI-156834; ICI156834; YM 09330; YM-09330; YM09330; Cefotetan Sodium; Yamatetan; Cefotan; Apatef.

IUPAC/Chemical Name: Sodium (6R,7S)-7-[[4-(2-amino-1-carboxy-2-oxoethylidene)-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

InChi Key: ZQQALMSFFARWPK-GLHLDKNHSA-L

InChi Code: InChI=1S/C17H17N7O8S4.2Na/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);;/q;2*+1/p-2/b12-6-;;/t13?,15-,17+;;/m1../s1

SMILES Code: CN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)C4SC(=C(C(=O)N)C(=O)[O-])S4)OC)SC2)C(=O)[O-].[Na+].[Na+]

Appearance: Solid powder

Purity: >95% (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, not in water

Shelf Life: >2 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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
Soluble in DMSO, not in water 0.0 100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 619.57 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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Nam YH, Hwang EK, Ban GY, Jin HJ, Yoo HS, Shin YS, Ye YM, Nahm DH, Park HS, Lee SK. Immunologic evaluation of patients with cefotetan-induced anaphylaxis. Allergy Asthma Immunol Res. 2015 May;7(3):301-3. doi: 10.4168/aair.2015.7.3.301. PubMed PMID: 25749763; PubMed Central PMCID: PMC4397372.

2: Liu Y, Huang J, Liu J, Ma L, Lv Y, Shi S. A simple and sensitive liquid chromatographic technique for the determination of cefotetan disodium in human plasma and its application in a pharmacokinetic study. J Huazhong Univ Sci Technolog Med Sci. 2012 Oct;32(5):779-84. doi: 10.1007/s11596-012-1034-2. PubMed PMID: 23073813.

3: Su MX, Liu MH, Di B, Huang LL, Jiang Y, Ma PC, Hang TJ. Pharmacokinetic differences between the epimers of cefotetan disodium after single intravenous injection in healthy Chinese volunteers. Eur J Drug Metab Pharmacokinet. 2011 Dec;36(4):223-8. doi: 10.1007/s13318-011-0064-7. PubMed PMID: 21915733.

4: Shi S, Liu Y, Li Z, Zheng H, Lv Y, Chen H. Pharmacokinetics and tolerability of intravenous cefotetan disodium for injection in healthy Chinese volunteers: A randomized, open-label, single- and multiple-dose study. Clin Ther. 2010 Sep;32(10):1832-41. doi: 10.1016/j.clinthera.2010.09.015. PubMed PMID: 21194607.

5: Jeong WK, Park JW, Lim SB, Choi HS, Jeong SY. Cefotetan versus conventional triple antibiotic prophylaxis in elective colorectal cancer surgery. J Korean Med Sci. 2010 Mar;25(3):429-34. doi: 10.3346/jkms.2010.25.3.429. PubMed PMID: 20191043; PubMed Central PMCID: PMC2826745.

6: Goldstein EJ, Citron DM, Merriam CV, Abramson MA. Infection after elective colorectal surgery: bacteriological analysis of failures in a randomized trial of cefotetan vs. ertapenem prophylaxis. Surg Infect (Larchmt). 2009 Apr;10(2):111-8. doi: 10.1089/sur.2007.096. PubMed PMID: 19226203.

7: Wilson SE, Turpin RS, Kumar RN, Itani KM, Jensen EH, Pellissier JM, Abramson MA. Comparative costs of ertapenem and cefotetan as prophylaxis for elective colorectal surgery. Surg Infect (Larchmt). 2008 Jun;9(3):349-56. doi: 10.1089/sur.2007.047. PubMed PMID: 18570576.

8: Itani KM, Jensen EH, Finn TS, Tomassini JE, Abramson MA. Effect of body mass index and ertapenem versus cefotetan prophylaxis on surgical site infection in elective colorectal surgery. Surg Infect (Larchmt). 2008 Apr;9(2):131-7. doi: 10.1089/sur.2007.034. PubMed PMID: 18426345.

9: Perkins J. Fatal drug-induced immune hemolytic anemia due to cefotetan; A case study. Asian J Transfus Sci. 2008 Jan;2(1):20-3. doi: 10.4103/0973-6247.39507. PubMed PMID: 20041074; PubMed Central PMCID: PMC2798759.

10: Lee SY, Park YJ, Oh EJ, Yoo JK, Park JJ, Park KG, Han K. False susceptibility to cefotetan reported by MicroScan for DHA-type AmpC beta-lactamase-producing Klebsiella pneumoniae. Clin Microbiol Infect. 2007 May;13(5):539-41. PubMed PMID: 17331122.

11: Itani KM, Wilson SE, Awad SS, Jensen EH, Finn TS, Abramson MA. Ertapenem versus cefotetan prophylaxis in elective colorectal surgery. N Engl J Med. 2006 Dec 21;355(25):2640-51. PubMed PMID: 17182989.

12: Ayoola A, Lee YJ. Radiation recall dermatitis with cefotetan: a case study. Oncologist. 2006 Nov-Dec;11(10):1118-20. PubMed PMID: 17110631.

13: Allen JW, Acosta J, Casós SR, Baldwin LL, Cacchione RN, Rodriguez JL. Cefotetan-induced hemolytic anemia after bariatric procedures. Surg Obes Relat Dis. 2006 May-Jun;2(3):393-6. PubMed PMID: 16925360.

14: Robinson HE, Maxwell EL, Prince HM, O'Reilly MA, Jakobovits A. Cefotetan-induced life-threatening haemolysis. Med J Aust. 2006 Mar 6;184(5):251. PubMed PMID: 16515440.

15: Martin ME, Laber DA. Cefotetan-induced hemolytic anemia after perioperative prophylaxis. Am J Hematol. 2006 Mar;81(3):186-8. PubMed PMID: 16493619.

16: Shariatmadar S, Storry JR, Sausais L, Reid ME. Cefotetan-induced immune hemolytic anemia following prophylaxis for cesarean delivery. Immunohematology. 2004;20(1):63-6. PubMed PMID: 15373671.

17: Arndt PA. Practical aspects of investigating drug-induced immune hemolytic anemia due to cefotetan or ceftriaxone-a case study approach. Immunohematology. 2002;18(2):27-32. PubMed PMID: 15373560.

18: Davenport RD, Judd WJ, Dake LR. Persistence of cefotetan on red blood cells. Transfusion. 2004 Jun;44(6):849-52. PubMed PMID: 15157250.

19: Franchini M, Piccoli PL, Gandini G, Giuffrida A, Bressan F, De Gironcoli M, Aprili G. Clinical and laboratory study of an episode of cefotetan-induced severe hemolytic anemia. Hematology. 2004 Feb;9(1):65-9. PubMed PMID: 14965871.

20: Arndt PA, Garratty G. Cross-reactivity of cefotetan and ceftriaxone antibodies, associated with hemolytic anemia, with other: cephalosporins and penicillin. Am J Clin Pathol. 2002 Aug;118(2):256-62. PubMed PMID: 12162687.