Synonym
Cefclidin; E-1040; E 1040; E 1040
IUPAC/Chemical Name
(6R,7R)-7-((Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-(methoxyimino)acetamido)-3-((4-carbamoylquinuclidin-1-ium-1-yl)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
InChi Key
JUVHVMCKLDZLGN-TVNFHGJBSA-N
InChi Code
InChI=1S/C21H26N8O6S2/c1-35-26-11(14-25-20(23)37-27-14)15(30)24-12-16(31)28-13(18(32)33)10(9-36-17(12)28)8-29-5-2-21(3-6-29,4-7-29)19(22)34/h12,17H,2-9H2,1H3,(H5-,22,23,24,25,27,30,32,33,34)/b26-11-/t12-,17-,21?,29?/m1/s1
SMILES Code
CO/N=C(c1nc(N)sn1)\C(N[C@H]2[C@H]3SCC(C[N+]45CCC(CC5)(C(N)=O)CC4)=C(C([O-])=O)N3C2=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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
550.61
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 |
1: Watanabe NA, Katsu K. Cefclidin (E1040), a novel cephalosporin: lack of selection of beta-lactamase overproducing mutants in an in vitro pharmacokinetic model system. J Antibiot (Tokyo). 1992 Aug;45(8):1335-45. doi: 10.7164/antibiotics.45.1335. PMID: 1399855.
2: Watanabe N, Hiruma R, Katsu K. Comparative in-vitro activities of newer cephalosporins cefclidin, cefepime, and cefpirome against ceftazidime- or imipenem-resistant Pseudomonas aeruginosa. J Antimicrob Chemother. 1992 Nov;30(5):633-41. doi: 10.1093/jac/30.5.633. PMID: 1493980.
3: Watanabe N, Katsu K. Bactericidal activity of cefclidin (E1040) against Pseudomonas aeruginosa under conditions simulating plasma pharmacokinetics: lack of development of chromosomally-mediated resistance to beta-lactams. J Antimicrob Chemother. 1992 Oct;30(4):475-87. doi: 10.1093/jac/30.4.475. PMID: 1490920.
4: Suzuki K, Horiba M, Naide Y, Hibi H. [Clinical study of cefclidin on bacterial prostatitis]. Hinyokika Kiyo. 1992 Apr;38(4):507-10. Japanese. PMID: 1529828.
5: Watanabe N, Sugiyama I. Role of the aminothiadiazolyl group in the antipseudomonal activity of cefclidin. J Antibiot (Tokyo). 1992 Sep;45(9):1526-32. doi: 10.7164/antibiotics.45.1526. PMID: 1429239.
6: Satoh M, Munakata K, Takeuchi H, Yoshida O. Efficacy of a novel injectable cephalosporin, Cefclidin, on the experimental complicated urinary tract infections with urinary stones caused by Pseudomonas aeruginosa and Proteus mirabilis. Hinyokika Kiyo. 1994 Aug;40(8):689-94. PMID: 7942366.
7: Kaneko T, Katsu K, Fujimoto M, Yamauchi H, Algate DR, Beard DJ, Jobling CM, Munt PL. Pharmacological effects of cefclidin on the central nervous system. Jpn J Antibiot. 1993 Jan;46(1):18-30. PMID: 8455329.
8: Tone T, Ikezawa Z, Nishioka K, Aoki S, Miyata M. Enhancing effects of fluorescein on beta-lactam rash. I: High incidence of cefclidin rashes in an ophthalmological volunteer trial. J Dermatol. 1992 Sep;19(9):534-6. doi: 10.1111/j.1346-8138.1992.tb03724.x. PMID: 1479110.
9: Tatsumi N, Im T, Furukawa Y, Sannomiya Y, Inoue K, Kageyama T, Ohyabu H, Akasaka K, Nasu K, Yonezawa T, et al. [Therapeutic effects of cefclidin against severe infections in patients with hematopoietic disorders. Hanshin Infection Study Group]. Jpn J Antibiot. 1992 May;45(5):512-22. Japanese. PMID: 1512937.
10: Tanaka M, Otsuki M, Nishino T. In vitro and in vivo activities of DQ-2556 and its mode of action. Antimicrob Agents Chemother. 1992 Dec;36(12):2595-601. doi: 10.1128/aac.36.12.2595. PMID: 1482128; PMCID: PMC245513.
