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MedKoo Cat#: 412503 | Name: Cefcapene

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cefcapene is a third-generation cephalosporin antibiotic. It was patented in 1985 and approved for medical use in 1997.

Chemical Structure

Cefcapene
Cefcapene
CAS#135889-00-8 (free base)

Theoretical Analysis

MedKoo Cat#: 412503

Name: Cefcapene

CAS#: 135889-00-8 (free base)

Chemical Formula: C17H19N5O6S2

Exact Mass: 453.0777

Molecular Weight: 453.49

Elemental Analysis: C, 45.03; H, 4.22; N, 15.44; O, 21.17; S, 14.14

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
135889-00-8 (free base)
Synonym
Cefcapene; S1006; S-1006; S 1006
IUPAC/Chemical Name
(6R,7R)-7-((Z)-2-(2-aminothiazol-4-yl)pent-2-enamido)-3-((carbamoyloxy)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
InChi Key
HJJRIJDTIPFROI-NVKITGPLSA-N
InChi Code
InChI=1S/C17H19N5O6S2/c1-2-3-8(9-6-30-16(18)20-9)12(23)21-10-13(24)22-11(15(25)26)7(4-28-17(19)27)5-29-14(10)22/h3,6,10,14H,2,4-5H2,1H3,(H2,18,20)(H2,19,27)(H,21,23)(H,25,26)/b8-3-/t10-,14-/m1/s1
SMILES Code
O=C(C(N12)=C(COC(N)=O)CS[C@]2([H])[C@H](NC(/C(C3=CSC(N)=N3)=C\CC)=O)C1=O)O
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 453.49 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
1: Okamoto K, Asano S, Yamamoto T, Toyono T, Yamaguchi R, Okada Y, Okugawa S, Suzuki H, Moriya K, Aihara M. Poor penetration of cefcapene into aqueous humor after oral administration of cefcapene pivoxil to patients undergoing cataract surgery. J Infect Chemother. 2020 Feb;26(2):312-315. doi: 10.1016/j.jiac.2019.08.004. Epub 2019 Aug 31. PMID: 31481306. 2: Alba J, Ishii Y, Galleni M, Frère JM, Ito M, Yamaguchi K. Cefcapene inactivates chromosome-encoded class C beta-lactamases. J Infect Chemother. 2002 Sep;8(3):207-10. doi: 10.1007/s10156-002-0177-7. PMID: 12373482. 3: Duan HF, Ding L, Li XB, Hu LL, Wen AD, Leng Y, Liu Z. Determination of cefcapene acid by LC-MS and their application to a pharmacokinetic study in healthy Chinese volunteers. J Pharm Anal. 2013 Apr;3(2):84-92. doi: 10.1016/j.jpha.2012.09.006. Epub 2012 Oct 7. PMID: 29403801; PMCID: PMC5760932. 4: Zalewski P, Cielecka-Piontek J, Garbacki P, Jelińska A, Karaźniewicz-Łada M. Stability-Indicating HPLC Method for the Determination of Cefcapene Pivoxil. Chromatographia. 2013 Apr;76(7-8):387-391. doi: 10.1007/s10337-012-2318-1. Epub 2012 Sep 18. PMID: 23555152; PMCID: PMC3612177. 5: Fujimoto M. Pharmacokinetics of cefcapene pivoxil and AS-924 in gastrectomized patients. Int J Antimicrob Agents. 2001 Nov;18(5):489-94. doi: 10.1016/s0924-8579(01)00446-0. PMID: 11711266. 6: Deguchi T, Shimomura Y, Hayashi R, Orime M, Tomiyama K, Abe R. Cross- reactivity of cephalosporins: allergic immediate hypersensitivity to ceftriaxone in a cefcapene pivoxil-sensitized patient. Eur J Dermatol. 2017 Apr 1;27(2):187-189. doi: 10.1684/ejd.2016.2938. PMID: 27934618. 7: Hanai S, Iwata M, Terasawa T. Relapsing Hypoglycemia Associated with Hypocarnitinemia Following Treatment with Cefcapene Pivoxil in an Elderly Man. Intern Med. 2019 Oct 1;58(19):2891-2894. doi: 10.2169/internalmedicine.2339-18. Epub 2019 Jun 27. PMID: 31243204; PMCID: PMC6815901. 8: Murakami M, Masuda K, Utsunomiya R, Oda F, Namba C, Sayama K. Cefcapene Pivoxil Hydrochloride Is a Potentially New Treatment for Palmoplantar Pustulosis with Pustulotic Arthro-Osteitis. Dermatology. 2015;231(4):304-11. doi: 10.1159/000439401. Epub 2015 Oct 7. PMID: 26440444. 9: Saito A, Hiraga Y, Watanabe A, Saito A, Shimada K, Kobayashi H, Odagiri S, Miki F, Soejima R, Oizumi K, Hara K, Nakashima M; Japanese Cefcapene Study Group. Comparative clinical study of cefcapene pivoxil and cefteram pivoxil in chronic respiratory tract infections by a double-blind method. J Int Med Res. 2004 Nov-Dec;32(6):590-607. doi: 10.1177/147323000403200604. PMID: 15587753. 10: Tanimura H, Uchiyama K, Onishi H, Akimoto S, Ochiai M, Kontani T, Kobayasi Y, Johata K, Hotta T, Sahara M, Masaki K, Noguchi K, Iwakura S. Study of the absorption of cefcapene pivoxil in patients with infectious disease and soft stool or diarrhea. J Infect Chemother. 2003 Mar;9(1):75-82. doi: 10.1007/s10156-002-0218-2. PMID: 12673412.