MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 575509 | Name: Cefcapene pivoxil

Description:

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

Cefcapene pivoxil is a third-generation cephalosporin that may be useful in the treatment of Palmoplantar Pustulosis with Pustulotic Arthro-Osteitis.

Chemical Structure

Cefcapene pivoxil
Cefcapene pivoxil
CAS#105889-45-0 (free base)

Theoretical Analysis

MedKoo Cat#: 575509

Name: Cefcapene pivoxil

CAS#: 105889-45-0 (free base)

Chemical Formula: C23H29N5O8S2

Exact Mass: 567.1458

Molecular Weight: 567.63

Elemental Analysis: C, 48.67; H, 5.15; N, 12.34; O, 22.55; S, 11.30

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
105889-45-0 (free base) 147816-24-8 (HCl)
Synonym
Cefcapene Pivoxil; cefcapene-pivoxil; Flomox
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 3-(((aminocarbonyl)oxy)methyl)-7-(((2Z)-2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl)amino)-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6R,7R)-
InChi Key
WVPAABNYMHNFJG-QDVBXLKVSA-N
InChi Code
InChI=1S/C23H29N5O8S2/c1-5-6-12(13-9-38-21(24)26-13)16(29)27-14-17(30)28-15(11(7-34-22(25)33)8-37-18(14)28)19(31)35-10-36-20(32)23(2,3)4/h6,9,14,18H,5,7-8,10H2,1-4H3,(H2,24,26)(H2,25,33)(H,27,29)/b12-6-/t14-,18-/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)OCOC(C(C)(C)C)=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
>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

Preparing Stock Solutions

The following data is based on the product molecular weight 567.63 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: Iwata E, Tachibana A, Kusumoto J, Takata N, Hasegawa T, Akashi M. Does prophylactic antibiotic administration for tooth extraction affect PT-INR in patients taking warfarin? BMC Oral Health. 2020 Nov 19;20(1):331. doi: 10.1186/s12903-020-01326-w. PMID: 33213431; PMCID: PMC7678308. 2: Sakaida T, Tanimoto I, Matsubara A, Nakamura M, Morita A. Unique skin manifestations of COVID-19: Is drug eruption specific to COVID-19? J Dermatol Sci. 2020 Jul;99(1):62-64. doi: 10.1016/j.jdermsci.2020.05.002. Epub 2020 May 16. PMID: 32425356; PMCID: PMC7229941. 3: 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. 4: Tatebe Y, Koyama T, Mikami N, Kitamura Y, Sendo T, Hinotsu S. Hypoglycemia associated with pivalate-conjugated antibiotics in young children: A retrospective study using a medical and pharmacy claims database in Japan. J Infect Chemother. 2020 Jan;26(1):86-91. doi: 10.1016/j.jiac.2019.07.013. Epub 2019 Aug 7. PMID: 31401031. 5: 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. 6: Taniwaki M, Katsutani S, Yamasaki M, Kawamoto K, Funaishi K, Matsumoto Y, Matsumoto N, Ohashi N, Hattori N. Acquired factor V inhibitor after antibiotic treatment in a patient with pneumonia: a case report. Ann Hematol. 2019 Aug;98(8):1989-1990. doi: 10.1007/s00277-019-03638-6. Epub 2019 Feb 12. PMID: 30747247. 7: Irie S, Anno T, Kawasaki F, Shigemoto R, Kaneto H, Kaku K, Okimoto N. Acute exacerbation of chronic osteomyelitis triggered by aggravation of type 2 diabetes mellitus: a case report. J Med Case Rep. 2019 Jan 7;13(1):7. doi: 10.1186/s13256-018-1954-y. PMID: 30621795; PMCID: PMC6323657. 8: Sone Y, Namiki T, Tokoro S, Miura K, Yokozeki H. A case of neutrophilic dermatoses including pyoderma gangrenosum as a continuous disease spectrum to SAPHO syndrome. Clin Exp Dermatol. 2018 Oct;43(7):829-831. doi: 10.1111/ced.13620. Epub 2018 May 13. PMID: 29756300. 9: Iwata K, Fukuchi T, Hirai M, Yoshimura K, Kanatani Y. Prevalence of inappropriate antibiotic prescriptions after the great east Japan earthquake, 2011. Medicine (Baltimore). 2017 Apr;96(15):e6625. doi: 10.1097/MD.0000000000006625. PMID: 28403114; PMCID: PMC5403111. 10: 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. 11: Kondo M, Akachi S, Yamazoe N, Yamanaka K, Mizutani H. Case with cellulitis, lymphangitis and subcutaneous nodule suspected due to Rickettsia japonica carrying tick bite. J Dermatol. 2017 Oct;44(10):1182-1183. doi: 10.1111/1346-8138.13666. Epub 2016 Oct 27. PMID: 27786374. 12: Kawakami Y, Katayama T, Kishida M, Oda W, Inoue Y. A Case of Streptobacillus moniliformis Infection with Cutaneous Leukocytoclastic Vasculitis. Acta Med Okayama. 2016 Oct;70(5):377-381. doi: 10.18926/AMO/54596. PMID: 27777430. 13: 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. 14: Maeda A, Ishiguro N, Kawashima M. The pathogenetic role of rod-shaped bacteria containing intracellular granules in the vellus hairs of a patient with perioral dermatitis: A comparison with perioral corticosteroid-induced rosacea. Australas J Dermatol. 2016 Aug;57(3):225-8. doi: 10.1111/ajd.12344. Epub 2015 Apr 20. PMID: 25894304. 15: Nasu T, Suzuki M, Uetake K, Kubota M. Newborn hypocarnitinemia due to long- term transplacental pivalic acid passage. Pediatr Int. 2014 Oct;56(5):772-4. doi: 10.1111/ped.12305. PMID: 25335995. 16: Iketani Y, Hata Y, Yamamoto N, Oguri T. [Case of the abscess type cutaneous nocardiosis]. Med Mycol J. 2014;55(1):J19-23. Japanese. doi: 10.3314/mmj.55.j19. PMID: 24682099. 17: Yamazato S, Nakai N, Katoh N. Positive skin prick test to cefcapene pivoxil hydrochloride hydrate: a case report. Allergol Int. 2013 Jun;62(2):263-4. doi: 10.2332/allergolint.12-LE-0524. Epub 2013 Apr 25. PMID: 23612491. 18: 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. 19: 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. 20: Sakamoto N, Nakamura-Uchiyama F, Kobayashi K, Takasaki T, Ogasawara Y, Ando S, Iwabuchi S, Ohnishi K. Severe murine typhus with shock and acute respiratory failure in a Japanese traveler after returning from Thailand. J Travel Med. 2013 Jan-Feb;20(1):50-3. doi: 10.1111/j.1708-8305.2012.00678.x. Epub 2012 Nov 30. PMID: 23279232.

View History

Cefdinir monohydrate

Cefdinir monohydrate