Cefcapene pivoxil
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| Category | Antibiotics |
| Catalog number | BBF-00716 |
| CAS | 105889-45-0 |
| Molecular Weight | 567.64 |
| Molecular Formula | C23H29N5O8S2 |
| Purity | 95% |
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Description
It is produced by the strain of Semisynthetic third generation oral cephalosporin. Cefcapene Pivoxil is a t-pentanoxy methyl ester of Cefcapene, a precursor drug, which is rapidly hydrolyzed into the active drug in vivo to perform antibacterial function.
Specification
| Related CAS | 147816-23-7 (hydrochloride) 147816-24-8 (hydrochloride monohydrate) |
| Synonyms | 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-penten-1-yl]amino]-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (6R,7R)-; 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)-; 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[[(aminocarbonyl)oxy]methyl]-7-[[2-(2-amino-4-thiazolyl)-1-oxo-2-pentenyl]amino]-8-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, [6R-[6α,7β(Z)]]-; Cefcamate pivoxil; Flumax; S 1108; (Pivaloyloxy)methyl (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-carboxylate |
| Storage | Store at -20°C |
| IUPAC Name | 2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(Z)-2-(2-amino-1,3-thiazol-4-yl)pent-2-enoyl]amino]-3-(carbamoyloxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate |
| Canonical SMILES | CCC=C(C1=CSC(=N1)N)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)OCOC(=O)C(C)(C)C |
| InChI | 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 |
| InChI Key | WVPAABNYMHNFJG-QDVBXLKVSA-N |
Properties
| Appearance | Crystalline Powder |
| Boiling Point | 888.4±65.0°C at 760 mmHg |
| Melting Point | 158-164°C |
| Density | 1.47±0.1 g/cm3 |
| Solubility | Soluble in DMSO, Water (warm) |
Reference Reading
1.A case of wound dual infection with Pasteurella dagmatis and Pasteurella canis resulting from a dog bite -- limitations of Vitek-2 system in exact identification of Pasteurella species.
Akahane T1, Nagata M, Matsumoto T, Murayama T, Isaka A, Kameda T, Fujita M, Oana K, Kawakami Y. Eur J Med Res. 2011 Dec 2;16(12):531-6.
BACKGROUND: Pasteurella species, widely known as indigenous organisms in the oral and gastrointestinal floras of many wild and domestic animals, are important pathogens in both animals and humans. Human infections due to Pasteurella species are in most cases associated with infected injuries following animal bites. We encountered a rare case of dual infections caused by different two Pasteurella species occurred in a previously healthy 25-year-old female sustaining injury by a dog-bite.
2.Severe murine typhus with shock and acute respiratory failure in a Japanese traveler after returning from Thailand.
Sakamoto N1, Nakamura-Uchiyama F, Kobayashi K, Takasaki T, Ogasawara Y, Ando S, Iwabuchi S, Ohnishi K. J Travel Med. 2013 Jan-Feb;20(1):50-3. doi: 10.1111/j.1708-8305.2012.00678.x. Epub 2012 Nov 30.
We treated a case of severe murine typhus in a Japanese traveler after returning from Thailand. Although the disease is typically self-limited or mild, the patient showed shock and multiple organ failure including acute respiratory distress syndrome. Then the patient fully recovered following intensive care and administration of antirickettsial medicines.
3.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.
Maeda A1, Ishiguro N, Kawashima M. Australas J Dermatol. 2015 Apr 20. doi: 10.1111/ajd.12344. [Epub ahead of print]
The cause of perioral dermatitis is still unknown. We previously reported that rod-shaped bacteria (RB) containing intracellular granules were detected in cases of perioral dermatitis at a high incidence. The aim of this study was to study further the role of RB in perioral dermatitis. Altogether 10 patients with perioral dermatitis and eight patients with perioral corticosteroid-induced rosacea, who were referred to our department from 2009 to 2014, were examined for the presence of RB, using the tape-stripping toluidine blue method. RB were detected on the surfaces of the roots of vellus hairs from lesions in nine of the 10 patients with perioral dermatitis. In contrast, RB were not detected in any of the eight patients with perioral corticosteroid-induced rosacea. No RB were found in the perioral areas of other types of facial dermatitis, including atopic dermatitis and seboerrheic dermatitis or in 16 healthy controls. We treated four of the patients with perioral dermatitis with minocycline hydrochloride and five with cefcapene pivoxil hydrochloride hydrate.
4.Three cases of perioral dermatitis related to fusobacteria treated with β-lactam antibiotics.
Ishiguro N1, Maeda A, Suzuki K, Yamana Y, Fukuya Y, Kawashima M. J Dermatolog Treat. 2014 Dec;25(6):507-9. doi: 10.3109/09546634.2012.757284. Epub 2013 Feb 24.
BACKGROUND: The oral tetracyclines, especially minocycline hydrochloride, are often used as an effective treatment for perioral dermatitis; however, they are sometimes difficult to use, especially in children, because of the side effects.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
