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147816-24-8

Basic Information
CAS No.: 147816-24-8
Name: Cefcapene pivoxil hydrochloride
Article Data: 8
Molecular Structure:
Molecular Structure of 147816-24-8 (Cefcapene pivoxil hydrochloride)
Formula: C23H32ClN5O9S2
Molecular Weight: 203.669
Synonyms: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,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, monohydrochloride, monohydrate,(6R,7R)- (9CI);Cefcapene pivoxil hydrochloride hydrate;Cefcapene pivoxil HCl;
EINECS: 1592732-453-0
Density: 1.47 g/cm3
Melting Point: 158-164 °C
Boiling Point: 888.4 °C at 760 mmHg
Flash Point: 491.1 °C
Appearance: off-white solid
PSA: 256.01000
LogP: 3.70600
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Chemistry

Molecular Structure of Cefcapene pivoxil hydrochloride (CAS NO.147816-24-8):

IUPAC Name: 2,2-dimethylpropanoyloxymethyl (6R,7R)-7-[[(E)-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 hydrate hydrochloride 
Molecular Formula:C23H29N5O8S2.HCl.H2O
Molecular Weight:622.11
ACD/LogP: 1.10
of Rule of 5 Violations: 3
ACD/LogD (pH 5.5): 1.02
ACD/LogD (pH 7.4): 1.1
ACD/BCF (pH 5.5): 3.39
ACD/BCF (pH 7.4): 4.02
ACD/KOC (pH 5.5): 79.41
ACD/KOC (pH 7.4): 94.22
H bond acceptors: 13
H bond donors: 5
Freely Rotating Bonds: 13
Polar Surface Area: 192.43Å2
Flash Point: 491.1 °C
Enthalpy of Vaporization: 129.15 kJ/mol
Boiling Point: 888.4 °C at 760 mmHg
Vapour Pressure: 3.51E-32 mmHg at 25°C
Appearance: Off-White Solid
Product Categories: Chiral Reagents; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds
Synonyms: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid,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, monohydrochloride, monohydrate,(6R,7R)- (9CI) ; 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, monohydrochloride, monohydrate, [6R-[6a,7b(Z)]]- ; Cefcapene pivoxil hydrochloride hydrate
Smiles
N12C([C@H]([C@H]1SCC(COC(=O)N)=C2C(=O)OCOC(C(C)(C)C)=O)NC(\C(=C\CC)c1nc(sc1)N)=O)=O.ClO

Uses

 Cefcapene pivoxil hydrochloride (CAS NO.147816-24-8) is used as antibacterial.It is orally absorbed cephalosporin.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD oral > 2gm/kg (2000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 24, Pg. 186, 1993.
rat LD intravenous > 1gm/kg (1000mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 39, Pg. 2605, 1997.
rat LD oral > 5gm/kg (5000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 24, Pg. 183, 1993.

Specification

 Cefcapene pivoxil hydrochloride (CAS NO.147816-24-8) is an oral 3rd-generation cephalosporin with a wide spectrum of activity. It has been in use since 1997 only in Japan. As well as gastrointestinal symptoms, it has been reported to the manufacturer as causing rashes. There are 5 b-lactams  that have a pivaloyloxymethyl base as a side chain, e.g., pivmecillinam, cefteram pivoxil, cefetamet pivoxil, cefditoren pivoxil and cefcapene pivoxil hydrochloride .