CAS 161715-24-8|Tebipenem Pivoxil

Introduction:Basic information about CAS 161715-24-8|Tebipenem Pivoxil, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTebipenem Pivoxil
CAS Number161715-24-8Molecular Weight497.628
Density1.5±0.1 g/cm3Boiling Point661.9±65.0 °C at 760 mmHg
Molecular FormulaC22H31N3O6S2Melting Point140-142℃
MSDS/Flash Point354.1±34.3 °C

Names

Name2,2-dimethylpropanoyloxymethyl (4R,5S,6S)-3-[1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
SynonymMore Synonyms

Tebipenem Pivoxil BiologicalActivity

DescriptionTebipenem Pivoxil is a novel oral carbapenem antibiotic.Target: AntibacterialTebipenem is a broad spectrum orally administered antibiotic, from the carbapenem subgroup of beta-lactam antibiotics. It was developed as a replacement drug to combat bacteria that had acquired antibiotic resistance to commonly used antibiotics. Tebipenem is formulated as the ester tebipenem pivoxil due to the better absorption and improved bioavailability of this form. It has performed well in clinical trials for ear infection and looks likely to be further developed in future [1-3].
Related CatalogSignaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection
References

[1]. El-Gamal, M.I. and C.H. Oh, Current status of carbapenem antibiotics. Curr Top Med Chem, 2010. 10(18): p. 1882-97.

[2]. Fujimoto, K., et al., Novel carbapenem antibiotics for parenteral and oral applications: in vitro and in vivo activities of 2-aryl carbapenems and their pharmacokinetics in laboratory animals. Antimicrob Agents Chemother, 2013. 57(2): p. 697-707.

[3]. Kato, K., et al., Intestinal absorption mechanism of tebipenem pivoxil, a novel oral carbapenem: involvement of human OATP family in apical membrane transport. Mol Pharm, 2010. 7(5): p. 1747-56.

Chemical & Physical Properties

Density1.5±0.1 g/cm3
Boiling Point661.9±65.0 °C at 760 mmHg
Melting Point140-142℃
Molecular FormulaC22H31N3O6S2
Molecular Weight497.628
Flash Point354.1±34.3 °C
Exact Mass497.165436
PSA159.34000
LogP-0.45
Vapour Pressure0.0±4.5 mmHg at 25°C
Index of Refraction1.688
InChIKeySNUDIPVBUUXCDG-QHSBEEBCSA-N
SMILESCC(O)C1C(=O)N2C(C(=O)OCOC(=O)C(C)(C)C)=C(SC3CN(C4=NCCS4)C3)C(C)C12

Safety Information

Hazard CodesXi

Synonyms

Orapenem
1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid, 3-[[1-(4,5-dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (4R,5S,6S)-
Tebipenem pivoxil [INN]
Orapenem (TN)
S2159_Selleck
tebipenem pivoxil
[(2,2-Dimethylpropanoyl)oxy]methyl (4R,5S,6S)-3-{[1-(4,5-dihydro-1,3-thiazol-2-yl)-3-azetidinyl]sulfanyl}-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
(4R,5R,6S)-3-[[1-(4,5-Dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid (2,2-dimethyl-1-oxopropoxy) methyl ester
Tebipenempivoxil
L-084
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