Tebipenem Pivoxil

Modify Date: 2024-01-02 15:24:43

Tebipenem Pivoxil Structure
Tebipenem Pivoxil structure
Common Name Tebipenem Pivoxil
CAS Number 161715-24-8 Molecular Weight 497.628
Density 1.5±0.1 g/cm3 Boiling Point 661.9±65.0 °C at 760 mmHg
Molecular Formula C22H31N3O6S2 Melting Point 140-142℃
MSDS N/A Flash Point 354.1±34.3 °C

 Use of Tebipenem Pivoxil


Tebipenem 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].

 Names

Name 2,2-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
Synonym More Synonyms

 Tebipenem Pivoxil Biological Activity

Description Tebipenem 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 Catalog
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

Density 1.5±0.1 g/cm3
Boiling Point 661.9±65.0 °C at 760 mmHg
Melting Point 140-142℃
Molecular Formula C22H31N3O6S2
Molecular Weight 497.628
Flash Point 354.1±34.3 °C
Exact Mass 497.165436
PSA 159.34000
LogP -0.45
Vapour Pressure 0.0±4.5 mmHg at 25°C
Index of Refraction 1.688

 Safety Information

Hazard Codes Xi

 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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