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Tebipenem Pivoxil

Names

[ CAS No. ]:
161715-24-8

[ Name ]:
Tebipenem Pivoxil

[Synonym ]:
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

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]:

Signaling Pathways >> Anti-infection >> Bacterial
Research 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.


[Related Small Molecules]

Puromycin 2HCl | Geneticin | Tunicamycin | Hygromycin B | Salinomycin | Avibactam sodium | Neomycin sulfate | Vaborbactam | Methicillin SodiuM | Rifampicin | Metronidazole | Carbenicillin disodium | Ceftazidime | Eravacycline dihydrochloride | cefotaxime sodium

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

Related Compounds