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Tebipenem pivoxil

Tebipenem pivoxil structure

CAS No:
161715-24-8
Formula:
C22H31N3O6S2
Chemical Name:
Tebipenem pivoxil
Synonyms:
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)-;1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid,3-[[1-(4,5-dihydro-2-thiazolyl)-3-azetidinyl]thio]-6-(1-hydroxyethyl)-4-methyl-7-oxo-,(2,2-dimethyl-1-oxopropoxy)methyl ester,[4R-[4α,5β,6β(R*)]]-;Tebipenem pivoxil;L 084;Orapenem;SPR 994
Categories:
Active Pharmaceutical Ingredients > Antibiotics

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

Tebipenem pivoxil is a member of carbapenems and a pivaloyloxymethyl ester.|Tebipenem Pivoxil is an orally available pivaloyloxymethyl ester prodrug of tebipenem, a broad-spectrum 1-beta-methylcarbapenem antibiotic with a 1-(1,3-thiazolin-2-yl) azetidin-3-ylthio group at the C-2 position. After oral administration of tebipenem pivoxil, the ester bond is cleaved, releasing active tebipenem.

Tebipenem pivoxil Basic Attributes

Molecular Weight：

496.63998

Exact Mass：

497.63

EC Number：

1308068-626-2

UNII：

95AK1A52I8

DSSTox ID：

DTXSID00167228

NCI Thesaurus Code：

C76566

ATC Code：

J - Antiinfectives for systemic use

Characteristics

PSA：

159

XLogP3：

2.3

Density：

1.5±0.1 g/cm3

Melting Point：

140-142 °C @ Solvent: Ethyl acetate

Boiling Point：

661.9°C at 760 mmHg

Flash Point：

354.1±34.3 °C

Refractive Index：

1.688

Vapor Pressure：

0mmHg at 25°C

Drug Information

MeSH Entry Terms：

L 084

Tebipenem pivoxil Use and Manufacturing

Tebipenem pivoxil(L-084) is a novel oral carbapenem antibiotic with an IC50 of 100 μg/ml for human CYP isoforms. In mouse, rat, dog and monkey, TBPM-PI were absorbed quickly, and the bioavailability was (71.4, 59.1, 34.8 and 44.9%, respectively. There was

Computed Properties

Molecular Weight:497.6
XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:10
Exact Mass:497.16542806
Monoisotopic Mass:497.16542806
Topological Polar Surface Area:159
Heavy Atom Count:33
Complexity:908
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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