Introduction：Basic information about CAS 161715-21-5|tebipenem, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | tebipenem |
|---|
| CAS Number | 161715-21-5 | Molecular Weight | 383.486 |
|---|
| Density | 1.8±0.1 g/cm3 | Boiling Point | 624.5±65.0 °C at 760 mmHg |
|---|
| Molecular Formula | C16H21N3O4S2 | Melting Point | / |
|---|
| MSDS | / | Flash Point | 331.5±34.3 °C |
|---|
Names
| Name | (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-carboxylic acid |
|---|
| Synonym | More Synonyms |
|---|
tebipenem BiologicalActivity
| Description | Tebipenem is an orally available carbapenem antibiotic, shows broad-spectrum activity against Gram-positive and -negative bacteria, except for Pseudomonas aeruginosa. |
|---|
| Related Catalog | Signaling Pathways >>Anti-infection >>BacterialResearch Areas >>Infection |
|---|
| In Vitro | Tebipenem exhibits slow tight-binding inhibition at low micromolar concentrations versus the chromogenic substrate nitrocefin, and apparent Km and kcat values of 0.8 μM and 0.03 min-1, respectively[1]. Tebipenem shows potent activity against B. pseudomallei, with MIC50 and MIC90 values of both 2 mg/L[2]. Tebipenem shows good activity against S. pneumoniae, with the MIC range of ≤0.25 μg/mL in all of the S. pneumoniae isolates[3]. |
|---|
| References | [1]. Hazra S, et al. Tebipenem, a new carbapenem antibiotic, is a slow substrate that inhibits the β-lactamase from Mycobacterium tuberculosis. Biochemistry. 2014 Jun 10;53(22):3671-8. [2]. Seenama C, et al. In vitro activity of tebipenem against Burkholderia pseudomallei. Int J Antimicrob Agents. 2013 Oct;42(4):375. [3]. Li H, et al. In vitro antibacterial activities of two novel oral antibiotics, tebipenem and cefditoren, and other comparators against community-acquired respiratory tract infection-associated bacterial pathogens: A multicentre study in China. Int J Antimicrob Agents. 2014 Jan;43(1):92-3. |
|---|
Chemical & Physical Properties
| Density | 1.8±0.1 g/cm3 |
|---|
| Boiling Point | 624.5±65.0 °C at 760 mmHg |
|---|
| Molecular Formula | C16H21N3O4S2 |
|---|
| Molecular Weight | 383.486 |
|---|
| Flash Point | 331.5±34.3 °C |
|---|
| Exact Mass | 383.097351 |
|---|
| PSA | 144.04000 |
|---|
| LogP | -1.71 |
|---|
| Vapour Pressure | 0.0±4.1 mmHg at 25°C |
|---|
| Index of Refraction | 1.826 |
|---|
| InChIKey | GXXLUDOKHXEFBQ-YJFSRANCSA-N |
|---|
| SMILES | CC(O)C1C(=O)N2C(C(=O)O)=C(SC3CN(C4=NCCS4)C3)C(C)C12 |
|---|
| Storage condition | 2-8℃ |
|---|
Synonyms
| (1R,5S,6S)-6-(1(R)-Hydroxyethyl)-1-methyl-2-(1-(2-thiazolin-2-yl)azetidin-3-ylsulfanyl)-1-carba-2-penem-3-carboxylic acid |
| UNII-Q2TWQ1I31U |
| (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-carboxylic acid |
| tebipenem |
| 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-, (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-((1R)-1-hydroxyethyl)-4-methyl-7-oxo-,(4R,5S,6S) |
