Basic information
- CAS
161715-24-8- Standard SMILES
C[C@@H](O)[C@H]1C(=O)N2C(C(=O)OCOC(=O)C(C)(C)C)=C(SC3CN(C4=NCCS4)C3)[C@H](C)[C@H]12- InChIKey
SNUDIPVBUUXCDG-QHSBEEBCSA-N- Molecular formula
- C22H31N3O6S2
- Average molar mass
- 497.6 g/mol
- Monoisotopic mass
- 497.16542806
Overview
Tebipenem pivoxil is a pivaloyloxymethyl ester and a member of carbapenems.
Names & identifiers
- Preferred name
- Tebipenem Pivoxil
- IUPAC
- 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
- English name
- Tebipenem pivoxil
- Molecular formula
- C22H31N3O6S2
- Molecular weight
- 497.63
Names & synonyms
Tebipenem pivoxil161715-24-8OrapenemTBPM-PIL-084ME1211ME-1211Tebipenem pivoxiloLJC 11,084LJC-1108495AK1A52I82,2-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
Show more names
TBM-PISPR-994TebipeneM pivoxiTaibipeinan esterTebipenem Pivoxil-d4Tebipenem pivoxil(L-084)
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-carboxylatetebipenemum pivoxilumRefChem:932630DTXCID6089719J01DH06DTXSID00167228MFCD172153691-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)-
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 159 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 10
- Heavy atoms
- 33
- Formal charge
- 0
- Complexity
- 908
Experimental & physicochemical properties
LogP2.1
Physicochemical properties
- Melting point
- 140 · 140-142℃
- Boiling point
- 661.9 · 661.9±65.0 °C(Predicted)
- Density
- 1.5 · 1.50
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 14.36 · 14.36±0.20(Predicted)
- form
- Solid
- color
- White
- InChIKey
- SNUDIPVBUUXCDG-QHSBEEBCSA-N
- SMILES
- N12[C@@]([H])([C@@H]([C@H](O)C)C1=O)[C@@H](C)C(SC1CN(C3=NCCS3)C1)=C2C(OCOC(=O)C(C)(C)C)=O
- FDA UNII
- 95 AK1A52I8 · 95AK1A52I8
- ATC code
- 1 DH06 · J01DH06
- UNSPSC Code
- 12352200 · 12352200
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Pharmacology
ATC Code
J - Antiinfectives for systemic use
QJ - Antiinfectives for systemic use
Applications
UsesTebipenem Pivoxil is an oral carbapenem antibiotic. Tebipenem Pivoxil is absorbed and metabolized into Tebipenem, its active metabolite which showed excellent bactericidal activity against β-lactamase-nonproducing, ampicillin-resistant isolates.
UsesTebipenem 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
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
Shandong chuangyingchemical Co., Ltd.18853181302 · [email protected]
济南百隆化学有限公司[email protected] · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
上海波以尔化工有限公司
Related reactions
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Compound notes
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