Basic information
- CAS
87726-17-8- Standard SMILES
CC(=N)N1CC[C@H](SC2=C(C(=O)O)N3C(=O)[C@H]([C@@H](C)O)[C@H]3C2)C1- InChIKey
TYMABNNERDVXID-DLYFRVTGSA-N- Molecular formula
- C15H21N3O4S
- Average molar mass
- 339.4 g/mol
- Monoisotopic mass
- 339.12527733
Overview
Panipenem is an organic molecular entity.
Names & identifiers
- Preferred name
- Panipenem
- IUPAC
- (5R,6S)-3-[(3S)-1-ethanimidoylpyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
- English name
- Panipenem
- Molecular formula
- C15H21N3O4S
- Molecular weight
- 339.41
Names & synonyms
panipenem87726-17-8Carbapenem RS-533PanipenemumCS-533CS 533RS-533(5R,6S)-3-[(3S)-1-ethanimidoylpyrrolidin-3-yl]sulfanyl-6-[(1R)-1-hydroxyethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acidDTXSID20868982W9769W09JF(5R,6S)-3-((3S)-1-ethanimidoylpyrrolidin-3-yl)sulfanyl-6-((1R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acidRefChem:858484
Show more names
PAPMcs533Panipenancarbapenemrs-533FAROPENEM, 90.0%Panipenem USP/EP/BP(5r-(3(s*),5-alpha,6-alpha(r*)))-inoethyl)-3-pyrrolidinyl)thio)-7-oxo6-(1-hydroxyethyl)-2-(1-acetimidoylpyrrolidin-3-ylthio)-1-carbaren-2-em-3-ca
DTXCID508208716-(1-hydroxyethyl)-2-(1--acetimidoylpyrrolidin-3-ylthio)-1-carbapen-2-em-3-carboxylic acid1-Azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid, 6-(1-hydroxyethyl)-3-((1-(1-iminoethyl)-3-pyrrolidinyl)thio)-7-oxo-, (5R-(3(S*),5alpha,6alpha(R*)))-(5R,6S)-6-((1R)-1-Hydroxyethyl)-3-((3S)-1-(1-iminoethyl)pyrrolidin-3-ylsulfanyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acid841-739-6(5R,6S)-6-((R)-1-Hydroxyethyl)-3-(((S)-1-(1-iminoethyl)pyrrolidin-3-yl)thio)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid(+)-(5R,6S)-3-(((S)-1-acetimidoyl-3-pyrrolidinyl)thio)-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo(3.2.0)hept-2-ene-2-carboxylic acidPanipenem [INN:JAN]
Properties
Computed structural properties
- XLogP
- 0
- Topological polar surface area
- 130 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 5
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 606
Experimental & physicochemical properties
DrugsPharmaceuticals -> Antibiotics
Physicochemical properties
- Melting point
- 198 · 198-200° (dec)
- Boiling point
- 555.5 · 555.5±60.0 °C(Predicted)
- Density
- 1.62 · 1.62±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Amber Vial, Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Slightly), Methanol (Very Slightly), Water (Slightly)
- pka
- 4.3 · 4.30±0.40(Predicted)
- form
- Solid
- color
- White to Off-White
- Stability
- Hygroscopic, Light Sensitive
- CAS DataBase Reference
- 87726 · 87726-17-8(CAS DataBase Reference)
- FDA UNII
- 9769 W09JF · W9769W09JF
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- Toxicity
- Approx LD50 in male, female mice (mg/kg): 1700-2200, 1300-1700 i.v. (Kimura)
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
UsesPanipenem is a broad spectrum carbapenem antibacterial and antimicrobial agent working against Gram-negative and Gram-positive organisms.
Suppliers37 total
北京华美互利生物化工010-56205725 · [email protected]
山东海舟生物工程有限公司130-0567-0367 13006570367 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
上海晶抗生物工程有限公司021-54721350 13524668266 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
湖北魏氏化学试剂股份有限公司027-59102966 18717199209 · [email protected]
Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]
陕西缔都医药化工有限公司+86-29-87569262 +86-15003564040 · [email protected]
南京百鑫德诺生物科技有限公司025-58849295 · [email protected]
陕西缔都医药化工有限公司029-81024372 17792795018 · [email protected]
上海谱科生物技术有限公司021-64705760 18027310741 · [email protected]
Related reactions
1 records
Compound notes
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