CAS 33369-31-2 Zomepirac (HCID 5733)

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Grundinformationen

CAS: 33369-31-2
Standard-SMILES: Cc1cc(CC(=O)O)n(C)c1C(=O)c1ccc(Cl)cc1
InChIKey: ZXVNMYWKKDOREA-UHFFFAOYSA-N
Summenformel: C15H14ClNO3
Durchschnittliche Molmasse: 291,73 g/mol
Monoisotopische Masse: 291,06622099

Überblick

Zomepirac is a monocarboxylic acid, a member of pyrroles, an aromatic ketone and a member of monochlorobenzenes. It has a role as a non-steroidal anti-inflammatory drug and a cardiovascular drug. It is functionally related to an acetic acid.

Namen und Bezeichner

Bevorzugter Name: Zomepirac
IUPAC: 2-[5-(4-chlorobenzoyl)-1,4-dimethylpyrrol-2-yl]acetic acid
Lokaler Name: Zomepirac
Englischer Name: zomepirac
Summenformel: C15H14ClNO3
Molmasse: 291.73

Namen und Synonyme

zomepirac33369-31-25-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetic acidZomepiracumZomepiraco[5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl]acetic acid822G987U9JDTXSID9023754CHEBI:35859(5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl)acetic acidRefChem:905377DTXCID803754

Weitere Namen anzeigen

Zomepirac free acidZXVNMYWKKDOREA-UHFFFAOYSA-N1H-Pyrrole-2-acetic acid, 5-(4-chlorobenzoyl)-1,4-dimethyl-2-(5-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrol-2-yl)acetic acid

M01AB045-(4-chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetate dihydrate251-474-22-[5-(4-chlorobenzoyl)-1,4-dimethylpyrrol-2-yl]acetic acidCHEMBL194901H-Pyrrole-2-aceticacid, 5-(4-chlorobenzoyl)-1,4-dimethyl-Zomepiracum [INN-Latin]1,4-Dimethyl-5-p-chlorobenzoylpyrrole-2-acetic acid

Datenbank-Bezeichner

CAS: 33369-31-2、64092-49-5
PubChem CID

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,8
Polarare Oberfläche (TPSA): 59,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 3
Frei drehbare Bindungen: 4
Schwere Atome: 20
Formalladung: 0
Komplexität: 379

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15

Human DrugsPharmaceuticals

Collision Cross Section170.44 Å² [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physikochemische Eigenschaften

Schmelzpunkt: 178 · 178-179°
Siedepunkt: 470.8 · 470.8±45.0 °C(Predicted)
Dichte: 1.28 · 1.28±0.1 g/cm3(Predicted)
Löslichkeit: Methanol (Sparingly), Water (Slightly)
pka: 4.57 · pKa 4.57(H2O-EtOH (1:1 v/v)) (Uncertain)
Aggregatzustand: Solid
Farbe: Off-White to Yellow
Stabilität: Hygroscopic

Sicherheit und Regulatorisches

Gefahrenhinweise

Other Safety InformationIMAP assessments - 1H-Pyrrole-2-acetic acid, 5-(4-chlorobenzoyl)-1,4-dimethyl-: Environment tier I assessment

Toxikologische Informationen

Drug Induced Liver Injury · 4 Einträge

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

zomepirac

DILI Negative

DOI:10.1016/j.drudis.2019.09.022

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

M - Musculo-skeletal system

QM - Musculo-skeletal system

Metabolism/MetabolitesZomepirac has known human metabolites that include Zomepirac O-glucuronide.

MeSH Pharmacological Classification · 1 Eintrag

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.