1,4-ジメチル-5-(4-クロロベンゾイル)-1H-ピロール-2-酢酸

Zomepirac

HCID 5733

基本情報

CAS: 33369-31-2
標準SMILES: Cc1cc(CC(=O)O)n(C)c1C(=O)c1ccc(Cl)cc1
InChIKey: ZXVNMYWKKDOREA-UHFFFAOYSA-N
分子式: C15H14ClNO3
平均分子量: 291.73 g/mol
単同位体質量: 291.06622099

概要

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.

名称と識別子

優先名称: Zomepirac
IUPAC: 2-[5-(4-chlorobenzoyl)-1,4-dimethylpyrrol-2-yl]acetic acid
現地名: 1,4-ジメチル-5-(4-クロロベンゾイル)-1H-ピロール-2-酢酸
英語名: zomepirac
分子式: C15H14ClNO3
分子量: 291.73

名称と別名

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

名称をさらに表示

1,4-ジメチル-5-(4-クロロベンゾイル)-1H-ピロール-2-酢酸ゾメピラックゾメピラク5-(4-クロロベンゾイル)-1,4-ジメチル-1H-ピロール-2-酢酸2-[5-(4-クロロベンゾイル)-1,4-ジメチル-1H-ピロール-2-イル]酢酸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

データベース識別子

CAS: 33369-31-2、64092-49-5
PubChem CID: 5733
DTXSID: DTXSID9023754
ChEMBL: CHEMBL19490
ChEBI: CHEBI:35859
UNII: 822G987U9J
EC Number: 251-474-2
Nikkaji: J21.385C

物性

構造計算による物性

XLogP: 2.8
極性表面積: 59.3 Å²
水素結合供与体数: 1
水素結合受容体数: 3
回転可能結合数: 4
重原子数: 20
形式電荷: 0
複雑度: 379

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Human DrugsPharmaceuticals

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

物理化学的性質

融点: 178 · 178-179°
沸点: 470.8 · 470.8±45.0 °C(Predicted)
比重(密度): 1.28 · 1.28±0.1 g/cm3(Predicted)
溶解性: Methanol (Sparingly), Water (Slightly)
酸解離定数(Pka): 4.57 · pKa 4.57(H2O-EtOH (1:1 v/v)) (Uncertain)
外見: Solid
色: Off-White to Yellow
安定性: Hygroscopic

安全と法規制

危険有害性情報

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

毒性情報

Drug Induced Liver Injury · 4 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

zomepirac

DILI Negative

DOI:10.1016/j.drudis.2019.09.022

化学と産業

薬理情報

ATC Code · 2 件

M - Musculo-skeletal system

QM - Musculo-skeletal system

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

MeSH Pharmacological Classification · 1 件

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.