CAS 22161-81-5 Dexketoprofen (HCID 667550)

概要

Dexketoprofen is a monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, a cyclooxygenase 2 inhibitor and a cyclooxygenase 1 inhibitor. It is a member of benzophenones and a monocarboxylic acid. It is functionally related to a (S)-hydratropic acid.

名称と識別子

優先名称: Dexketoprofen
IUPAC: (2S)-2-(3-benzoylphenyl)propanoic acid
現地名: デクスケトプロフェン
英語名: (S)-(+)-Ketoprofen
分子式: C16H14O3
分子量: 254.28

名称と別名

DEXKETOPROFEN22161-81-5(S)-Ketoprofen(+)-KetoprofenArveles(+)-3-Benzoylhydratropic acidHydratropic acid, m-benzoyl-, (+)-Ketoprofen, (s)-(+)-(S)-m-Benzoylhydratropic aciddexketoprofeneDexketoprofeno(S)-3-Benzoyl-alpha-methylbenzeneacetic acid

名称をさらに表示

(S)-2-(3-ベンゾイルフェニル)プロパン酸(αS)-α-メチル-3-ベンゾイルベンゼン酢酸(S)-ケトプロフェンデクスケトプロフェン(S)-3-ベンゾイル-α-メチルベンゼン酢酸(2S)-2-(3-ベンゾイルフェニル)プロピオン酸(2S)-2-(3-ベンゾイルフェニル)プロパン酸(S)-α-メチル-3-ベンゾイルベンゼン酢酸(S)-2-(3-ベンゾイルフェニル)プロピオン酸(S)-(+)-ケトプロフェン(2S)-2-(3-Benzoylphenyl)propanoic acidKeralDexktoprofenDexketoprofeexketoprofenlevoketoprofenDexketoprofen API

6KD9E78X68CHEBI:76128DTXSID40905141Benzeneacetic acid, 3-benzoyl-alpha-methyl-, (S)-dexketoprofen sodiumdexketoprofenumRefChem:132392M01AE17

データベース識別子

CAS: 22161-81-5
PubChem CID: 667550
DTXSID: DTXSID40905141
ChEMBL: CHEMBL75435
ChEBI: CHEBI:76128
UNII: 6KD9E78X68
EC Number: 606-944-5
Nikkaji: J389.200J

物性

構造計算による物性

XLogP: 3.1
極性表面積: 54.4 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: 19
形式電荷: 0
複雑度: 331

物理化学的性質

融点: 75 · 75-78 °C(lit.)
沸点: 431.3 · 431.3±28.0 °C(Predicted)
比重(密度): 1.198 · 1.198±0.06 g/cm3(Predicted)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: 2 O; · insoluble in H2O; ≥10.6 mg/mL in DMSO; ≥20.55 mg/mL in EtOH
酸解離定数(Pka): 4.23 · 4.23±0.10(Predicted)
外見: 白い固体。
色: White to off-white
InChI: InChI=1/C16H14O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11H,1H3,(H,18,19)/t11-/s3
InChIKey: DKYWVDODHFEZIM-LBPXTSNRNA-N
SMILES: C1(=CC=CC([C@H](C)C(=O)O)=C1)C(=O)C1=CC=CC=C1 |&1:5,r|
CAS データベース: 22161 · 22161-81-5(CAS DataBase Reference)

化学的性質

化学的特性White Solid

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 2.4% (1 of 42) of reports.

Danger

H301 (97.6%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory InformationStatus: Active Update: 06-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/17708

Hazard Classes and CategoriesAcute Tox. 3 (97.6%)

毒性情報

Drug Induced Liver Injury · 4 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

DEXKETOPROFEN

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

安全データ

wgk: 3
rtecs: CY1572790
ridadr: UN 2811 6.1/PG 3
risk_code: 22-36/37/38-50/53-25
hazard_code: Xn,T
safety_code: 26-60-61-45
Hazard Classifications: Acute Tox. 3 OralAquatic Acute 1Eye Irrit. 2Skin Irrit. 2STOT SE 3
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

薬理情報

ATC Code · 4 件

M - Musculo-skeletal system

QM - Musculo-skeletal system

Protein BindingHighly protein bound.

PharmacodynamicsThis drug is an isomer of ketoprofen. Dexketoprofen a propionic acid derivative with analgesic, anti-inflammatory, and antipyretic properties.

Mechanism of ActionIt is a non-steroidal anti-inflammatory drug (NSAID) that reduces prostaglandin synthesis via inhibition of cyclooxygenase pathway (both COX-1 and COX-2) activity.

Biological Half-Life1.65 h

Metabolism/Metabolites · 1 件

Dexketoprofen is highly lipophilic, and is metabolized in the liver by glucuronidation. In one study, after oral administration of 25 mg of dexketoprofen to young healthy adults, Tmax was approximately 30 min for a Cmax of 3.7 ± 0.72 mg/l. Dexketoprofen trometamol is metabolized by the hepatic cytochrome P450 enzymes (CYP2C8 and CYP2C9). Dexketoprofen trometamol has a number of metabolites, with hydroxyl derivatives making up the greatest volume. In humans, hydroxylation plays a minor role. Dexketoprofen is primarily conjugated to an acyl-glucuronide

応用分野

使用Anti-inflammatory; analgesic

サプライヤー100 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]

北京华美互利生物化工010-56205725 · [email protected]

济南百隆化学有限公司[email protected] · [email protected]

武汉鹏垒生物科技有限公司15871464247 · [email protected]

广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]

補足説明 · 1 件

定義ChEBI: A monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea.