アラキドニル-2-クロロエチルアミド

Arachidonyl-2-chloroethylamide

HCID 5311006

基本情報

CAS: 220556-69-4
標準SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCCl
InChIKey: SCJNCDSAIRBRIA-DOFZRALJSA-N
分子式: C22H36ClNO
平均分子量: 366 g/mol
単同位体質量: 365.24854245

概要

Arachidonyl-2'-chloroethylamide is a fatty amide obtained by the formal condensation of arachidonic acid with 2-chloroethanamine. It is a potent agonist of the CB1 receptor (Ki = 1.4 nM) and also has a low affinity for the CB2 receptor (Ki = 3100 nM). It has a role as a CB2 receptor agonist, a CB1 receptor agonist and a neuroprotective agent. It is a secondary carboxamide, a fatty amide, an organochlorine compound and a synthetic cannabinoid. It is functionally related to an arachidonic acid.

名称と識別子

優先名称: Arachidonyl-2-chloroethylamide
IUPAC: (5Z,8Z,11Z,14Z)-N-(2-chloroethyl)icosa-5,8,11,14-tetraenamide
現地名: アラキドニル-2-クロロエチルアミド
英語名: ACEA
分子式: C22H36ClNO
分子量: 365.98

名称と別名

arachidonyl-2-chloroethylamideArachidonyl-2'-chloroethylamide(5Z,8Z,11Z,14Z)-N-(2-chloroethyl)icosa-5,8,11,14-tetraenamideACEA cpdCHEBI:191854N-(2-chloroethyl)-5,8,11,14-eicosatetraenamideRefChem:113680acea220556-69-4CHEMBL151167MFCD02683581ACEA; 2'-chloro-AEA

名称をさらに表示

アラキドニル-2-クロロエチルアミドアラキドニル-2′-クロロエチルアミド水和物(5Z,8Z,11Z,14Z)-N-(2-クロロエチル)-5,8,11,14-イコサテトラエナミド(5Z,8Z,11Z,14Z)-N-(2-クロロエチル)イコサ-5,8,11,14-テトラエンアミド(5Z,8Z,11Z,14Z)-N-(2-クロロエチル)-5,8,11,14-イコサテトラエンアミド2'-CHLORO-AEAACEA (ethanol solution)Terfenadine Impurity 23Arachidonoyl 2'-ChloroethylamideACEA, 5mg/ml solution in ethanolEicosapentaenoic Acid Impurity 51ARACHIDONYL-2'-CHLOROETHYLAMIDE HYDRATE

N-(2-chloroethyl)icosa-5,8,11,14-tetraenamideC22H36ClNOArachidonoyl-2-chloroethylamideN-(2-Chloroethyl)-5Z,8Z,11Z,14Z-eicosatetraenamideGTPL738orb1692278SCHEMBL1517676DTXSID60274346

データベース識別子

CAS: 220556-69-4
PubChem CID: 5311006
DTXSID: DTXSID60274346
ChEMBL: CHEMBL151167
ChEBI: CHEBI:191854
Nikkaji: J1.087.037B

物性

構造計算による物性

XLogP: 6.6
極性表面積: 29.1 Å²
水素結合供与体数: 1
水素結合受容体数: 1
回転可能結合数: 16
重原子数: 25
形式電荷: 0
複雑度: 410

物理化学的性質

貯蔵温度: 20 °C · −20°C
溶解性: DMSO：可溶
外見: 油
色: ペールイエロー
InChIKey: SCJNCDSAIRBRIA-DOFZRALJSA-N
SMILES: C(NCCCl)(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC

安全と法規制

安全データ

wgk: 3

化学と産業

応用分野 · 2 件

説明Arachidonoyl 2-chloroethylamide (ACEA) is a potent and selective cannabinoid (CB) receptor 1 agonist with Ki values of 1.4 and >2,000 nM for CB1 and CB2 receptors, respectively. In whole animal experiments, ACEA induces hypothermia in mice with the same efficacy as arachidonoyl ethanolamide (AEA; ), in spite of its higher affinity for the CB1 receptor. These data have been interpreted to indicate that ACEA may be a substrate for fatty acid amide hydrolase (FAAH), and thus only transiently available in whole animal experiments.

使用A synthetic agonist of the cannabinoid receptor 1 (CB1R). ACEA is considered to be a selective cannabinoid agonist as it binds primarily to the CB1R and has low affinity to the cannabinoid receptor 2 (CB2R).

サプライヤー31 社

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]

江苏南创化学与生命健康研究院有限公司15720605021

武汉易泰科技有限公司上海分公司18930552037 · [email protected]

星基医药（上海）有限公司15705593425

United Life Science020-82099279 18988941402 · [email protected]

化合物ノート

読み込み中…