モサプリド
Mosapride
基本情報
- CAS
112885-41-3- 標準SMILES
CCOc1cc(N)c(Cl)cc1C(=O)NCC1CN(Cc2ccc(F)cc2)CCO1- InChIKey
YPELFRMCRYSPKZ-UHFFFAOYSA-N- 分子式
- C21H25ClFN3O3
- 平均分子量
- 421.9 g/mol
- 単同位体質量
- 421.15684756
概要
Mosapride is a racemate comprising equimolar amounts of (R)- and (S)-mosapride. It is a gastroprokinetic agent which acts on 5-hydroxytryptamine type 4 (5-HT4) receptors in the gastrointestinal plexus, consequently increasing the release of acetylcholine and hence enhancing gastrointestinal motility and gastric emptying. It has a role as a serotonergic agonist and a gastrointestinal drug. It contains a (R)-mosapride and a (S)-mosapride.
名称と識別子
- 優先名称
- Mosapride
- IUPAC
- 4-amino-5-chloro-2-ethoxy-N-[[4-[(4-fluorophenyl)methyl]morpholin-2-yl]methyl]benzamide
- 現地名
- モサプリド
- 英語名
- Mosapride
- 分子式
- C21H25ClFN3O3
- 分子量
- 421.89
名称と別名
Mosapride112885-41-34-amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamideMosart4-amino-5-chloro-2-ethoxy-N-[[4-[(4-fluorophenyl)methyl]morpholin-2-yl]methyl]benzamidemosapridaI8MFJ1C0BY4-amino-5-chloro-2-ethoxy-N-({4-[(4-fluorophenyl)methyl]morpholin-2-yl}methyl)benzamideDTXSID2048408CHEBI:94373CHEBI:167204mosapridum
名称をさらに表示
4-アミノ-5-クロロ-2-エトキシ-N-[[4-(4-フルオロベンジル)モルホリン-2-イル]メチル]ベンズアミドN-[4-(4-フルオロベンジル)-2-モルホリニルメチル]-3-クロロ-4-アミノ-6-エトキシベンズアミド4-アミノ-5-クロロ-2-エトキシ-N-[[4-(4-フルオロベンジル)-2-モルホリニル]メチル]ベンズアミド4-アミノ-5-クロロ-2-エトキシ-N-((4-(4-フルオロベンジル)-2-モルホリニル)メチル)ベンズアミドモサプリド4-アミノ-5-クロロ-2-エトキシ-N-({4-[(4-フルオロフェニル)メチル]モルホリン-2-イル}メチル)ベンズアミドモサプリド標準品MozaMosapidTAK-370Mosid-MTMoxabiliMosapride referenceMosapride USP/EP/BPMosapride, 10 mM in DMSO((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide/mosapride
物性
構造計算による物性
- XLogP
- 2.8
- 極性表面積
- 76.8 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 6
- 回転可能結合数
- 7
- 重原子数
- 29
- 形式電荷
- 0
- 複雑度
- 521
実験および物理化学的性質
DrugsPharmaceuticals -> Alimentary tract and metabolism -> Drugs for acid related disorders
Collision Cross Section195.8 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID7046207]
物理化学的性質
- 融点
- 151 · 151-153°C
- 沸点
- 549.2 · 549.2±50.0 °C(Predicted)
- 比重(密度)
- 1.272 · 1.272±0.06 g/cm3(Predicted)
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- DMSO（微量）、メタノール（微量）
- 外見
- 個体
- 酸解離定数(Pka)
- 13.52 · 13.52±0.46(Predicted)
- 色
- ホワイトからオフホワイト
- CAS データベース
- 112885 · 112885-41-3(CAS DataBase Reference)
化学的性質
化学的特性White to Off-White Crystalline Solid
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Mosapride
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
化学と産業
薬理情報
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological Classification
Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion.
Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.
応用分野
用途セロトニン5-HT受容体作動薬消化管運動調整
説明Mosapride citrate, a new gastroprokinetic benzamide was introduced in Japan as Gasmotin for the relief of gastrointestinal symptoms in patients with chronic gastritis, gastro-oesophageal reflux, dyspepsia and post-surgery use. Mosapride is synthesized by final amidation between the corresponding benzoic acid, itself obtained in 3 steps from methyl 4-acetamido salicylate, and the appropriate 2-aminomethyl-morpholine. Mosapride is a 5-HT4 partial agonist without notable activity for D2, 5-HT1 , 5-HT2, alpha-1 and alpha-2 receptors. In dogs, mosapride was as potent as cisapride to stimulate antral and duodenal motility. In most of species including man, mosapride undergoes extensive cleavage to a N-debenzylated metabolite which retains partial 5-HT4 activity but has potent 5-HT3 antagonist activity.
使用A selective 5-HT4 receptor agonist. Gastroprokinetic.
上流・下流製品情報
上流原料
関連反応
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