基本情報
- CAS
81110-73-8- 標準SMILES
CC(=O)SCC(Cc1ccccc1)C(=O)NCC(=O)OCc1ccccc1- InChIKey
ODUOJXZPIYUATO-UHFFFAOYSA-N- 分子式
- C21H23NO4S
- 平均分子量
- 385.5 g/mol
- 単同位体質量
- 385.13477939
概要
2-[[2-[(acetylthio)methyl]-1-oxo-3-phenylpropyl]amino]acetic acid (phenylmethyl) ester is a N-acyl-amino acid.
名称と識別子
- 優先名称
- Racecadotril
- IUPAC
- benzyl 2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetate
- 現地名
- ラセカドトリル
- 英語名
- Racecadotril
- 分子式
- C21H23NO4S
- 分子量
- 385.48
名称と別名
Racecadotril81110-73-8AcetorphanHidrasecTiorfanTiorfixracecadotriloNSC-75982876K53XP4TObenzyl 2-[[2-(acetylsulfanylmethyl)-3-phenylpropanoyl]amino]acetateGlycine, N-(2-((acetylthio)methyl)-1-oxo-3-phenylpropyl)-, phenylmethyl ester, (+-)-DTXSID8045513
名称をさらに表示
rac-N-[(R*)-2-[(アセチルチオ)メチル]-1-オキソ-3-フェニルプロピル]グリシンベンジルアセトルファンラセカドトリルN-[3-(アセチルチオ)-2-ベンジルプロピオニル]グリシンベンジルN-[2-(アセチルチオメチル)-1-オキソ-3-フェニルプロピル]グリシンベンジルアセトルファン7カドトリル2-[[2-ベンジル-3-(アセチルチオ)プロピオニル]アミノ]酢酸ベンジルレドチルゼドットベンジル 2-{2-[(アセチルスルファニル)メチル]-3-フェニルプロパンアミド}アセタートZedottRedotilCadotrilRacecadoRACECADORTRILRacemic CardoRacecadotril>
racecadotrilumbenzyl 2-((2-(acetylsulfanylmethyl)-3-phenylpropanoyl)amino)acetateRefChem:178501A07XA04DTXCID00209955N-(3-acetylmercapto-2-benzylpropanoyl)glycine benzyl esterbenzyl 2-(2-((acetylsulfanyl)methyl)-3-phenylpropanamido)acetateBenzyl 2-(3-(acetylthio)-2-benzylpropanamido)acetate
物性
構造計算による物性
- XLogP
- 3.3
- 極性表面積
- 97.8 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 5
- 回転可能結合数
- 11
- 重原子数
- 27
- 形式電荷
- 0
- 複雑度
- 485
実験および物理化学的性質
DrugsPharmaceuticals
Human DrugsBreast Feeding; Lactation; Milk, Human; Antidiarrheals
物理化学的性質
- 融点
- 89 °C · 89°C
- 沸点
- 574.5 · 574.5±50.0 °C(Predicted)
- 比重(密度)
- 1.206 · 1.206
- 貯蔵温度
- Keep in dark place,Sealed in dry,Room Temperature
- 溶解性
- 44 mg/mL以上 · DMSO：44mg/mL以上
- 酸解離定数(Pka)
- 13.63 · 13.63±0.46(Predicted)
- 外見
- 粉
- 色
- 白から黄褐色
- Merck
- 14 · 14,8090
- InChI
- InChI=1S/C21H23NO4S/c1-16(23)27-15-19(12-17-8-4-2-5-9-17)21(25)22-13-20(24)26-14-18-10-6-3-7-11-18/h2-11,19H,12-15H2,1H3,(H,22,25)
- InChIKey
- ODUOJXZPIYUATO-UHFFFAOYSA-N
- SMILES
- C(OCC1=CC=CC=C1)(=O)CNC(=O)C(CSC(C)=O)CC1=CC=CC=C1
- CAS データベース
- 81110 · 81110-73-8(CAS DataBase Reference)
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。
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 2.3% (1 of 43) of reports.
Warning
H302 (93%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (93%)
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
Acetorphan
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
安全データ
- wgk
- 3
- rtecs
- MB7606872
- ridadr
- UN 3077 9 / PGIII
- hs_code
- 29309090
- risk_code
- 22-50/53
- hazard_code
- Xn,N
- safety_code
- 60-61
- Hazard Classifications
- Acute Tox. 4 OralAquatic Acute 1
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological Classification
Miscellaneous agents found useful in the symptomatic treatment of diarrhea. They have no effect on the agent(s) that cause diarrhea, but merely alleviate the condition.
Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).
用途と製造
UsesUse (kg; approx.) in Germany (2009): >100
応用分野
説明Racecadotril, also known as acetorphan, is a kind of antidiarrheal drug acting as a peripherally acting enkephalinase inhibitor. It belongs to the group of gastrointestinal drugs and is also a lipophilic derivative of Thiorphan. Racecadotril is a dipeptide in which there is a single amide bond. It has an antisecretory effect, reducing the secretion of water and electrolytes into the intestine. Racecadotril is a pro-drug that is metabolized in vivo into the active compound, thiorphan. Thiorphan exerts its inhibitory effect on enkephalinase, reducing the amount of secreted water produced by the intestines. In this case, the body loses less fluid, and the symptoms of diarrhea can be alleviated.
使用Racecadotril is an enkephalinase inhibitor that prevents the degradation of endogenous opioids. It demonstrates antidiarrheal activity by reducing hypersecretion of water and electrolytes into the intestinal lumen. It is an effective and safe treatment for acute diarrhea in adults and children.
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