基本情報
- CAS
28782-42-5- 標準SMILES
N#CC(CCN1CCC(C(=O)O)(c2ccccc2)CC1)(c1ccccc1)c1ccccc1- InChIKey
UFIVBRCCIRTJTN-UHFFFAOYSA-N- 分子式
- C28H28N2O2
- 平均分子量
- 424.5 g/mol
- 単同位体質量
- 424.21507814
概要
Difenoxin is a piperidinemonocarboxylic acid that is 4-phenylpiperidine-4-carboxylic acid in which the hydrogen attached to the nitrogen atom is substituted by a 3-cyano-3,3-diphenylpropyl group. It has a role as an antidiarrhoeal drug. It is a nitrile, a piperidinemonocarboxylic acid and a tertiary amine.
名称と識別子
- 優先名称
- Difenoxin
- IUPAC
- 1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acid
名称と別名
DifenoxinDiphenoxylic acidDifenoxineDifenoxinaDifenoxinum28782-42-5diphenoxilic acid1-(3-Cyano-3,3-diphenylpropyl)-4-phenylisonipecotic acid1-(3-cyano-3,3-diphenylpropyl)-4-phenylpiperidine-4-carboxylic acidMCN-JR-15,403-11Acscn-91683ZZ5BJ9F2Q
名称をさらに表示
McN-JR 15,403-11IDS-ND-007R-15403 FREE BASE4-Piperidinecarboxylic acid, 1-(3-cyano-3,3-diphenylpropyl)-4-phenyl-R 15,403 FREE BASEMcN-JR 15403-11CHEBI:4534DTXSID0022931
データベース識別子
- CAS
28782-42-5- PubChem CID
- 34328
- DTXSID
DTXSID0022931- ChEMBL
CHEMBL1201321- ChEBI
CHEBI:4534- UNII
- 3ZZ5BJ9F2Q
- Nikkaji
- J21.376D
物性
構造計算による物性
- XLogP
- 2.7
- 極性表面積
- 64.3 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 4
- 回転可能結合数
- 7
- 重原子数
- 32
- 形式電荷
- 0
- 複雑度
- 636
実験および物理化学的性質
Drugs
DEA NFLIS-Drug Category -> Narcotics
DEA Schedule I Controlled Substance -> Opiates
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
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。
危険有害性情報
Regulatory InformationDEA schedule I controlled substance
化学と産業
薬理情報
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
Pharmacodynamics
Difenoxin acts as a potent antidiarrheal by slowing the movement of the intestines. It also crosses the blood brain barrier to a slight degree to exert weak sedative and analgesic effects. Adverse reactions thus include dizziness, drowsiness, lightheadedness and headache, in addition to gastrointestal side effects such as nausea, vomiting, dry mouth and epigastric distress. [Lexicomp, 2013]
Mechanism of Action
Difenoxin acts as an antidiarrheal by activating peripheral opioid receptors in the small intestine and thereby inhibiting peristalsis. However, research has suggested that non-opioid receptor pathways exist. This would explain the potent antidiarrheal effects of difenoxin despite only limited opioid action [1].
Biological Half-LifeThe elimination half life was calculated to be 7.24 hours. The appearance half life was calculated to be 0.82h. [3]
Metabolism/MetabolitesMetabolism occurs by hydroxylation to form an inactive metabolite. [Lexicomp, 2013]
FDA Pharmacological Classification
3ZZ5BJ9F2Q
DIFENOXIN
Established Pharmacologic Class [EPC] - Antidiarrheal
Difenoxin is an Antidiarrheal.
Absorption, Distribution and Excretion
A high percentage of Motofen(R) is absorbed, and absorption occurs rapidly. Peak plasma concentrations are achieved within 40-60 minutes. [Lexicomp, 2013]
Both the drug and its metabolites are excreted, mainly as conjugates, in urine and feces. [Lexicomp, 2012]
関連反応
8 件
化合物ノート
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