NUFENOXOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C25H29N3O
Molecular Weight	387.5173
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=NN=C(O1)C(CCN2CC3CCC2CC3)(C4=CC=CC=C4)C5=CC=CC=C5

InChI

InChIKey=CVOCKGAVXLCEGM-UHFFFAOYSA-N

InChI=1S/C25H29N3O/c1-19-26-27-24(29-19)25(21-8-4-2-5-9-21,22-10-6-3-7-11-22)16-17-28-18-20-12-14-23(28)15-13-20/h2-11,20,23H,12-18H2,1H3

HIDE SMILES / InChI

Molecular Formula	C25H29N3O
Molecular Weight	387.5173
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2082596 | https://www.ncbi.nlm.nih.gov/pubmed/2578119

Nufenoxole is an orally active antidiarrhoeal agent which binds to opioid receptors in the brain and myenteric plexus of the intestine. Nufenoxole is well absorbed in rat, monkey and human after oral administration. Systemic availability of nufenoxole was 85% in monkey and 102% in man. The elimination rate was much faster in rat (t1/2 of 1.8 h) and monkey (t1/2 of 4.9 h) compared with human (t1/2 of 35.8 h). Nufenoxole possesses potent antisecretory properties, which are mediated via opioid receptors and may contribute to its antidiarrhoeal action in man.

Approval Year

PubMed

Title	Date	PubMed
Antidiarrheal and central nervous system activities of SC-27166 (2-[3 - 5 - methyl - 1, 3, 4 - oxadiazol - 2 - yl) - 3, 3 - diphenylpropyl] - 2 - azabicyclo [2.2.2]octane), a new antidiarrheal agent, resulting from binding to opiate receptor sites of brain and myenteric plexus.	1977 Dec	200732
Dependence liability of two antidiarrheals, nufenoxole and loperamide.	1980 May	7371363
Nufenoxole, a new antidiarrhoeal agent, inhibits fluid secretion in the human jejunum.	1985 Jan	2578119

Sample Use Guides

In Vivo Use Guide

Ten subjects received 10 mg nufenoxole every 12 hr for 10 days

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:35:47 GMT 2023` Edited by `admin` on `Fri Dec 15 17:35:47 GMT 2023`
Record UNII	39ER7N857V
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NUFENOXOLE

Official Name

English

2-AZABICYCLO(2.2.2)OCTANE, 2-(3-(5-METHYL-1,3,4-OXADIAZOL-2-YL)-3,3-DIPHENYLPROPYL)-

Systematic Name

English

nufenoxole [INN]

Common Name

English

NUFENOXOLE [USAN]

Common Name

English

SC-27166

Code

English

2-[3-(5-Methyl-1,3,4-oxadiazol-2-yl)-3,3-diphenylpropyl]-2-azabicyclo[2.2.2]octane

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C266