FENBUTRAZATE

Details

Stereochemistry	MIXED
Molecular Formula	C23H29NO3
Molecular Weight	367.4813
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC(C(=O)OCCN1CCOC(C1C)C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=BAQKJENAVQLANS-UHFFFAOYSA-N

InChI=1S/C23H29NO3/c1-3-21(19-10-6-4-7-11-19)23(25)27-17-15-24-14-16-26-22(18(24)2)20-12-8-5-9-13-20/h4-13,18,21-22H,3,14-17H2,1-2H3

HIDE SMILES / InChI

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/18500382 | https://www.ncbi.nlm.nih.gov/pubmed/24849814

Fenbutrazate is a prodrug of phenmetrazine, a psychostimulant for the treatment of obesity. Fenbutrazate acts as an agonist of monoamine transportes upon conversion to the active metabolite. The drug is no longer marketed due to its addictive profile.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Monoamine transporters; Norepinephrine & dopamine 2 Target ID: CHEMBL2096990 Sources: http://www.ncbi.nlm.nih.gov/pubmed/18500382	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Obesity 203 Sources: http://www.ncbi.nlm.nih.gov/pubmed/13462610	Primary		Withdrawn	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Clinical trial of cafilon and ritalin in the treatment of obesity.	1957 Sep	13462610
Pharmacophore modeling, virtual screening, and in vitro testing reveal haloperidol, eprazinone, and fenbutrazate as neurokinin receptors ligands.	2014 Jun 23	24849814

Patents

Sample Use Guides

In Vivo Use Guide

The drug is available in the forn of tablets (20 mg).

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

FENBUTRAZATE

Official Name

English

PHENBUTRAZATE

Common Name

English

FENBUTRAZATE [MI]

Common Name

English

2-(3-METHYL-2-PHENYLMORPHOLINO)ETHYL 2-PHENYLBUTYRATE

Systematic Name

English

fenbutrazate [INN]

Common Name

English

Fenbutrazate [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29728