FENBUTRAZATE HYDROCHLORIDE

Details

Stereochemistry	MIXED
Molecular Formula	C23H29NO3.ClH
Molecular Weight	403.942
Optical Activity	UNSPECIFIED
Defined Stereocenters	0 / 3
E/Z Centers	0
Charge	0
Stereo Comments	Assumed mixed

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=QYNMGTGFHCYFIE-UHFFFAOYSA-N

InChI=1S/C23H29NO3.ClH/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;1H

HIDE SMILES / InChI

Molecular Formula	C23H29NO3
Molecular Weight	367.4813
Charge	0
Count

Stereochemistry	MIXED
Additional Stereochemistry	No
Defined Stereocenters	0 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

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

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Obesity 203 Sources: http://www.ncbi.nlm.nih.gov/pubmed/13462610	Primary		Withdrawn	Unknown Approved Use Unknown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

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:24:18 UTC 2023` Edited by `admin` on `Fri Dec 15 17:24:18 UTC 2023`
Record UNII	8G5106B4AP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FENBUTRAZATE HYDROCHLORIDE

Common Name

English

Fenbutrazate hydrochloride [WHO-DD]

Common Name

English

R-381

Code

English

FENBUTRAZATE HYDROCHLORIDE [MI]

Common Name

English

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

Systematic Name

English

PHENBUTRAZATE HYDROCHLORIDE

Common Name

English

FENBUTRAZATE HYDROCHLORIDE [MART.]

Common Name

English

FENBUTRAZATE HCL

Common Name

English

BENZENEACETIC ACID, .ALPHA.-ETHYL-, 2-(3-METHYL-2-PHENYL-4-MORPHOLINYL)ETHYL ESTER, HYDROCHLORIDE (1:1)

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID10983370