LEVOFENFLURAMINE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C12H16F3N.ClH
Molecular Weight	267.718
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of LEVOFENFLURAMINE HYDROCHLORIDE

Structure Search

SMILES

Cl.CCN[C@H](C)CC1=CC(=CC=C1)C(F)(F)F

InChI

InChIKey=ZXKXJHAOUFHNAS-SBSPUUFOSA-N

InChI=1S/C12H16F3N.ClH/c1-3-16-9(2)7-10-5-4-6-11(8-10)12(13,14)15;/h4-6,8-9,16H,3,7H2,1-2H3;1H/t9-;/m1./s1

HIDE SMILES / InChI

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

Molecular Formula	C12H16F3N
Molecular Weight	231.2573
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9824670 | https://www.ncbi.nlm.nih.gov/pubmed/2886127 | https://www.ncbi.nlm.nih.gov/pubmed/11224055

LEVOFENFLURAMINE is a levorotatory enantiomer of fenfluramine, a substituted amphetamine which was formerly used to treat obesity. LEVOFENFLURAMINE has dopamine-antagonistic properties and, at high doses, increases dopamine concentrations in rat striatal dialysates. It is essentially inactive to reduce food intake in human subjects.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine receptor 60 Target ID: CHEMBL2096905 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9824670 \| https://www.ncbi.nlm.nih.gov/pubmed/2886127 \| https://www.ncbi.nlm.nih.gov/pubmed/3485052	Antagonist 2849
serotonin secretion 8 Target ID: GO:0001820 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2598057 \| https://www.ncbi.nlm.nih.gov/pubmed/3485052	Activator 1447

PubMed

Title	Date	PubMed
Off-label promotion, on-target sales.	2008-10-28	18959472
Medicine as a corporate enterprise, patient welfare centered profession, or patient welfare centered professional enterprise?	2005-11	22679354
(+)-Fenfluramine and its major metabolite, (+)-norfenfluramine, are potent substrates for norepinephrine transporters.	2003-06	12649307
Effects of fenfluramine and phentermine (fen-phen) on dopamine and serotonin release in rat striatum: in vivo microdialysis study in conscious animals.	1998-11-30	9824670
The effects of D- and L-fenfluramine (and their interactions with D-amphetamine) on psychomotor function and mood.	1996-06	8803646
Differential effects of d-fenfluramine, l-fenfluramine and d-amphetamine on the microstructure of human eating behaviour.	1991-04	11224055
Neuroleptic-like effects of the l-isomer of fenfluramine on striatal dopamine release in freely moving rats.	1987-07-15	2886127

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:41:01 GMT 2025` Edited by `admin` on `Mon Mar 31 22:41:01 GMT 2025`
Record UNII	7B013935Z2
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(-)-FENFLURAMINE HYDROCHLORIDE

Preferred Name

English

LEVOFENFLURAMINE HYDROCHLORIDE

Common Name

English

BENZENEETHANAMINE, N-ETHYL-.ALPHA.-METHYL-3-(TRIFLUOROMETHYL)-, HYDROCHLORIDE, (.ALPHA.R)-

Systematic Name

English

FENFLURAMINE L-FORM HYDROCHLORIDE [MI]

Common Name

English

BENZENEETHANAMINE, N-ETHYL-.ALPHA.-METHYL-3-(TRIFLUOROMETHYL)-, HYDROCHLORIDE, (R)-

Systematic Name

English

L-FENFLURAMINE HYDROCHLORIDE

Common Name

English

PHENETHYLAMINE, N-ETHYL-.ALPHA.-METHYL-M-(TRIFLUOROMETHYL)-, HYDROCHLORIDE, (-)-

Systematic Name

English

FENFLURAMINE HYDROCHLORIDE, (-)-

Common Name

English

Classification Tree Code System Code

DEA NO.

1670