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Details

Stereochemistry RACEMIC
Molecular Formula C11H15NO
Molecular Weight 177.2429
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENMETRAZINE

SMILES

C[C@@H]1NCCO[C@H]1C2=CC=CC=C2

InChI

InChIKey=OOBHFESNSZDWIU-GXSJLCMTSA-N
InChI=1S/C11H15NO/c1-9-11(13-8-7-12-9)10-5-3-2-4-6-10/h2-6,9,11-12H,7-8H2,1H3/t9-,11+/m0/s1

HIDE SMILES / InChI

Molecular Formula C11H15NO
Molecular Weight 177.2429
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Phenmetrazine is an anti-obesity drug, which was discovered by Boehringer-Ingelheim in 1952 and approved by FDA under the name Preludin. Later on the drug was withdrawn from the market due to the reported cases of abuse. According to some studies, misuse of phenmetrazine turned many young addicts to crime. It is suggested that the drug exerts its effect by inhibiting the monoamine transport.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
7765.0 nM [EC50]
131.0 nM [EC50]
50.4 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
120 μg/L
75 mg single, oral
PHENMETRAZINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
8 h
75 mg single, oral
PHENMETRAZINE plasma
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
Maximum dose is 75 mg once daily.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
XA501VL3VR
Record Status Validated (UNII)
Record Version