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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H17NO
Molecular Weight 191.2695
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENDIMETRAZINE

SMILES

C[C@H]1[C@@H](OCCN1C)C2=CC=CC=C2

InChI

InChIKey=MFOCDFTXLCYLKU-CMPLNLGQSA-N
InChI=1S/C12H17NO/c1-10-12(14-9-8-13(10)2)11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3/t10-,12+/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H17NO
Molecular Weight 191.2695
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

Phendimetrazine is an appetite suppressant that is FDA approved for the treatment of exogenous obesity. It is clinically available anorectic agent, which display minimal interactions with monoamine transporters in vitro. On the other hand, their medications is known to be psychomotor stimulants when administered in vivo as indicated by their shared properties with illicit drugs like cocaine. The following adverse reactions are described, or described in greater detail, in other sections: Primary pulmonary hypertension; Valvular heart disease; Effect on the ability to engage in potentially hazardous tasks; Withdrawal effects following prolonged high dosage administration. Use of phendimetrazine tartrate is contraindicated during or within 14 days following the administration of monoamine oxidase inhibitors because of the risk of hypertensive crisis.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.56 µM [EC50]
8.3 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PHENDIMETRAZINE TARTRATE

Cmax

ValueDoseCo-administeredAnalytePopulation
70 ng/mL
35 mg single, oral
PHENDIMETRAZINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
2 h
35 mg single, oral
PHENDIMETRAZINE plasma
Homo sapiens
3.7 h
PHENDIMETRAZINE unknown
Homo sapiens

Doses

AEs

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
One extended-release capsule (105 mg phendimetrazine tartrate) in the morning (30 to 60 minutes before morning meal).
Route of Administration: Oral
In Vitro Use Guide
Racemic phendimetrazine was essentially inactive at [3H]dopamine, [3H]norepinephrine, and [3H]5-HT uptake inhibition and release. The most potent effect of phendimetrazine was inhibition of [3H]norepinephrine uptake, with an IC50 of 8300 nM.
Substance Class Chemical
Record UNII
AB2794W8KV
Record Status Validated (UNII)
Record Version