U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C10H15N.ClH
Molecular Weight 185.694
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENTERMINE HYDROCHLORIDE

SMILES

Cl.CC(C)(N)CC1=CC=CC=C1

InChI

InChIKey=NCAIGTHBQTXTLR-UHFFFAOYSA-N
InChI=1S/C10H15N.ClH/c1-10(2,11)8-9-6-4-3-5-7-9;/h3-7H,8,11H2,1-2H3;1H

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 C10H15N
Molecular Weight 149.2328
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: Description was created based on several sources, including https://www.drugs.com/dosage/phentermine.html

Phentermine is an amphetamine that stimulates neurons to release or maintain high levels of a particular group of neurotransmitters known as catecholamines; these include dopamine and norepinephrine. High levels of these catecholamines tend to suppress hunger signals and appetite. The drug seems to inhibit reuptake of noradrenaline, dopamine, and seratonin through inhibition or reversal of the reuptake transporters. It may also inhibit MAO enzymes leaving more neurotransmitter available at the synapse. Phentermine (through catecholamine elevation) may also indirectly affect leptin levels in the brain. It is theorized that phentermine can raise levels of leptin which signal satiety. It is also theorized that increased levels of the catecholamines are partially responsible for halting another chemical messenger known as neuropeptide Y. This peptide initiates eating, decreases energy expenditure, and increases fat storage. Phentermine is indicated in the management of exogenous obesity as a short term (a few weeks) adjunct in a regimen of weight reduction based on caloric restriction. Phentermine hydrochloride is a sympathomimetic amine with pharmacologic activity similar to the prototype drugs of this class used in obesity, the amphetamines. Actions include central nervous system stimulation and elevation of blood pressure. Tachyphylaxis and tolerance have been demonstrated with all drugs of this class in which these phenomena have been looked for.

CNS Activity

Originator

Approval Year

1959
143
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
 0.31 µM [EC50]
Inhibitor
8504
 498.0 µM [Ki]
Inhibitor
8504
 375.0 µM [Ki]
Inhibitor
8504
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8583
ADIPEX-P

Approved Use

ADIPEX-P® is a sympathomimetic amine anorectic indicated as a short-term adjunct (a few weeks) in a regimen of weight reduction based on exercise, behavioral modification and caloric restriction in the management of exogenous obesity for patients with an initial body mass index ≥ 30 kg/m2, or ≥ 27 kg/m2 in the presence of other risk factors

Launch Date

1958
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
44.78 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/25668796
7.5 mg single, oral
dose: 7.5 mg
route of administration: Oral
experiment type: SINGLE
co-administered: TOPIRAMATE
TOPIRAMATE
 PHENTERMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
49.1 ng/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000ClinPharmR.pdf
15 mg single, oral
dose: 15 mg
route of administration: Oral
experiment type: SINGLE
co-administered: TOPIRAMATE
TOPIRAMATE
 PHENTERMINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
2057.33 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/25668796
7.5 mg single, oral
dose: 7.5 mg
route of administration: Oral
experiment type: SINGLE
co-administered: TOPIRAMATE
TOPIRAMATE
 PHENTERMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
2000 ng × h/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000ClinPharmR.pdf
15 mg single, oral
dose: 15 mg
route of administration: Oral
experiment type: SINGLE
co-administered: TOPIRAMATE
TOPIRAMATE
 PHENTERMINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
20.63 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/25668796
7.5 mg single, oral
dose: 7.5 mg
route of administration: Oral
experiment type: SINGLE
co-administered: TOPIRAMATE
TOPIRAMATE
 PHENTERMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
20 h
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000ClinPharmR.pdf
15 mg single, oral
dose: 15 mg
route of administration: Oral
experiment type: SINGLE
co-administered: TOPIRAMATE
TOPIRAMATE
 PHENTERMINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
82.5%
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000ClinPharmR.pdf
15 mg single, oral
dose: 15 mg
route of administration: Oral
experiment type: SINGLE
co-administered: TOPIRAMATE
TOPIRAMATE
 PHENTERMINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Other AEs: Abdominal pain, Dizziness...
Other AEs:
Abdominal pain (6%)
Dizziness (6%)
Early satiety (6%)
Intermittent headache (6%)
Nausea (6%)
Swollen lips (6%)
Upper respiratory infection (6%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Other AEs: Anorexia, Back pain...
Other AEs:
Anorexia (6%)
Back pain (6%)
Chapped lips (6%)
Dry skin (6%)
Dyspepsia (6%)
Early satiety (6%)
Irregular pulse (6%)
Nausea (6%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
390 mg 1 times / day single, oral
Studied dose
Dose: 390 mg, 1 times / day
Route: oral
Route: single
Dose: 390 mg, 1 times / day
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
healthy, mean age 30 years
Health Status: healthy
Age Group: mean age 30 years
Sex: M+F
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
Other AEs: Tachycardia, Hypertension...
Other AEs:
Tachycardia
Hypertension
Visual disorders NEC
Nausea
Insomnia
Anxiety
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Disc. AE: Amnesia, Judgement impaired...
Other AEs: Disorder sleep, Depression...
AEs leading to
discontinuation/dose reduction:
Amnesia (0.3%)
Judgement impaired (0.3%)
Memory impairment (0.3%)
Paraesthesia (0.3%)
Depression (1%)
Anxiety (0.3%)
Vision blurred (0.3%)
Eye pain (0.3%)
Abdominal pain (0.3%)
Tuberculosis skin test positive (0.3%)
Nephrolithiasis (0.3%)
Other AEs:
Disorder sleep (12.9%)
Depression (8.1%)
Anxiety (9.5%)
Cardiac arrhythmia (4.1%)
Ischemic heart disease (1%)
Disturbance in attention (3.1%)
Memory impairment (2%)
Cognitive disorders (1.4%)
Language disorder (0.3%)
Ocular disorders NEC (4.1%)
Dyskinesias and movement disorders NEC (1.4%)
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
AEs

AEs

AESignificanceDosePopulation
Abdominal pain 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Dizziness 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Early satiety 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Intermittent headache 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Nausea 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Swollen lips 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Upper respiratory infection 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Anorexia 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Back pain 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Chapped lips 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Dry skin 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Dyspepsia 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Early satiety 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Irregular pulse 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Nausea 6%
37.5 mg 1 times / day single, oral
Recommended
Dose: 37.5 mg, 1 times / day
Route: oral
Route: single
Dose: 37.5 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
healthy, 18 - 45 years old
Health Status: healthy
Age Group: 18 - 45 years old
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/202088Orig2s000MedR.pdf
Anxiety
390 mg 1 times / day single, oral
Studied dose
Dose: 390 mg, 1 times / day
Route: oral
Route: single
Dose: 390 mg, 1 times / day
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
healthy, mean age 30 years
Health Status: healthy
Age Group: mean age 30 years
Sex: M+F
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
Hypertension
390 mg 1 times / day single, oral
Studied dose
Dose: 390 mg, 1 times / day
Route: oral
Route: single
Dose: 390 mg, 1 times / day
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
healthy, mean age 30 years
Health Status: healthy
Age Group: mean age 30 years
Sex: M+F
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
Insomnia
390 mg 1 times / day single, oral
Studied dose
Dose: 390 mg, 1 times / day
Route: oral
Route: single
Dose: 390 mg, 1 times / day
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
healthy, mean age 30 years
Health Status: healthy
Age Group: mean age 30 years
Sex: M+F
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
Nausea
390 mg 1 times / day single, oral
Studied dose
Dose: 390 mg, 1 times / day
Route: oral
Route: single
Dose: 390 mg, 1 times / day
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
healthy, mean age 30 years
Health Status: healthy
Age Group: mean age 30 years
Sex: M+F
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
Tachycardia
390 mg 1 times / day single, oral
Studied dose
Dose: 390 mg, 1 times / day
Route: oral
Route: single
Dose: 390 mg, 1 times / day
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
healthy, mean age 30 years
Health Status: healthy
Age Group: mean age 30 years
Sex: M+F
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
Visual disorders NEC
390 mg 1 times / day single, oral
Studied dose
Dose: 390 mg, 1 times / day
Route: oral
Route: single
Dose: 390 mg, 1 times / day
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
healthy, mean age 30 years
Health Status: healthy
Age Group: mean age 30 years
Sex: M+F
Sources:
https://www.koreascience.or.kr/article/JAKO201429638663634.pdf
Language disorder 0.3%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Abdominal pain 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Amnesia 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Anxiety 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Eye pain 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Judgement impaired 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Memory impairment 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Nephrolithiasis 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Paraesthesia 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Tuberculosis skin test positive 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Vision blurred 0.3%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Ischemic heart disease 1%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Depression 1%
Disc. AE
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Cognitive disorders 1.4%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Dyskinesias and movement disorders NEC 1.4%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Disorder sleep 12.9%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Memory impairment 2%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Disturbance in attention 3.1%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Cardiac arrhythmia 4.1%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Ocular disorders NEC 4.1%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Depression 8.1%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Anxiety 9.5%
15 mg 1 times / day multiple, oral
Recommended
Dose: 15 mg, 1 times / day
Route: oral
Route: multiple
Dose: 15 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
unhealthy, mean age 51.9 years
Health Status: unhealthy
Age Group: mean age 51.9 years
Sex: M+F
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/nda/2012/022580Orig1s000MedR.pdf
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG
inhibitor
2252

substrate
1946
inhibitor
2438
inhibitor
2507

OverviewOther

Other InhibitorOther SubstrateOther Inducer
CYP1A2
2153

CYP2E1
1060
CYP
74
Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
CYP
150
 no
CYP1A2
2333
 no
CYP2C9
2497
 no
CYP2D6
2546
 no
CYP2E1
1146
 no
CYP3A4
2633
 no
Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
CYP3A4
1946
 major
weak (co-administration study)
Comment: In the presence of topiramate, phentermine Cmax and AUC0-inf increased 13 and 42%, respectively
Page: 39,38
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:8080
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:8080
eMolecules
1846375
https://www.emolecules.com/cgi-bin/more?vid=1846375
ZINC
ZINC000008403947
http://zinc15.docking.org/substances/ZINC000008403947
PubMed

PubMed

TitleDatePubMed
Aortic and mitral fenfluramine-phentermine valvulopathy in 64 patients treated with anorectic agents.
2001 Dec
Fatal 4-MTA intoxication: development of a liquid chromatographic-tandem mass spectrometric assay for multiple matrices.
2001 Nov-Dec
Herbal therapy for management of obesity: observations from a clinical endocrinology practice.
2001 Nov-Dec
Drug treatment of obesity.
2001 Oct
Pharmacotherapy of obesity: currently marketed and upcoming agents.
2002
Anorexigen-induced pulmonary hypertension and the serotonin (5-HT) hypothesis: lessons for the future in pathogenesis.
2002
Fen-Phen-noumenon: A mass tort litigation and settlement about to come and go.
2002 Aug
Appetite suppressants and valvular heart disease - a systematic review.
2002 Aug 23
Effect of fenfluramine-derivative diet pills on cardiac valves: a meta-analysis of observational studies.
2002 Dec
Pharmacological management of obesity.
2002 Dec
Morphology of anorexigen-associated valve disease by transthoracic and transesophageal echocardiography.
2002 Dec 1
Autopsy findings of heart and lungs in a patient with primary pulmonary hypertension associated with use of fenfluramine and phentermine.
2002 Feb
[Syncope - a systematic overview of classification, pathogenesis, diagnosis and management].
2002 Feb
Inhibition of cocaine self-administration by fluoxetine or D-fenfluramine combined with phentermine.
2002 Jan-Feb
Reversal of Phen-Fen associated valvular regurgitation documented by serial echocardiography.
2002 Jun
Appetite suppressants and valvular heart disease in a population-based sample: the HyperGEN study.
2002 Jun 15
Effects on serotonin in rat hypothalamus of D-fenfluramine, aminorex, phentermine and fluoxetine.
2002 Jun 7
Phentermine inhibition of recombinant human liver monoamine oxidases A and B.
2002 Mar 1
Cocaine withdrawal severity and urine toxicology results from treatment entry predict outcome in medication trials for cocaine dependence.
2002 Mar-Apr
I have tried everything I can think of to lose weight on my own and am now thinking of using weight-loss medications. Are they safe?
2002 May
Prevalence of drug use in commercial tractor-trailer drivers.
2002 May
Diet medications and valvular heart disease: the current evidence.
2002 May-Jun
Enantiomeric separation of methamphetamine and related analogs by capillary zone electrophoresis: intelligence study in routine methamphetamine seizures.
2002 Nov
Appetite suppressants and valvular heart disease.
2002 Sep
Pharmacokinetic evaluation of the possible interaction between selected concomitant medications and orlistat at steady state in healthy subjects.
2002 Sep
Quantitative analysis of human heart valves: does anorexigen exposure produce a distinctive morphological lesion?
2002 Sep-Oct
Effects of preexposure to dexfenfluramine, phentermine, dexfenfluramine-phentermine, or fluoxetine on sibutramine-induced hypophagia in the adult rat.
2003 Apr
Anorexigen-induced cardiac valvulopathy and female gender.
2003 Apr
Noradrenergic modulation of ephedrine-induced hypophagia.
2003 Apr
Effects of tyrosine, phentermine, caffeine D-amphetamine, and placebo on cognitive and motor performance deficits during sleep deprivation.
2003 Aug
A comparison of tyrosine against placebo, phentermine, caffeine, and D-amphetamine during sleep deprivation.
2003 Aug
Obesity.
2003 Dec
Do these doctors give medicine a black eye?
2003 Dec
Ischemic colitis after weight-loss medication.
2003 Dec
Internet pharmacy prescription and phentermine overdose.
2003 Feb
Treatment of obesity: an update on anti-obesity medications.
2003 Feb
Medical monitoring for pharmaceutical injuries: tort law for the public's health?
2003 Feb 19
Obesity drug pipeline not so fat.
2003 Feb 7
Liquid chromatography studies on the pharmacokinetics of phentermine and fenfluramine in brain and blood microdialysates after intraperitoneal administration to rats.
2003 Jul 5
Risk of valvular heart disease associated with use of fenfluramine.
2003 Jun 11
Postmarketing surveillance of abuse liability of sibutramine.
2003 Mar 1
National trends in antiobesity medication use.
2003 May 12
Malpractice. Conviction upheld for doctor who treated AIDS with fen/phen.
2003 May 9
Obesity: an overview on its current perspectives and treatment options.
2004 Apr 14
The "steroid dementia syndrome": an unrecognized complication of glucocorticoid treatment.
2004 Dec
Going before disciplinary board without counsel is unwise. Case on point: Slone-Vasquez v. Kentucky Board Of Nursing, 2003 WL 22976179 S.W.3d-KY.
2004 Jan
Relationship between collagen fibrils, glycosaminoglycans, and stress relaxation in mitral valve chordae tendineae.
2004 Jul
Obesity.
2004 Jun
Pharmacotherapy for weight loss in adults with type 2 diabetes mellitus.
2005 Jan 25
Effects of phentermine and phenformin on biomarkers of aging in rats.
2005 Jan-Feb
Patents

Patents

05536714
5
05698720
5
05808071
2
06376555
2
JP2001172180A
3
JP2005531585A
20

Sample Use Guides

In Vivo Use Guide
Usual Adult Dose for Weight Loss 15 to 37.5 mg orally once a day before breakfast or 1 to 2 hours after breakfast. Usual Pediatric Dose for Weight Loss 17 years or older: 15 to 37.5 mg orally once a day before breakfast or 1 to 2 hours after breakfast.
Route of Administration: Oral
In Vitro Use Guide
Phentermine inhibited serotonin-metabolizing (MAO-A) activity in rat lung, brain, and liver with K(i) values of 85-88 uM.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:46:44 GMT 2025
Edited
by admin
on Mon Mar 31 17:46:44 GMT 2025
Record UNII
0K2I505OTV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENTERMINE HYDROCHLORIDE CIV
USP-RS  
Preferred Name English
PHENTERMINE HYDROCHLORIDE
MART.   MI   ORANGE BOOK   USP   VANDF   WHO-DD  
Common Name English
PHENTERMINE HYDROCHLORIDE [MI]
Common Name English
OBESTIN-30
Brand Name English
Phentermine hydrochloride [WHO-DD]
Common Name English
PHENTERMINE HYDROCHLORIDE [VANDF]
Common Name English
?,?-Dimethylphenethylamine hydrochloride
Systematic Name English
FASTIN
Brand Name English
QSYMIA COMPONENT PHENTERMINE HYDROCHLORIDE
Brand Name English
OBY-TRIM
Brand Name English
PHENTERMINE HCL
Common Name English
NSC-44090
Code English
PHENTERMINE HYDROCHLORIDE [MART.]
Common Name English
SUPRENZA
Brand Name English
ADIPEX-P
Brand Name English
PHENTERMINE HYDROCHLORIDE [USP-RS]
Common Name English
ONA-MAST
Brand Name English
TORA
Brand Name English
PHENTERMINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
ZANTRYL
Brand Name English
PHENTERMINE HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
BENZENEETHANAMINE, .ALPHA.,.ALPHA.-DIMETHYL-, HYDROCH
Common Name English
WILPO
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C29728
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
DEA NO. 1640
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
Code System Code Type Description
ChEMBL
CHEMBL1574
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
DRUG BANK
DBSALT000138
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
SMS_ID
100000092350
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
MERCK INDEX
m8644
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY Merck Index
DAILYMED
0K2I505OTV
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
FDA UNII
0K2I505OTV
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID20152550
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
RXCUI
82078
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY RxNorm
NCI_THESAURUS
C29361
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
RS_ITEM_NUM
1528501
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
PUBCHEM
70969
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
NSC
44090
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
CHEBI
50506
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
ECHA (EC/EINECS)
214-821-9
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
CAS
1197-21-3
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
EVMPD
SUB03767MIG
Created by admin on Mon Mar 31 17:46:44 GMT 2025 , Edited by admin on Mon Mar 31 17:46:44 GMT 2025
PRIMARY
Related Record Type Details
Structure of PHENTERMINE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of PHENTERMINE
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