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Details

Stereochemistry ACHIRAL
Molecular Formula C10H14ClN
Molecular Weight 183.6782
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CHLORPHENTERMINE

SMILES

CC(C)(Cc1ccc(cc1)Cl)N

InChI

InChIKey=ZCKAMNXUHHNZLN-UHFFFAOYSA-N
InChI=1S/C10H14ClN/c1-10(2,12)7-8-3-5-9(11)6-4-8/h3-6H,7,12H2,1-2H3

HIDE SMILES / InChI

Description
Curator's Comment:: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/13931448 | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2274216/pdf/canfamphys00340-0041.pdf

Chlorphentermine exerts anorectic properties. It is a synthetic amphetamine derivatc claimed to have none of the excitatory effects of the parenit substanice. PRE-SATE (Chlorphentermine HCl) is an effective appetite suppressant with a pattern of pharmacologic action substantially different from those of traditional anorexigenics. In providing dependable appetite control with appreciable loss of bodyweight, PRE-SATE does not significantly increase central nervous system (CNS), cardiorespiratory or metabolic activity.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
338.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PRE-SATE

Approved Use

PRE-SATE is indicated as an adlunct in the short term (i.e. a few weeks) management of exogenous obesity and related less serious overweight conditions in conjunction with a medically supervised regimen of weight reduction based on caloric restriction.
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.4 μg/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORPHENTERMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
10.6 μg × h/mL
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORPHENTERMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
41 h
100 mg single, oral
dose: 100 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CHLORPHENTERMINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: FED
PubMed

PubMed

TitleDatePubMed
Chlorphentermine, a new anorectic agent.
1962 Sep
Experimental myopathy induced by amphiphilic cationic compounds including several psychotropic drugs.
1979
The early changes in experimental myopathy induced by chloroquine and chlorphentermine.
1980 Jan
The effect of fenfluramine on the pulmonary disposition of 5-hydroxytryptamine in the isolated perfused rat lung: a comparison with chlorphentermine.
2000 Jan
Anorexigen-induced pulmonary hypertension and the serotonin (5-HT) hypothesis: lessons for the future in pathogenesis.
2002
The use of parotid gland activity analysis in patients with gastro-esophageal reflux disease (GERD) and bulimia nervosa.
2006
Screening for amphetamine and amphetamine-type drugs in doping analysis by liquid chromatography/mass spectrometry.
2006
The antidotal effects of high-dosage gamma-aminobutyric acid on acute tetramine poisoning as compared with sodium dimercaptopropane sulfonate.
2007 Aug
Gene expression in lungs of mice lacking the 5-hydroxytryptamine transporter gene.
2009 May 10
Successful drug development despite adverse preclinical findings part 2: examples.
2010 Dec
Pulmonary hypertension associated with use of phentermine.
2010 Nov
Insight into human alveolar macrophage and M. tuberculosis interactions via metabolic reconstructions.
2010 Oct 19
Patents

Patents

Sample Use Guides

Adults: 65 mg (one tablet) taken with or shortly after the first meal of the day.
Route of Administration: Oral
In Vitro Use Guide
In contrast, lymphocytes pre-incubated with 10(-5)M chlorphentermine (CP) for 60 min, then stimulated with Con A for 2 hours in the presence of 10(-5)M CP, exhibit a significantly depressed inositol phosphate formation. In addition, CP also inhibited the activity of phospholipase C (IC50 = 0.58 mM), the enzyme responsible for the formation of inositol phosphates during lymphocyte activation. Further, lymphocytes activated in a manner that bypasses the phosphatidylinositol pathway are not inhibited by 10(-7)M or 10(-9)M CP as are cells activated with Con A.
Name Type Language
CHLORPHENTERMINE
HSDB   INN   MI   WHO-DD  
INN  
Official Name English
CHLORPHENTERMINE [INN]
Common Name English
CHLORPHENTERMINE [HSDB]
Common Name English
CHLORPHENTERMINE [MI]
Common Name English
BENZENEETHANAMINE, 4-CHLORO-.ALPHA.,.ALPHA.-DIMETHYL
Common Name English
P-CHLORO-.ALPHA.,.ALPHA.-DIMETHYLPHENETHYLAMINE
Common Name English
CHLORPHENTERMINE [WHO-DD]
Common Name English
Classification Tree Code System Code
DEA NO. 1645
Created by admin on Fri Jun 25 22:59:46 UTC 2021 , Edited by admin on Fri Jun 25 22:59:46 UTC 2021
NCI_THESAURUS C47795
Created by admin on Fri Jun 25 22:59:46 UTC 2021 , Edited by admin on Fri Jun 25 22:59:46 UTC 2021
Code System Code Type Description
FDA UNII
NHW07912O7
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PRIMARY
NCI_THESAURUS
C65323
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PRIMARY
DRUG BANK
DB01556
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PRIMARY
HSDB
3303
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PRIMARY
ECHA (EC/EINECS)
207-314-9
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PRIMARY
MESH
D002745
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PRIMARY
PUBCHEM
10007
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PRIMARY
INN
1055
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PRIMARY
EVMPD
SUB06205MIG
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PRIMARY
ChEMBL
CHEMBL1201269
Created by admin on Fri Jun 25 22:59:46 UTC 2021 , Edited by admin on Fri Jun 25 22:59:46 UTC 2021
PRIMARY
WIKIPEDIA
Chlorphentermine
Created by admin on Fri Jun 25 22:59:46 UTC 2021 , Edited by admin on Fri Jun 25 22:59:46 UTC 2021
PRIMARY
CAS
461-78-9
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PRIMARY
DRUG CENTRAL
618
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PRIMARY
EPA CompTox
461-78-9
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PRIMARY
MERCK INDEX
M3458
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PRIMARY Merck Index