CHLORPHENTERMINE

US Previously Marketed

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H14ClN
Molecular Weight	183.678
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13903304
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

Primary Target	Pharmacology	Condition	Potency
Serotonin transporter 178 Target ID: CHEMBL228 Sources: https://www.ncbi.nlm.nih.gov/pubmed/10458725	Substrate 661		338.0 nM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Obesity 203 Sources: https://www.ncbi.nlm.nih.gov/pubmed/782835	Primary		Approved 8429	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.

C_max

Value	Dose	Co-administered	Analyte	Population
0.4 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/5416167/	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

Value	Dose	Co-administered	Analyte	Population
10.6 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/5416167/	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

T_1/2

Value	Dose	Co-administered	Analyte	Population
41 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/5416167/	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

Sourcing

Vendor/Aggregator	ID	URL
3A SpeedChemical Inc	SG-09490	http://www.speedchemical.com/products2_id_3483.html
Achemtek	0102-019917	http://www.achemtek.com/461-78-9
Ambinter	Amb1058845	http://www.ambinter.com/reference/1058845
Aurora Fine Chemicals LLC	A00.359.866	http://online.aurorafinechemicals.com/info?ID=A00.359.866
ChemMol	99086785	http://www.chemmol.com/chemmol/99086785.html
ChemShuttle	180324	http://www.chemshuttle.com/catalogsearch/result/?q=461-78-9&cat=
Chemspace	CSSS00015360950	https://chem-space.com/CSSS00015360950
Debye Scientific	DB-013307	http://www.debyesci.com/cas_461-78-9.html
Finetech	FT-0683062	http://www.finetechnology-ind.com/product/All%20product%20List/461-78-9.html
J&W PharmLab	20R0905	https://www.jwpharmlab.com/home/product/20R0905
Oakwood	368038	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=139694&ExtHyperLink=1
Smolecule	S523550	http://www.smolecule.com/products/s523550
Synblock Inc	AB02276	http://www.synblock.com/product/461-78-9.html
THE BioTek	bt-264209	https://www.thebiotek.com/product/inhibitors/bt-264209
abcr GmbH	AB536530	http://www.abcr.com/shop/en/AB536530
mcule	MCULE-9625062817	https://mcule.com/MCULE-9625062817/

PubMed

Title	Date	PubMed
Gene expression in lungs of mice lacking the 5-hydroxytryptamine transporter gene.	2009 May 10	19426553
Successful drug development despite adverse preclinical findings part 2: examples.	2010 Dec	22272032
Insight into human alveolar macrophage and M. tuberculosis interactions via metabolic reconstructions.	2010 Oct 19	20959820

Patents

Sample Use Guides

In Vivo Use Guide

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

Official Name

English

chlorphentermine [INN]

Common Name

English

CHLORPHENTERMINE [HSDB]

Common Name

English

CHLORPHENTERMINE [MI]

Common Name

English

Chlorphentermine [WHO-DD]

Common Name

English

BENZENEETHANAMINE, 4-CHLORO-.ALPHA.,.ALPHA.-DIMETHYL

Common Name

English

P-CHLORO-.ALPHA.,.ALPHA.-DIMETHYLPHENETHYLAMINE

Common Name

English

Classification Tree Code System Code

DEA NO.

1645