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Chlorphentermine information


Chlorphentermine
Skeletal formula
Ball-and-stick model of chlorphentermine
Clinical data
Other namesp-Chloro-α,α-dimethylphenethylamine
Routes of
administration
Oral, Insufflated, Rectal
ATC code
  • A08AA (WHO)
Legal status
Legal status
  • BR: Class A3 (Psychoactive drugs)[1]
  • CA: Schedule IV
  • UK: Class C
  • US: Schedule III (but withdrawn from market)
Pharmacokinetic data
Elimination half-life40 hours
ExcretionRenal
Identifiers
IUPAC name
  • 1-(4-chlorophenyl)-2-methylpropan-2-amine
CAS Number
  • 461-78-9 ☒N 151-06-4
PubChem CID
  • 10007
DrugBank
  • DB01556 checkY
ChemSpider
  • 9613 checkY
UNII
  • NHW07912O7
KEGG
  • C07559 checkY
ChEMBL
  • ChEMBL1201269 ☒N
CompTox Dashboard (EPA)
  • DTXSID0022806 Edit this at Wikidata
ECHA InfoCard100.006.651 Edit this at Wikidata
Chemical and physical data
FormulaC10H14ClN
Molar mass183.68 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • Clc1ccc(cc1)CC(N)(C)C
InChI
  • InChI=1S/C10H14ClN/c1-10(2,12)7-8-3-5-9(11)6-4-8/h3-6H,7,12H2,1-2H3 checkY
  • Key:ZCKAMNXUHHNZLN-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Chlorphentermine (trade names Apsedon, Desopimon, Lucofen) is a serotonergic appetite suppressant of the amphetamine family. Developed in 1962, it is the 4-chloro derivative of the better known appetite suppressant phentermine,[2] which is still in current use.

Chlorphentermine acts as a highly selective serotonin releasing agent (SRA).[3] It is not a psychostimulant and has little or no abuse potential, but is classed as a Schedule III drug in the USA due mainly to its similarity to other appetite suppressants such as diethylpropion which have been more widely abused. It is no longer used due mainly to safety concerns, as it has a serotonergic effects profile similar to other withdrawn appetite suppressants such as fenfluramine and aminorex which were found to cause pulmonary hypertension and cardiac fibrosis following prolonged use.[4]

The plasma half-life is about five days.[5] It was withdrawn from the market in the UK in 1974.[5]

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ Gylys JA, Hart JJ, Warren MR (September 1962). "Chlorphentermine, a new anorectic agent". The Journal of Pharmacology and Experimental Therapeutics. 137: 365–73. PMID 13903304.
  3. ^ Rothman RB, Baumann MH, Dersch CM, Romero DV, Rice KC, Carroll FI, Partilla JS (January 2001). "Amphetamine-type central nervous system stimulants release norepinephrine more potently than they release dopamine and serotonin". Synapse. 39 (1): 32–41. doi:10.1002/1098-2396(20010101)39:1<32::AID-SYN5>3.0.CO;2-3. PMID 11071707. S2CID 15573624.
  4. ^ Rothman RB, Ayestas MA, Dersch CM, Baumann MH (August 1999). "Aminorex, fenfluramine, and chlorphentermine are serotonin transporter substrates. Implications for primary pulmonary hypertension". Circulation. 100 (8): 869–75. doi:10.1161/01.cir.100.8.869. PMID 10458725.
  5. ^ a b Craddock D (1976). "Anorectic drugs: use in general practice". Drugs. 11 (5): 378–93. doi:10.2165/00003495-197611050-00002. PMID 782835. S2CID 25704474.

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Chlorphentermine

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Chlorphentermine (trade names Apsedon, Desopimon, Lucofen) is a serotonergic appetite suppressant of the amphetamine family. Developed in 1962, it is the...

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Serotonin releasing agent

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serotonin receptors such as those in the 5-HT2 subfamily. Fenfluramine, chlorphentermine, and aminorex, which are also amphetamines and relatives, were formerly...

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Brazilian Controlled Drugs and Substances Act

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It can be provided in a digital signed form. Amphetamine Cathine Chlorphentermine Dexamphetamine Dronabinol - Synthetic form with no other cannabinoid...

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Etolorex

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marketed. Made by the reaction of chlorphentermine with 2-Chloroethanol. 3,4-Dichloroamphetamine Cericlamine Chlorphentermine Cloforex Clortermine Methylenedioxyphentermine...

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Cocaine

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Benzphetamine BDB BOH 3-Benzhydrylmorpholine BPAP Camfetamine Cathine Chlorphentermine Cilobamine Cinnamedrine Clenbuterol Clobenzorex Cloforex Clortermine...

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Clortermine

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positional isomer of chlorphentermine. Clortermine produces very low rates of self-administration in animals similarly to chlorphentermine, and as a result...

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Nitrous oxide

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Amphetamine

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6-APDB 6-Methyl-MDA AEMMA Amiflamine BDB BOH Brephedrone Butylone Chlorphentermine Cloforex Amfepramone Metamfepramone DCA Dexfenfluramine DFMDA DMA DMMA...

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Methamphetamine

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Benzphetamine BDB BOH 3-Benzhydrylmorpholine BPAP Camfetamine Cathine Chlorphentermine Cilobamine Cinnamedrine Clenbuterol Clobenzorex Cloforex Clortermine...

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Crack cocaine

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Benzphetamine BDB BOH 3-Benzhydrylmorpholine BPAP Camfetamine Cathine Chlorphentermine Cilobamine Cinnamedrine Clenbuterol Clobenzorex Cloforex Clortermine...

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Ephedrine

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6-APDB 6-Methyl-MDA AEMMA Amiflamine BDB BOH Brephedrone Butylone Chlorphentermine Cloforex Amfepramone Metamfepramone DCA Dexfenfluramine DFMDA DMA DMMA...

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Promethazine

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Xenon

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Psilocybin

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Aripiprazole

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Mirtazapine

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Hydroxyzine

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Trazodone

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Diphenhydramine

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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MDMA

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Benzphetamine BDB BOH 3-Benzhydrylmorpholine BPAP Camfetamine Cathine Chlorphentermine Cilobamine Cinnamedrine Clenbuterol Clobenzorex Cloforex Clortermine...

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Adderall

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Cloforex

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(Oberex) is an anorectic of the amphetamine class. It is a prodrug to chlorphentermine. It never became a mass produced drug in part due to the side effects...

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Vortioxetine

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Chlorpromazine

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Agonists: 4-Methylaminorex Aminorex Amphetamines (e.g., chlorphentermine, cloforex, dexfenfluramine, fenfluramine, levofenfluramine, norfenfluramine) BW-723C86...

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Mephedrone

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Benzphetamine BDB BOH 3-Benzhydrylmorpholine BPAP Camfetamine Cathine Chlorphentermine Cilobamine Cinnamedrine Clenbuterol Clobenzorex Cloforex Clortermine...

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