Clortermine: Difference between revisions

Clortermine
Clinical data
Other names	2-chloro-α,α-dimethylphenethylamine;; 2-chloro-α-methylamphetamine;; 2-chlorophentermine
Pregnancy; category	?;
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	US: Schedule III; In general: ℞ (Prescription only);
Identifiers
	IUPAC name 1-(2-chlorophenyl)-2-methylpropan-2-amine;
CAS Number	10389-73-8 ;
PubChem CID	25223;
DrugBank	DB01527 ;
ChemSpider	23558 ;
UNII	4FA88HM3IX;
KEGG	D03566 ;
ChEMBL	ChEMBL1697833 ;
CompTox Dashboard (EPA)	DTXSID0022850 ;
Chemical and physical data
Formula	C10H14ClN
Molar mass	183.68 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Clc1ccccc1CC(N)(C)C;
	InChI InChI=1S/C10H14ClN/c1-10(2,12)7-8-5-3-4-6-9(8)11/h3-6H,7,12H2,1-2H3 ; Key:HXCXASJHZQXCKK-UHFFFAOYSA-N ;
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Latest revision as of 03:50, 9 December 2024

Clortermine (Voranil) was developed by Ciba in the 1960s^[1] and is an anorectic drug of the amphetamine class.^[2] It is the 2-chloro analogue of the better known appetite suppressant phentermine, and is the 2-chloro positional isomer of chlorphentermine. Clortermine produces very low rates of self-administration in animals similarly to chlorphentermine,^[3] and as a result it likely does not act on dopamine. Instead, it may act as a serotonin and/or norepinephrine releasing agent.^{[citation needed]}

References

^ US patent 3415937, "The Suppression of Appetite with 1-(o-Chlorophenyl)-2-Methyl-2-Propylamine"
^ Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall / CRC. ISBN 0-412-46630-9.
^ Sannerud CA, Brady JV, Griffiths RR (1989). "Self-injection in baboons of amphetamines and related designer drugs". NIDA Research Monograph. 94: 30–42. PMID 2514366.

This drug article relating to the nervous system is a stub. You can help Wikipedia by expanding it.

[1] US patent 3415937, "The Suppression of Appetite with 1-(o-Chlorophenyl)-2-Methyl-2-Propylamine"

[isbn0-412-46630-9-2] Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall / CRC. ISBN 0-412-46630-9.

[pmid2514366-3] Sannerud CA, Brady JV, Griffiths RR (1989). "Self-injection in baboons of amphetamines and related designer drugs". NIDA Research Monograph. 94: 30–42. PMID 2514366.

[1]

[2]

[3]

@@ Line 1: / Line 1: @@
+{{Short description|Chemical compound}}
 {{Drugbox
 | Verifiedfields = changed
-| verifiedrevid = 399724496
+| verifiedrevid = 460045066
 | IUPAC_name = 1-(2-chlorophenyl)-2-methylpropan-2-amine
 | image = Clortermine.svg
@@ Line 8: / Line 9: @@
 | tradename =
 | pregnancy_category = ?
+| legal_US = Schedule III
 | legal_status = Rx-only
 | routes_of_administration = [[Mouth|Oral]]
@@ Line 15: / Line 17: @@
 | metabolism =
 | elimination_half-life =
 | excretion =
 <!--Identifiers-->
+| CAS_number_Ref = {{cascite|changed|??}}
 | CAS_number = 10389-73-8
 | ATC_prefix = none
@@ Line 26: / Line 29: @@
 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
 | ChemSpiderID = 23558
-| UNII_Ref = {{fdacite|changed|FDA}}
+| UNII_Ref = {{fdacite|correct|FDA}}
 | UNII = 4FA88HM3IX
-| KEGG_Ref = {{keggcite|changed|kegg}}
+| KEGG_Ref = {{keggcite|correct|kegg}}
 | KEGG = D03566
 | ChEMBL_Ref = {{ebicite|changed|EBI}}
@@ Line 35: / Line 38: @@
 <!--Chemical data-->
 | C=10 | H=14 | Cl=1 | N=1
-| molecular_weight = 183.68 g/mol
 | smiles = Clc1ccccc1CC(N)(C)C
-| InChI = 1/C10H14ClN/c1-10(2,12)7-8-5-3-4-6-9(8)11/h3-6H,7,12H2,1-2H3
-| InChIKey = HXCXASJHZQXCKK-UHFFFAOYAM
 | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
 | StdInChI = 1S/C10H14ClN/c1-10(2,12)7-8-5-3-4-6-9(8)11/h3-6H,7,12H2,1-2H3
@@ Line 46: / Line 46: @@
 }}
-'''Clortermine''' ('''Voranil''') is an [[anorectic]] [[drug]] of the [[substituted amphetamine|amphetamine]] class.<ref name="isbn0-412-46630-9">{{cite book | author = David J. Triggle | title = Dictionary of Pharmacological Agents | publisher = Chapman & Hall/CRC | location = Boca Raton | year = 1996 | pages = | isbn = 0-412-46630-9 | oclc = | doi = | accessdate = }}</ref> It is the 2-[[chloro]] [[structural analog|analogue]] of the better known appetite suppressant [[phentermine]], and is the 2-[[chloro]] [[positional isomer]] of [[chlorphentermine]]. Clortermine produces very low rates of self-administration in animals similarly to chlorphentermine,<ref name="pmid2514366">{{cite journal | author = Sannerud CA, Brady JV, Griffiths RR | title = Self-injection in baboons of amphetamines and related designer drugs | journal = NIDA Research Monograph | volume = 94 | issue = | pages = 30–42 | year = 1989 | pmid = 2514366 | doi = | url = }}</ref> and as a result it likely does not act on [[dopamine]]. Instead, it may act as a [[serotonin]] and/or [[norepinephrine]] [[releasing agent]].{{Citation needed|date=April 2010}}
+'''Clortermine''' ('''Voranil''') was developed by Ciba in the 1960s<ref>{{ cite patent | country = US | status = patent | number = 3415937 | title = The Suppression of Appetite with 1-(o-Chlorophenyl)-2-Methyl-2-Propylamine }}</ref> and is an [[anorectic]] [[drug]] of the [[substituted amphetamine|amphetamine]] class.<ref name="isbn0-412-46630-9">{{cite book | vauthors = Triggle DJ | title = Dictionary of Pharmacological Agents | publisher = Chapman & Hall / CRC | location = Boca Raton | year = 1996 | isbn = 0-412-46630-9 }}</ref> It is the 2-[[chloro]] [[structural analog|analogue]] of the better known appetite suppressant [[phentermine]], and is the 2-[[chloro]] [[positional isomer]] of [[chlorphentermine]]. Clortermine produces very low rates of self-administration in animals similarly to chlorphentermine,<ref name="pmid2514366">{{cite journal | vauthors = Sannerud CA, Brady JV, Griffiths RR | title = Self-injection in baboons of amphetamines and related designer drugs | journal = NIDA Research Monograph | volume = 94 | pages = 30–42 | year = 1989 | pmid = 2514366 }}</ref> and as a result it likely does not act on [[dopamine]]. Instead, it may act as a [[serotonin]] and/or [[norepinephrine]] [[releasing agent]].{{Citation needed|date=April 2010}}
 == See also ==
+* [[3,4-Dichloroamphetamine]]
+* [[Cericlamine]]
 * [[Chlorphentermine]]
+* [[Cloforex]]
+* [[Etolorex]]
 * [[Methylenedioxyphentermine]]
 * [[Phentermine]]
 == References ==
-{{Reflist}}
+{{Reflist|2}}
 {{Anorectics}}
+{{Monoamine releasing agents}}
-{{Adrenergics}}
-{{Serotonergics}}
 {{Phenethylamines}}
-[[Category:Amphetamines]]
-[[Category:Organochlorides]]
 [[Category:Anorectics]]
+[[Category:2-Chlorophenyl compounds]]
+[[Category:Monoamine releasing agents]]
+[[Category:Phentermines]]
+{{Nervous-system-drug-stub}}

v t e Phenethylamines
Phenethylamines	Psychedelics: 25B-NBOMe 25C-NBOMe 25D-NBOMe 25I-NBOMe 25N-NBOMe 2C-B 2C-B-AN 2C-Bn 2C-Bu 2C-C 2C-CN 2C-CP 2C-D 2C-E 2C-EF 2C-F 2C-G 2C-G-1 2C-G-2 2C-G-3 2C-G-4 2C-G-5 2C-G-6 2C-G-N 2C-H 2C-I 2C-iP 2C-N 2C-NH2 2C-O 2C-O-4 2C-P 2C-Ph 2C-SE 2C-T 2C-T-2 2C-T-3 2C-T-4 2C-T-5 2C-T-6 2C-T-7 2C-T-8 2C-T-9 2C-T-10 2C-T-11 2C-T-12 2C-T-13 2C-T-14 2C-T-15 2C-T-16 2C-T-17 2C-T-18 2C-T-19 2C-T-20 2C-T-21 2C-T-22 2C-T-22.5 2C-T-23 2C-T-24 2C-T-25 2C-T-27 2C-T-28 2C-T-30 2C-T-31 2C-T-32 2C-T-33 2C-TFE 2C-TFM 2C-YN 2C-V Allylescaline DESOXY Escaline Isoproscaline Jimscaline Macromerine MEPEA Mescaline Metaescaline Methallylescaline Proscaline Psi-2C-T-4 TCB-2 Stimulants: Phenylethanolamine Hordenine Phenethylamine Phenpromethamine α-Methylphenethylamine (amphetamine) β-Methylphenethylamine m-Methylphenethylamine N-Methylphenethylamine o-Methylphenethylamine p-Methylphenethylamine Methylphenidate Entactogens: Lophophine MDPEA MDMPEA Others: BOH DMPEA
Amphetamines	Psychedelics: 3C-AL 3C-BZ 3C-E 3C-MAL 3C-P Aleph Beatrice Bromo-DragonFLY D-Deprenyl DMA DMCPA DMMDA DOB DOC DOEF DOET DOI DOM DON DOPR DOTFM Ganesha MMDA MMDA-2 Psi-DOM TMA TeMA ZDCM-04 Stimulants: 2-FA 2-FMA 3-FA 3-FMA Acridorex Alfetamine Amfecloral Amfepentorex Amphetamine (Dextroamphetamine, Levoamphetamine) Amphetaminil Benfluorex Benzphetamine Cathine Clobenzorex Dimethylamphetamine Ephedrine Etilamfetamine Fencamfamin Fencamine Fenethylline Fenfluramine (Dexfenfluramine, Levofenfluramine) Fenproporex Flucetorex Fludorex Formetorex Furfenorex Gepefrine 4-Hydroxyamphetamine Iofetamine Isopropylamphetamine Lefetamine Lisdexamfetamine Mefenorex Metaraminol Methamphetamine (Dextromethamphetamine, Levomethamphetamine) Methoxyphenamine MMA Morforex Norfenfluramine L-Norpseudoephedrine N,alpha-Diethylphenylethylamine Oxifentorex Oxilofrine Ortetamine PBA PCA PFA PFMA PIA PMA PMEA PMMA Phenylpropanolamine Pholedrine Prenylamine Propylamphetamine Pseudoephedrine Sibutramine Tiflorex Tranylcypromine Xylopropamine Zylofuramine Entactogens: 4-FA 4-FMA 4-MA 4-MMA 4-MTA 5-APB 5-APDB 5-EAPB 5-IT 5-MAPB 5-MAPDB 6-APB 6-APDB 6-Chloro-MDMA 6-EAPB 6-IT 6-MAPB 6-MAPDB EDA IAP 2,3-MDA 3,4-MDA (tenamfetamine) MDEA MDHMA MDMA (midomafetamine) MDOH Methamnetamine MMDMA Naphthylaminopropane TAP Others: 3,4-DCA Amiflamine DiFMDA Selegiline (also D-Deprenyl)
Phentermines	Stimulants: Chlorphentermine Cloforex Clortermine Etolorex Mephentermine Pentorex Phentermine Entactogens: MDPH MDMPH Others: Cericlamine
Cathinones	Stimulants: 3-FMC 4-MC 4-BMC 4-CMC 4-EMC 4-FMC 4-MEC 4-MeMABP 4-MPD Amfepramone Benzedrone Brephedrone Buphedrone Bupropion Cathinone Dimethylcathinone Ethcathinone Eutylone Hydroxybupropion Methcathinone Methedrone NEB N-Ethylhexedrone N-Ethylpentedrone Pentedrone Pentylone Radafaxine Entactogens: 3,4-DMMC 3-MMC Butylone Ethylone Methylone Methylenedioxycathinone Mephedrone
Phenylisobutylamines	Entactogens: 4-CAB 4-MAB Ariadne BDB Butylone EBDB Eutylone MBDB Stimulants: Phenylisobutylamine
Phenylalkylpyrrolidines	Stimulants: α-PBP α-PHP α-PPP α-PVP MDPBP MDPPP MDPV 4-MePBP 4-MePHP 4-MePPP MOPPP MOPVP MPBP MPHP MPPP Naphyrone PEP Prolintane Pyrovalerone
Catecholamines (and close relatives)	6-FNE 6-OHDA a-Me-DA a-Me-TRA Adrenochrome Ciladopa D-DOPA (Dextrodopa) Dimetofrine Dopamine Epinephrine Epinine Etilefrine Ethylnorepinephrine Fenclonine Ibopamine Isoprenaline Isoetarine L-DOPA (Levodopa) L-DOPS (Droxidopa) L-Phenylalanine L-Tyrosine m-Tyramine Metanephrine Metaraminol Metaterol Metirosine Methyldopa N,N-Dimethyldopamine Nordefrin (Levonordefrin) Norepinephrine Norfenefrine (m-Octopamine) Normetanephrine Orciprenaline p-Octopamine p-Tyramine Phenylephrine Synephrine
Miscellaneous	AL-LAD Amidephrine Arbutamine Cafedrine Denopamine Desvenlafaxine Diphenidine Dizocilpine Dobutamine Dopexamine Ephenidine Etafedrine ETH-LAD Famprofazone Fluorolintane Hexapradol IP-LAD Lysergic acid amide Lysergic acid 2-butyl amide Lysergic acid 2,4-dimethylazetidide Lysergic acid diethylamide Methoxamine Methoxphenidine MT-45 PARGY-LAD Phenibut PRO-LAD Pronethalol Salbutamol (Levosalbutamol) Solriamfetol Theodrenaline Thiamphenicol UWA-101 Venlafaxine