関: diethylpropion

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/06/18 13:44:33」(JST)

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Amfepramone (INN, other names diethylcathinone and diethylpropion, trade names Anorex, Linea, Nobesine, Prefamone, Regenon, Tepanil, Tenuate), is a stimulant drug of the phenethylamine, amphetamine, and cathinone chemical classes that is used as an appetite suppressant.

Pharmacology

Amfepramone itself lacks any affinity for the monoamine transporters and instead functions as a prodrug to ethcathinone.^[1] Ethcathinone (and therefore amfepramone as well) is a very weak dopaminergic and serotonergic, and is approximately 10x and 20x stronger on norepinephrine in comparison, respectively.^[1] As a result, ethcathinone and amfepramone can essentially be considered selective norepinephrine releasing agents (NRAs).

Abuse

Amfepramone is believed to have relatively low abuse potential.^[2]^[3]^[4]^[5]

Legality

Amfepramone is classified as a Schedule IV controlled substance in the United States. In the UK Amfepramone is a class C drug.^[6]

Chemistry

Propiophenone is brominated to produce α-bromopropiophenone.
This is reacted with diethylamine to yield the product, diethylpropion.^[7]^[8]

References

^ ^a ^b Rothman, R. B.; Baumann, M. H. (2006). "Therapeutic Potential of Monoamine Transporter Substrates". Current Topics in Medicinal Chemistry 6 (17): 1845–1859. DOI:10.2174/156802606778249766. PMID 17017961. http://www.bentham-direct.org/pages/content.php?CTMC/2006/00000006/00000017/0004R.SGM.
^ Cohen, S. (1977). "Diethylpropion (Tenuate): An Infrequently Abused Anorectic". Psychosomatics 18 (1): 28–33. PMID 850721. http://psy.psychiatryonline.org/cgi/pmidlookup?view=long&pmid=850721.
^ Jasinski, D. R.; Krishnan, S. (June 2009). "Abuse Liability and Safety of Oral Lisdexamfetamine Dimesylate in Individuals with a History of Stimulant Abuse". Journal of Psychopharmacology 23 (4): 419–427. DOI:10.1177/0269881109103113. PMID 19329547.
^ "Tepanil (diethylpropion hydrochloride) tablet, extended release". Dailymed. National Institutes of Health. http://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?id=1611.
^ Caplan, J. (May 1963). "Habituation to Diethylpropion (Tenuate)". Canadian Medical Association Journal 88: 943–944. PMC 1921278. PMID 14018413. //www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1921278.
^ "Class C Drugs". Schedule 2 Controlled Drugs. UK Legislation. http://www.legislation.gov.uk/ukpga/1971/38/schedule/2.
^ US patent 3001910, "Anorexigenic Propiophenones", issued 1961-09-26, assigned to Temmler-Werke
^ Hyde, J. F.; Browning, E.; Adams, R. (1928). "Synthetic Homologs of d,l-Ephedrine". Journal of the American Chemical Society 50 (8): 2287–2292. DOI:10.1021/ja01395a032. edit

UpToDate Contents

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English Journal

Vulnerability to dietary n-3 polyunsaturated fatty acid deficiency after exposure to early stress in rats.

Ferreira CF, Bernardi JR, Krolow R, Arcego DM, Fries GR, de Aguiar BW, Senter G, Kapczinski FP, Silveira PP, Dalmaz C.SourcePrograma de Pós-Graduação em Ciências Biológicas: Neurociências, Instituto de Ciências Básicas da Saúde (ICBS), Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre, RS, Brazil; Laboratório de Neurobiologia do Estresse, Departamento de Bioquímica, Universidade Federal do Rio Grande do Sul (UFRGS), Porto Alegre, RS, Brazil; Núcleo de Estudos da Saúde da Criança e do Adolescente, Hospital de Clínicas de Porto Alegre (HCPA), Faculdade de Medicina, Universidade Federal do Rio Grande do Sul, Porto Alegre, RS, Brazil. Electronic address: neurocientista@hotmail.com.
Pharmacology, biochemistry, and behavior.Pharmacol Biochem Behav.2013 Jun;107C:11-19. doi: 10.1016/j.pbb.2013.03.006. Epub 2013 Mar 26.
The exposure to adverse events early in life may affect brain development. Omega-3 polyunsaturated fatty acid (n-3 PUFA) deficiency has been linked to the development of mood and anxiety disorders. The aim of this study was to examine the interaction between variations in the early environment (hand
PMID 23537731

Lorcaserin: a novel serotonin 2C agonist for the treatment of obesity.

Nigro SC, Luon D, Baker WL.SourceUniversity of Connecticut, Schools of Pharmacy and Medicine , Storrs and Farmington, CT , USA.
Current medical research and opinion.Curr Med Res Opin.2013 May 10. [Epub ahead of print]
Abstract Background: Obesity has become an epidemic in the United States and its prevalence continues to increase. Adjunctive treatment with pharmacotherapy is often reserved for individuals who fail to achieve their intended weight goals with diet and exercise alone. Current approved therapies for
PMID 23574263

The use of appetite suppressants among health sciences undergraduate students in Southern Brazil.

Zubaran C, Lazzaretti R.SourceThe Biological and Health Sciences Center, Universidade de Caxias do Sul, Caxias do Sul, RS, Brasil.
Einstein (Sao Paulo, Brazil).Einstein (Sao Paulo).2013 Mar;11(1):47-52.
OBJECTIVE: To investigate the prevalence of appetite suppressant use among health sciences students in Southern Brazil.METHODS: Undergraduate students (n=300) from seven health science undergraduate courses of the Universidade de Caxias do Sul completed a questionnaire about the use of substances to
PMID 23579743

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★リンクテーブル★

リンク元	「アンフェプラモン」「diethylpropion」

「アンフェプラモン」

Amfepramone
Systematic (IUPAC) name
	(RS)-2-diethylamino-1-phenylpropan-1-one
Clinical data
Trade names	Tenuate
AHFS/Drugs.com	monograph
MedlinePlus	a682037
Pregnancy cat.	B
Legal status	Schedule IV (US)
Routes	Oral
Identifiers
CAS number	134-80-5
ATC code	A08AA03
PubChem	CID 7029
DrugBank	DB00937
ChemSpider	6762
UNII	19V2PL39NG
KEGG	D07444
ChEBI	CHEBI:4530
ChEMBL	CHEMBL1194666
Synonyms	Diethylpropion
Chemical data
Formula	C13H19NO
Mol. mass	205.30 g/mol
	SMILES O=C(c1ccccc1)C(N(CC)CC)C;
	InChI InChI=1S/C13H19NO/c1-4-14(5-2)11(3)13(15)12-9-7-6-8-10-12/h6-11H,4-5H2,1-3H3 ; Key:XXEPPPIWZFICOJ-UHFFFAOYSA-N ;
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