Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C9H11NO.ClH |
Molecular Weight | 185.651 |
Optical Activity | ( - ) |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.C[C@H](N)C(=O)C1=CC=CC=C1
InChI
InChIKey=HPZCAKYHISJOIK-FJXQXJEOSA-N
InChI=1S/C9H11NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7H,10H2,1H3;1H/t7-;/m0./s1
Molecular Formula | C9H11NO |
Molecular Weight | 149.1897 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Cathinone is one of the biologically active alkaloids found in the khat shrub (Catha edulis). Due to its psychoactive properties, khat has been known and utilized for ages by the inhabitants of East Africa and the northeastern parts of Arabian Peninsula. In many regions, chewing of freshly collected khat leaves (thus liberating cathinone, which affects the central nervous system) is considered a matter of culture and local tradition. Because of their structural similarity to amphetamine, cathinone and its analogs are often denoted as “natural amphetamines”, and the only structural difference between amphetamine and cathinone is the presence of a carbonyl group in the α-position of cathinone’s side chain. Similar to amphetamine, cathinone and its analogs are characterized by stimulating, euphoric, and empathogenic properties. Due to their effects on the central nervous system, the first synthetic cathinone derivatives were synthesized for medicinal purposes in the early twentieth century, but they began attracting wider attention around the year 2000. At that time, synthetic cathinones were included in a broader group of psychoactive compounds denoted as “legal drugs” or “designer drugs”
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Neural degeneration following chronic stimulant abuse reveals a weak link in brain, fasciculus retroflexus, implying the loss of forebrain control circuitry. | 2002 Aug |
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Effects of amphetamine derivatives and cathinone on noradrenaline-evoked contractions of rat right ventricle. | 2002 Sep 20 |
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Determination of cathinone, cathine and norephedrine in hair of Yemenite khat chewers. | 2003 Apr 23 |
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Coronary and aortic vasoconstriction by cathinone, the active constituent of khat. | 2003 Oct-Dec |
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MAO inhibition by arylisopropylamines: the effect of oxygen substituents at the beta-position. | 2004 Aug 1 |
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Herbal ecstasy: cardiovascular complications of khat chewing in pregnancy. | 2005 |
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Khat use as risk factor for psychotic disorders: a cross-sectional and case-control study in Somalia. | 2005 Feb 12 |
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Methcathinone: a new postindustrial drug. | 2005 Oct 4 |
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Simultaneous determination of psychotropic phenylalkylamine derivatives in human hair by gas chromatography/mass spectrometry. | 2007 |
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Developmental patterns of phenylpropylamino alkaloids accumulation in khat (Catha edulis, Forsk.). | 2007 Dec 3 |
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Illicit cathinone ("Hagigat") poisoning. | 2008 Mar |
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Liquid chromatographic direct resolution of aryl alpha-amino ketones on a residual silanol group-protecting chiral stationary phase based on optically active (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6. | 2008 Nov 1 |
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Modulation of cholinergic contractions of airway smooth muscle by cathinone: potential beneficial effects in airway diseases. | 2008 Sep |
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Khat - a controversial plant. | 2009 |
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[Drugs and desperation in different worlds. Abuse of cathinone and methcathinone]. | 2009 May 13-19 |
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Camptothecin and khat (Catha edulis Forsk.) induced distinct cell death phenotypes involving modulation of c-FLIPL, Mcl-1, procaspase-8 and mitochondrial function in acute myeloid leukemia cell lines. | 2009 Nov 13 |
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Long-term effects of chronic khat use: impaired inhibitory control. | 2010 |
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Khat chewing, cardiovascular diseases and other internal medical problems: the current situation and directions for future research. | 2010 Dec 1 |
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Khat in the Horn of Africa: historical perspectives and current trends. | 2010 Dec 1 |
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Forensic analysis of hallucinogenic mushrooms and khat (Catha edulis Forsk) using cation-exchange liquid chromatography. | 2010 Feb 25 |
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Purchasing 'legal highs' on the Internet--is there consistency in what you get? | 2010 Jul |
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The vascular effects of trace amines and amphetamines. | 2010 Mar |
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Influence of Khat Chewing on Periodontal Tissues and Oral Hygiene Status among Yemenis. | 2010 Winter |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:10:14 GMT 2023
by
admin
on
Fri Dec 15 16:10:14 GMT 2023
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Record UNII |
272NNG64V6
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Record Status |
Validated (UNII)
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Record Version |
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PARENT -> IMPURITY |
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USP
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ACTIVE MOIETY |
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