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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Cathinone (Khat) and methcathinone (CAT) in urine specimens: a gas chromatographic-mass spectrometric detection procedure. | 2001 Oct |
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Re: cathinone: a new differential in the diagnosis of pregnancy induced hypertension. | 2004 Aug |
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Khat habit and its health effect. A natural amphetamine. | 2004 Jul |
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Catha edulis: a new differential in the diagnosis of pregnancy induced hypertension. | 2004 Oct |
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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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Behavioural sensitisation following repeated intermittent oral administration of Catha edulis in rats. | 2005 Jan 30 |
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Khat chewing is a risk factor for acute myocardial infarction: a case-control study. | 2005 May |
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The potential adverse effects of habitual use of Catha edulis (khat). | 2005 Nov |
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Interactions of cocaine with dopamine uptake inhibitors or dopamine releasers in rats discriminating cocaine. | 2006 Jun |
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Developmental patterns of phenylpropylamino alkaloids accumulation in khat (Catha edulis, Forsk.). | 2007 Dec 3 |
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Effect of Catha edulis (khat) on behaviour and its potential to induce seizures in Sprague Dawley rats. | 2007 May |
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Khat (Catha edulis): health aspects of khat chewing. | 2007 May-Jun |
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Liquid chromatography-tandem mass spectrometry method for the simultaneous analysis of multiple hallucinogens, chlorpheniramine, ketamine, ritalinic acid, and metabolites, in urine. | 2007 Oct |
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Factors predisposing out-of-school youths to HIV/AIDS-related risky sexual behaviour in northwest Ethiopia. | 2007 Sep |
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Phylogeny of the Celastreae (Celastraceae) and the relationships of Catha edulis (qat) inferred from morphological characters and nuclear and plastid genes. | 2008 Aug |
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Association of smoking and khat (Catha edulis Forsk) use with high blood pressure among adults in Addis Ababa, Ethiopia, 2006. | 2008 Jul |
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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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Population based prevalence of high blood pressure among adults in Addis Ababa: uncovering a silent epidemic. | 2009 Aug 23 |
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Long-term effects of chronic khat use: impaired inhibitory control. | 2010 |
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Analyses of second-generation 'legal highs' in the UK: initial findings. | 2010 Aug |
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Cathinone preservation in khat evidence via drying. | 2010 Feb 25 |
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Olanzapine and pulmonary embolism, a rare association: a case report. | 2010 Jan 22 |
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Mephedrone use and associated adverse effects in school and college/university students before the UK legislation change. | 2010 Nov |
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 |
IMPURITY (UV)
USP
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ACTIVE MOIETY |
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