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Identification
Name Cathinone
Accession Number DB01560
Type small molecule
Groups illicit, experimental
Description

Cathinone (β-ketoamphetamine) is a monoamine alkaloid found in the shrub Catha edulis (Khat). Closely related to ephedrine, cathine and other amphetamines, it is probably the main contributor to the stimulant effect of Catha edulis. Cathinone differs from many other amphetamines in that its structure is a ketone. Other amphetamines to share this structure include the antidepressant bupropion and the stimulant methcathinone, among others. Internationally, cathinone is a Schedule I drug under the Convention on Psychotropic Substances. Circa 1993, the DEA added cathinone to the Controlled Substances Act’s Schedule I in order to fulfill the requirements of international law. [Wikipedia]
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
D-Cathinone
β-ketoamphetamine
Salts Not Available
Brand names Not Available
Brand mixtures Not Available
Categories
  • Central Nervous System Stimulants
  • Amphetamines
  • Psychotropic Drugs
CAS number 71031-15-7
Weight Average: 149.1897
Monoisotopic: 149.084063979
Chemical Formula C9H11NO
InChI Key InChIKey=PUAQLLVFLMYYJJ-ZETCQYMHSA-N
InChI
InChI=1S/C9H11NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7H,10H2,1H3/t7-/m0/s1
Plain Text
IUPAC Name
(2S)-2-amino-1-phenylpropan-1-one
SMILES
C[C@H](N)C(=O)C1=CC=CC=C1
Plain Text
Mass Spec Not Available
Taxonomy
Kingdom Organic
Classes
  • Phenethylamines
  • Acetophenones and Derivatives
  • Amphetamines
Substructures
  • Amino Ketones
  • Aliphatic and Aryl Amines
  • Benzene and Derivatives
  • Phenethylamines
  • Aromatic compounds
  • Benzoyl Derivatives
  • Acetophenones and Derivatives
  • Amphetamines
  • Ketones
Pharmacology
Indication Not Available
Pharmacodynamics Not Available
Mechanism of action Not Available
Absorption Not Available
Volume of distribution Not Available
Protein binding Not Available
Metabolism Not Available
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Not Available
Affected organisms
  • Humans and other mammals
Pathways Not Available
Pharmacoeconomics
Manufacturers Not Available
Packagers Not Available
Dosage forms Not Available
Prices Not Available
Patents Not Available
Properties
State solid
Experimental Properties Not Available
Predicted Properties
Property Value Source
water solubility 2.46e+00 g/l ALOGPS
logP 0.51 ALOGPS
logP 1.18 ChemAxon
logS -1.8 ALOGPS
pKa (strongest acidic) 18.65 ChemAxon
pKa (strongest basic) 7.55 ChemAxon
physiological charge 1 ChemAxon
hydrogen acceptor count 2 ChemAxon
hydrogen donor count 1 ChemAxon
polar surface area 43.09 ChemAxon
rotatable bond count 2 ChemAxon
refractivity 44.31 ChemAxon
polarizability 16.28 ChemAxon
References
Synthesis Reference Not Available
General Reference
  1. Bentur Y, Bloom-Krasik A, Raikhlin-Eisenkraft B: Illicit cathinone (“Hagigat”) poisoning. Clin Toxicol (Phila). 2007 Aug 15;:1-5. Pubmed
External Links
Resource Link
KEGG Compound C08301 Link_out
PubChem Compound 62258 Link_out
PubChem Substance 46508478 Link_out
ChemSpider 56062 Link_out
Wikipedia http://en.wikipedia.org/wiki/Cathinone Link_out
ATC Codes Not Available
AHFS Codes Not Available
PDB Entries Not Available
FDA label Not Available
MSDS Not Available
Interactions
Drug Interactions Not Available
Food Interactions Not Available
Comments
Drug created on July 31, 2007 07:10 / Updated on February 08, 2013 16:20