Cathinone
Identification
- Name
- Cathinone
- Accession Number
- DB01560
- Description
Cathinone 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 categorized as a Schedule I drug. Cathinone was added to the Controlled Substances Act's Schedule I in 1993 in compliance with international laws.
- Type
- Small Molecule
- Groups
- Illicit
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Learn More- Structure
Structure for Cathinone (DB01560)
- Weight
- Average: 149.1897
Monoisotopic: 149.084063979 - Chemical Formula
- C9H11NO
- Synonyms
- alpha-Aminopropiophenone
- Cathinone
- Cathinonum
- Catinona
- D-Cathinone
- Norephedrone
- External IDs
- C08301
- J18.754B
Pharmacology
- Indication
- Not Available
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- 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
- Adverse Effects
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
- Not Available
- Affected organisms
- Humans and other mammals
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Unlock Additional DataAcetazolamide The risk or severity of adverse effects can be increased when Acetazolamide is combined with Cathinone. Acetophenazine The risk or severity of adverse effects can be increased when Acetophenazine is combined with Cathinone. Aclidinium Cathinone may increase the central nervous system depressant (CNS depressant) activities of Aclidinium. Agomelatine The risk or severity of adverse effects can be increased when Cathinone is combined with Agomelatine. Alfentanil The risk or severity of adverse effects can be increased when Alfentanil is combined with Cathinone. Alimemazine The risk or severity of adverse effects can be increased when Alimemazine is combined with Cathinone. Almotriptan The risk or severity of adverse effects can be increased when Almotriptan is combined with Cathinone. Alosetron The risk or severity of adverse effects can be increased when Alosetron is combined with Cathinone. Alprazolam The risk or severity of adverse effects can be increased when Alprazolam is combined with Cathinone. Alverine The risk or severity of adverse effects can be increased when Cathinone is combined with Alverine. Additional Data Available- Extended DescriptionExtended DescriptionAvailable for Purchase
Extended description of the mechanism of action and particular properties of each drug interaction.
Learn more - SeveritySeverityAvailable for Purchase
A severity rating for each drug interaction, from minor to major.
Learn more - Evidence LevelEvidence LevelAvailable for Purchase
A rating for the strength of the evidence supporting each drug interaction.
Learn more - ActionActionAvailable for Purchase
An effect category for each drug interaction. Know how this interaction affects the subject drug.
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- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbonyl compounds
- Direct Parent
- Alkyl-phenylketones
- Alternative Parents
- Phenylpropanes / Benzoyl derivatives / Aryl alkyl ketones / Alpha-amino ketones / Organopnictogen compounds / Organic oxides / Monoalkylamines / Hydrocarbon derivatives
- Substituents
- Alkyl-phenylketone / Alpha-aminoketone / Amine / Aromatic homomonocyclic compound / Aryl alkyl ketone / Benzenoid / Benzoyl / Hydrocarbon derivative / Monocyclic benzene moiety / Organic nitrogen compound
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- 2-aminopropiophenone, monoamine alkaloid (CHEBI:4110) / Phenylalanine derived alkaloids (C08301)
Chemical Identifiers
- UNII
- 540EI4406J
- CAS number
- 71031-15-7
- InChI Key
- 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
- IUPAC Name
- (2S)-2-amino-1-phenylpropan-1-one
- SMILES
- C[[email protected]](N)C(=O)C1=CC=CC=C1
References
- General References
- Bentur Y, Bloom-Krasik A, Raikhlin-Eisenkraft B: Illicit cathinone ("Hagigat") poisoning. Clin Toxicol (Phila). 2008 Mar;46(3):206-10. [PubMed:17852166]
- External Links
- KEGG Compound
- C08301
- PubChem Compound
- 62258
- PubChem Substance
- 46508478
- ChemSpider
- 56062
- ChEBI
- 4110
- ChEMBL
- CHEMBL2104047
- ZINC
- ZINC000053165481
- Wikipedia
- Cathinone
Clinical Trials
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 2.46 mg/mL 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 Å2 ChemAxon Rotatable Bond Count 2 ChemAxon Refractivity 44.31 m3·mol-1 ChemAxon Polarizability 16.28 Å3 ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9382 Caco-2 permeable + 0.8723 P-glycoprotein substrate Non-substrate 0.8 P-glycoprotein inhibitor I Non-inhibitor 0.964 P-glycoprotein inhibitor II Non-inhibitor 0.9809 Renal organic cation transporter Non-inhibitor 0.865 CYP450 2C9 substrate Non-substrate 0.8029 CYP450 2D6 substrate Non-substrate 0.9115 CYP450 3A4 substrate Non-substrate 0.786 CYP450 1A2 substrate Non-inhibitor 0.7534 CYP450 2C9 inhibitor Non-inhibitor 0.9731 CYP450 2D6 inhibitor Non-inhibitor 0.8424 CYP450 2C19 inhibitor Non-inhibitor 0.8337 CYP450 3A4 inhibitor Non-inhibitor 0.9273 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8611 Ames test Non AMES toxic 0.9105 Carcinogenicity Non-carcinogens 0.707 Biodegradation Ready biodegradable 0.5786 Rat acute toxicity 2.2186 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9486 hERG inhibition (predictor II) Non-inhibitor 0.9655
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Drug created on July 31, 2007 07:10 / Updated on June 12, 2020 10:51
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