Cathine

Cathine
Clinical data
Other names	(+)-Norpseudoephedrine; Cathine; (1S,2S)-β-Hydroxyamphetamine;
Routes of; administration	Oral
Drug class	Appetite suppressant; CNS stimulant;
ATC code	A08AA07 (WHO) ;
Legal status
Legal status	AU: S4 (Prescription only); BR: Class A3 (Psychoactive drugs); CA: Schedule IV; DE: Prescription only (Anlage III for higher doses); UK: Class C; US: Schedule IV; UN: Psychotropic Schedule III;
Pharmacokinetic data
Elimination half-life	1.8–8.6 hours
Identifiers
	IUPAC name (1S,2S)-2-amino-1-phenylpropan-1-ol;
CAS Number	492-39-7 ;
PubChem CID	441457;
DrugBank	DB01486 ;
ChemSpider	390189 ;
UNII	E1L4ZW2F8O;
KEGG	D07627;
ChEBI	CHEBI:4109;
ChEMBL	ChEMBL1412041 ;
CompTox Dashboard (EPA)	DTXSID50889347 ;
ECHA InfoCard	100.007.050
Chemical and physical data
Formula	C9H13NO
Molar mass	151.209 g·mol−1
3D model (JSmol)	Interactive image;
Solubility in water	20 mg/mL (20 °C)
	SMILES O[C@@H](c1ccccc1)[C@@H](N)C;
	InChI InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m0/s1 ; Key:DLNKOYKMWOXYQA-IONNQARKSA-N ;
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Cathine, also known as D-norpseudoephedrine or as (+)-norpseudoephedrine, is a psychoactive drug of the phenethylamine and amphetamine groups which acts as a stimulant. Along with cathinone, it is found naturally in Catha edulis (khat), and contributes to the overall effects of the plant.^[3] Cathine has approximately 7 to 10% of the potency of amphetamine.^[3]

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ Toennes SW, Harder S, Schramm M, Niess C, Kauert GF (July 2003). "Pharmacokinetics of cathinone, cathine and norephedrine after the chewing of khat leaves". British Journal of Clinical Pharmacology. 56 (1): 125–30. doi:10.1046/j.1365-2125.2003.01834.x. PMC 1884326. PMID 12848785.
^ ^a ^b Hoffman R, Al'Absi M (December 2010). "Khat use and neurobehavioral functions: suggestions for future studies". Journal of Ethnopharmacology. 132 (3): 554–63. doi:10.1016/j.jep.2010.05.033. PMC 2976806. PMID 20553832.

Clinical data

Other names	(+)-Norpseudoephedrine Cathine (1S,2S)-β-Hydroxyamphetamine
Routes of administration	Oral
Drug class	Appetite suppressant CNS stimulant
ATC code	A08AA07 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) BR: Class A3 (Psychoactive drugs)^[1] CA: Schedule IV DE: Prescription only (Anlage III for higher doses) UK: Class C US: Schedule IV UN: Psychotropic Schedule III
Pharmacokinetic data
Elimination half-life	1.8–8.6 hours^[2]
Identifiers
IUPAC name (1S,2S)-2-amino-1-phenylpropan-1-ol
CAS Number	492-39-7^Y
PubChem CID	441457
DrugBank	DB01486^Y
ChemSpider	390189^Y
UNII	E1L4ZW2F8O
KEGG	D07627
ChEBI	CHEBI:4109
ChEMBL	ChEMBL1412041^N
CompTox Dashboard (EPA)	DTXSID50889347
ECHA InfoCard	100.007.050
Chemical and physical data
Formula	C₉H₁₃NO
Molar mass	151.209 g·mol⁻¹
3D model (JSmol)	Interactive image
Solubility in water	20 mg/mL (20 °C)
SMILES O[C@@H](c1ccccc1)[C@@H](N)C
InChI InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m0/s1^Y Key:DLNKOYKMWOXYQA-IONNQARKSA-N^Y
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