Methylenedioxycathinone

Methylenedioxycathinone
Clinical data
Routes of; administration	Oral, Insufflation, Rectal
ATC code	none;
Legal status
Legal status	UK: Class B;
Identifiers
	IUPAC name (±)-2-amino-1-(3,4-methylenedioxyphenyl)propan-1-one;
CAS Number	80535-73-5 ;
PubChem CID	57465250;
ChemSpider	25524469 ;
UNII	K0XHQ9FYT3;
CompTox Dashboard (EPA)	DTXSID801029655 ;
Chemical and physical data
Formula	C10H11NO3
Molar mass	193.202 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES NC(C(=O)C1=CC2=C(C=C1)OCO2)C;
	InChI InChI=1S/C10H11NO3/c1-6(11)10(12)7-2-3-8-9(4-7)14-5-13-8/h2-4,6H,5,11H2,1H3; Key:XDEZOLVDJWWXRG-UHFFFAOYSA-N;
	(verify)

3,4-Methylenedioxycathinone (also known as MDC, Nitrilone, Amylone and βk-MDA) is an empathogen and stimulant of the phenethylamine, amphetamine, and cathinone classes^[1]^[2] and the β-keto analogue of MDA.^[3]

Methylenedioxycathinone has been investigated as antidepressant and antiparkinson agent.^[4]

References

^ Zaitsu K, Katagi M, Tatsuno M, Sato T, Tsuchihashi H, Suzuki K (July 2011). "Recently abused β-keto derivatives of 3,4-methylenedioxyphenylalkylamines: a review of their metabolisms and toxicological analysis". Forensic Toxicology. 29 (2): 73–84. doi:10.1007/s11419-011-0111-8. S2CID 25416491.
^ Dal Cason TA, Young R, Glennon RA (December 1997). "Cathinone: an investigation of several N-alkyl and methylenedioxy-substituted analogs". Pharmacology, Biochemistry, and Behavior. 58 (4): 1109–16. doi:10.1016/S0091-3057(97)00323-7. PMID 9408221. S2CID 9704972.
^ Dal Cason TA (May 1997). "The characterization of some 3,4-methylenedioxycathinone (MDCATH) homologs". Forensic Science International. 87 (1): 9–53. doi:10.1016/S0379-0738(97)02133-6.
^ WO 1996039133, Jacob III P, Shulgin AT, "Preparation of novel N-substituted-2-amino-3′,4′-methylenedioxypropiophenones as anti-depressant and anti-parkinsonism agents.", published 12 December 1996, assigned to Neurobiological Technologies, Inc.

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Clinical data

Routes of administration	Oral, Insufflation, Rectal
ATC code	none
Legal status
Legal status	UK: Class B
Identifiers
IUPAC name (±)-2-amino-1-(3,4-methylenedioxyphenyl)propan-1-one
CAS Number	80535-73-5^Y
PubChem CID	57465250
ChemSpider	25524469^Y
UNII	K0XHQ9FYT3
CompTox Dashboard (EPA)	DTXSID801029655
Chemical and physical data
Formula	C₁₀H₁₁NO₃
Molar mass	193.202 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES NC(C(=O)C1=CC2=C(C=C1)OCO2)C
InChI InChI=1S/C10H11NO3/c1-6(11)10(12)7-2-3-8-9(4-7)14-5-13-8/h2-4,6H,5,11H2,1H3 Key:XDEZOLVDJWWXRG-UHFFFAOYSA-N
(verify)