Homarylamine information

Homarylamine
Clinical data
Other names	1,3-benzodioxolyl-N-methyl-5-ethanamine;; 3,4-methylenedioxy-N-methyl-2-phenylethylamine;; Norlobivine
Routes of; administration	Various
Legal status
Legal status	US-SCHEDULE I DRUG as Positional isomer of MDA;
Identifiers
	IUPAC name 2-(1,3-Benzodioxol-5-yl)-N-methylethanamine;
CAS Number	451-77-4;
PubChem CID	10776;
ChemSpider	10321;
UNII	6FJ4B5B368;
ChEMBL	ChEMBL2104353;
CompTox Dashboard (EPA)	DTXSID90196385 ;
Chemical and physical data
Formula	C10H13NO2
Molar mass	179.219 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CNCCC1=CC2=C(C=C1)OCO2;
	InChI InChI=1S/C10H13NO2/c1-11-5-4-8-2-3-9-10(6-8)13-7-12-9/h2-3,6,11H,4-5,7H2,1H3; Key:OPJOMVMFYOUDPK-UHFFFAOYSA-N;
	(verify)

Homarylamine (INN;^[1] also known as 3,4-methylenedioxy-N-methylphenethylamine and MDMPEA) is an antitussive (anti-cough) drug^[2] which was patented in 1956 by Merck & Co.,^[3] but has never been used medically as such.

Chemically it is a substituted phenethylamine. It is the N-methylated analog of methylenedioxyphenethylamine (MDPEA). It is a schedule I drug in the USA as a positional isomer of MDA.

Methylenedioxyphenethylamine (MDPEA) for comparison

^ "International Non-Proprietary Names for Pharmaceutical Preparations" (PDF). Chronicle of the World Health Organization. 12 (3). 1958.
^ Stefko PL, Denzel J, Hickey I (March 1961). "Experimental Investigation of Nine Antitussive Drugs". Journal of Pharmaceutical Sciences. 50 (3): 216–221. doi:10.1002/jps.2600500309.
^ U.S. patent 2,820,739

[1] "International Non-Proprietary Names for Pharmaceutical Preparations" (PDF). Chronicle of the World Health Organization. 12 (3). 1958.

[2] Stefko PL, Denzel J, Hickey I (March 1961). "Experimental Investigation of Nine Antitussive Drugs". Journal of Pharmaceutical Sciences. 50 (3): 216–221. doi:10.1002/jps.2600500309.

[3] U.S. patent 2,820,739

Homarylamine information

and 6 Related for: Homarylamine information

Homarylamine

C10H13NO2

Lobivine

List of dopaminergic drugs

List of compounds with carbon number 10

Substituted methylenedioxyphenethylamine

Clinical data

Other names	1,3-benzodioxolyl-N-methyl-5-ethanamine; 3,4-methylenedioxy-N-methyl-2-phenylethylamine; Norlobivine
Routes of administration	Various
Legal status
Legal status	US-SCHEDULE I DRUG as Positional isomer of MDA
Identifiers
IUPAC name 2-(1,3-Benzodioxol-5-yl)-N-methylethanamine
CAS Number	451-77-4
PubChem CID	10776
ChemSpider	10321
UNII	6FJ4B5B368
ChEMBL	ChEMBL2104353
CompTox Dashboard (EPA)	DTXSID90196385
Chemical and physical data
Formula	C₁₀H₁₃NO₂
Molar mass	179.219 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CNCCC1=CC2=C(C=C1)OCO2
InChI InChI=1S/C10H13NO2/c1-11-5-4-8-2-3-9-10(6-8)13-7-12-9/h2-3,6,11H,4-5,7H2,1H3 Key:OPJOMVMFYOUDPK-UHFFFAOYSA-N
(verify)