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| Other names | MDMPEA; 1,3-Benzodioxolyl-N-methyl-5-ethanamine; 3,4-Methylenedioxy-N-methyl-2-phenylethylamine; Norlobivine; METHYL-H; METHYL-MDPEA;N-Me-MDPEA |
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| Formula | C10H13NO2 |
| Molar mass | 179.219 g·mol−1 |
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Homarylamine (INNTooltip International Nonproprietary Name),[1] also known as3,4-methylenedioxy-N-methylphenethylamine (MDMPEA) or asMETHYL-H, is achemical compound of thephenethylamine andmethylenedioxyphenethylamine (MDxx) family.[2] It is theN-methylderivative ofhomopiperonylamine (methylenedioxyphenethylamine; MDPEA; H).[2] The drug waspatented byMerck & Co. in 1956[3] and studied as anantitussive (cough suppressant) in 1961.[2][4] It is a schedule I drug in theUnited States as apositional isomer of3,4-methylenedioxyamphetamine (MDA).
Homarylamine was briefly mentioned byAlexander Shulgin in his bookPiHKAL (Phenethylamines I Have Known and Loved).[2] According to Shulgin, homarylamine has been reported to be active as anantitussive (cough suppressant) at a dose of 30 mg.[2] Nocentral effects were described as this dose.[2] Shulgin tried this dose and experienced a little tightness of facial muscles, but no mental effects whatsoever.[2]
Reaction of homarylamine withformaldehyde giveshydrastinine.[citation needed]
A practical application of homarylamine is in the synthesis ofRoemerin [de].[5]
Analogues of homarylamine includehomopiperonylamine (MDPEA),lobivine (MDDMPEA),lophophine (MMDPEA),MDA,MDMA,hydrastine, andhydrastinine, among others.[2]
