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Cheng HC, Long JP, Nichols DE, Barfknecht CF. 
“Effects of psychotomimetics on vascular strips: studies of methoxylated amphetamines and optical isomers of 2,5-dimethoxy-4-methylamphetamine and 2,5-dimethoxy-4-bromoamphetamine”. 
J Pharmacol Exp Ther. 1974 Jan 27;188(1):114-23.
Abstract
Superfused vascular strips of dog dorsal metatarsal vein were used to study effects of methoxylated ampimetamines and the optical isomers of 2, 5-dimethoxy-4-methylamphetamine DOM and 2 , 5-dimethoxy-4-bromoamphetamine DOB on sympathetic nervous systems and on 5-hydroxytryptamine 5-HT receptors. All these amphetamine derivatives produced long lasting contractions of the superfused strips. Contractions induced by para-methoxyamphetamine PMA , 2 , 4-dimethoxyamphetamine 2,4-DMA , 2 , 5-DMA, 3 ,4-DMA and +-DOM were reduced by phentolamine 2 x 10&305 M whereas contractions produced by --DOM, -, + and --DOB were not reduced. Contractions elicited by PMA, 2 , 4-DMA and 3 , 4-DMA were antagonized by cocaine 5 X 10 M but those produced by 2,5-DMA, +- and --DOM -,+- and --DOB were not antagonized. Responses of the vascular strips to +- and --DOM -, +- and --DOB were greatly antagonized by cinanserin, a 5-HT receptor antagonist. It was concluded that PMA, 2,4-DMA and 3,4-DMA produced contractions by releasing norepinephrine from sympathetic nerve termimmals whereas 2,5-DMA elicited muscle contractions by directly stimulatimmg alpha adrenergic receptors and that +- and --DOM -, +- and --DOB activate 5-ITT receptors. PMA is the most potent in this series of compounds. Time S-+ isomers of both DOM and DOB are more potent than their corresponding R-- isomers in activation 5-HT receptors.
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