Stereoselective pharmacological effects of lysergic acid amides possessing chirality in the amide substituent

David E. Nichols; A. Monte; X. Huang; D. Marona-Lewicka

doi:10.1016/0166-4328(96)00080-0

Stereoselective pharmacological effects of lysergic acid amides possessing chirality in the amide substituent

David E. Nichols, A. Monte, X. Huang, D. Marona-Lewicka

Research output: Contribution to journal › Article › peer-review

9 Scopus citations

Abstract

Studies of the affinities for serotonin 5-HT_2A and 5-HT_1A receptor subtypes of lysergic acid amides prepared from chiral 2-aminoalkanes showed a stereoselective preference at both receptor types for the amides with alkyl groups containing the R configuration. The 5-HT_2A receptor was less tolerant of long alkyl groups than was the 5-HT_1A subtype. In vivo assays in rats trained to discriminate LSD from saline also showed that amides with alkyl groups having the R configuration were most potent.

Original language	English (US)
Pages (from-to)	117-119
Number of pages	3
Journal	Behavioural Brain Research
Volume	73
Issue number	1-2
DOIs	https://doi.org/10.1016/0166-4328(96)00080-0
State	Published - Dec 15 1995

All Science Journal Classification (ASJC) codes

Behavioral Neuroscience

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10.1016/0166-4328(96)00080-0

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title = "Stereoselective pharmacological effects of lysergic acid amides possessing chirality in the amide substituent",

abstract = "Studies of the affinities for serotonin 5-HT2A and 5-HT1A receptor subtypes of lysergic acid amides prepared from chiral 2-aminoalkanes showed a stereoselective preference at both receptor types for the amides with alkyl groups containing the R configuration. The 5-HT2A receptor was less tolerant of long alkyl groups than was the 5-HT1A subtype. In vivo assays in rats trained to discriminate LSD from saline also showed that amides with alkyl groups having the R configuration were most potent.",

author = "Nichols, {David E.} and A. Monte and X. Huang and D. Marona-Lewicka",

note = "Funding Information: This work was supported by Grant DA02189 from the National Institute on Drug Abuse.",

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AU - Monte, A.

AU - Huang, X.

AU - Marona-Lewicka, D.

N1 - Funding Information: This work was supported by Grant DA02189 from the National Institute on Drug Abuse.

PY - 1995/12/15

Y1 - 1995/12/15

N2 - Studies of the affinities for serotonin 5-HT2A and 5-HT1A receptor subtypes of lysergic acid amides prepared from chiral 2-aminoalkanes showed a stereoselective preference at both receptor types for the amides with alkyl groups containing the R configuration. The 5-HT2A receptor was less tolerant of long alkyl groups than was the 5-HT1A subtype. In vivo assays in rats trained to discriminate LSD from saline also showed that amides with alkyl groups having the R configuration were most potent.

AB - Studies of the affinities for serotonin 5-HT2A and 5-HT1A receptor subtypes of lysergic acid amides prepared from chiral 2-aminoalkanes showed a stereoselective preference at both receptor types for the amides with alkyl groups containing the R configuration. The 5-HT2A receptor was less tolerant of long alkyl groups than was the 5-HT1A subtype. In vivo assays in rats trained to discriminate LSD from saline also showed that amides with alkyl groups having the R configuration were most potent.

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Stereoselective pharmacological effects of lysergic acid amides possessing chirality in the amide substituent

Abstract

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