Structure-activity relationships for hallucinogenic N,N-dialkyltryptamines: photoelectron spectra and serotonin receptor affinities of methylthio and methylenedioxy derivatives

Journal Article · Mon Nov 01 00:00:00 EST 1982 · J. Med. Chem.; (United States)

DOI:https://doi.org/10.1021/jm00353a021· OSTI ID:6328622

Kline, T B; Benington, F; Morin, R D; Beaton, J M; Glennon, R A; Domelsmith, L N; Houk, K N; Rozeboom, M D

Serotonin receptor affinity and photelectron spectral data were obtained on a number of substituted N,N-dimethyltryptamines. Evidence is presented that electron-donating substituents in the 5-position lead to enhanced behavioral disruption activity and serotonin receptor affinity as compared to unsubstituted N,N-dimethyltryptamine and analogues substituted in the 4- or 6-position. Some correlation was found between ionization potentials and behavioral activity, which may have implications concerning the mechanism of receptor binding.

• Research Organization: Neurosciences Program, University of Alabama in Birmingham
• OSTI ID: 6328622
• Journal Information: J. Med. Chem.; (United States), Vol. 25:11
• Country of Publication: United States
• Language: English

Related Subjects

62 RADIOLOGY AND NUCLEAR MEDICINE
59 BASIC BIOLOGICAL SCIENCES
BEHAVIOR
SENSITIVITY
HALLUCINOGENS
BIOCHEMISTRY
BIOLOGICAL PATHWAYS
COMPARATIVE EVALUATIONS
PHARMACOLOGY
RECEPTORS
SEROTONIN
STRUCTURAL CHEMICAL ANALYSIS
TRYPTAMINES
AMINES
AUTONOMIC NERVOUS SYSTEM AGENTS
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CENTRAL NERVOUS SYSTEM AGENTS
CHEMISTRY
DRUGS
HETEROCYCLIC COMPOUNDS
HYDROXY COMPOUNDS
INDOLES
NEUROREGULATORS
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
PSYCHOTROPIC DRUGS
PYRROLES
RADIOPROTECTIVE SUBSTANCES
SYMPATHOMIMETICS
550600* - Medicine
550200 - Biochemistry
550100 - Behavioral Biology