Enantiospecific synthesis and pharmacological evaluation of a series of super-potent, conformationally restricted 5-HT2A/2C receptor agonists

Journal of Medicinal Chemistry

Volumn 44, Issue 6, 2001, Pages 1003-1010

  Chambers, J J ^a   Kurrasch Orbaugh, D M ^a   Parker, M A ^a   Nichols, D E ^a  

^a PURDUE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHETAMINE DERIVATIVE; ARALKYLAMINE; CHLORINE DERIVATIVE; RADIOLIGAND; SEROTONIN 2A AGONIST; SEROTONIN 2C AGONIST;

ACYLATION; AROMATIZATION; ARTICLE; BINDING AFFINITY; BINDING SITE; DRUG CONFORMATION; DRUG POTENCY; DRUG SYNTHESIS; ENANTIOMER; LIGAND BINDING; STEREOCHEMISTRY;

3T3 CELLS; ALANINE; AMPHETAMINES; ANIMALS; BINDING, COMPETITIVE; FURANS; HYDROLYSIS; INOSITOL PHOSPHATES; LIGANDS; MICE; MOLECULAR CONFORMATION; RADIOLIGAND ASSAY; RATS; RECEPTOR, SEROTONIN, 5-HT2A; RECEPTOR, SEROTONIN, 5-HT2C; RECEPTORS, SEROTONIN; SEROTONIN AGONISTS; STEREOISOMERISM;

EID: 0035866696     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm000491y     Document Type: Article

References (24)

1. 5-Hydroxytryptamine (serotonin) receptor agonists and antagonists
2. Serotonin-glutamate interactions: A new target for antipsychotic drugs
3. 2C): Where structure meets function
4. Molecular biology of 5-HT receptors
5. Stereoselective LSD-like activity in a series of d-lysergic-acid amides of (R)-2-aminoalkanes and (S)-2-aminoalkanes
6. Effect of a chiral 4-alkyl substituent in hallucinogenic amphetamines
7. Dihydrobenzofuran analogues of hallucinogens. 4. Mescaline derivatives
8. 2A receptor
9. Synthesis of dihydrobenzofurans from phenolic mannich bases and their quaternized derivatives
10. Dihydrobenzofuran analogues of hallucinogens. 3. Models of 4-substituted (2,5-dimethoxyphenyl)alkylamine derivatives with rigidified methoxy groups
11. Trifluoroacetylation of amino acids and peptides by ethyl trifluoroacetate
12. Friedel-crafts acylation with N-(trifluoroacetyl)-(α-amino acid chlorides. Application to the preparation of β-arylalkylamines and 3-subsitiuted 1,2,3,4-tetrahydroisoquinolines
13. Synthesis of 4-methylfuro [3′,2′:5,6] benzofuro[3,2-c]pyridine
14. Sodium perfluoroalkane carboxylates as sources of perfluoroalkyl groups
15. α-methoxy-α-trifluoromethylphenylacetic acid, a versatile reagent for the determination of enantiomeric composition of alcohols and amines
16. Conformational-analysis of amphetamine in solution based on unambiguous assignment of the diastereotopic benzylic protons in the H-1-NMR spectra
17. 2A/2C agonist
18. Synthesis of concave receptors derived from diphenylglycoluril
19. Complexation as a factor in metalation reactions. Metalation of 1-methoxy-2-phenoxyethane
20. The synthesis of 5-substituted 2,3-dihydrobenzofurans
21. Diastereomeric selectivity of carbon-coated zirconia reversed-phase liquid chromatographic media
22. 2 receptor defines a family of structurally distinct but functionally conserved serotonin receptors
23. Signal transduction differences between 5-hydroxytryptamine type 2A and type 2C receptor systems