137601-29-7Relevant academic research and scientific papers
5-Methyl-1-(3-pyridylcarbamoyl)-1,2,3,5-tetrahydropyrroloindole: A Novel 5-HT2C/5-HT2B Receptor Antagonist with Improved Affinity, Selectivity, and Oral Activity
Forbes, Ian T.,Ham, Peter,Booth, Deborah H.,Martin, Roger T.,Thompson, Mervyn,et al.
, p. 2524 - 2530 (2007/10/02)
The preparation of a series of conformationally restricted analogues of indolylurea 1, namely tetrahydropyrroloindoles and tetrahydropyrroloquinolines, is described.The binding affinities of these compounds at 5-HT2A, 5-HT2B, and 5-HT2C receptors were determined.Of these compounds, the 1,2,3,5-tetrahydropyrroloindole derivative, compound 11, was found to have high affinity for the 5-HT2C (pK1 8.0) and 5-HT2B receptors (pA2 8.5), with excellent selectivity over the 5-HT2A and various other receptors (pK1B 8.8), and an in vivo functional model, mCPP-induced hypolocomotion (ID50 5.5 mg/kg po). 11 should therefore be of significant utility as a pharmacological tool to delineate the functional significance of blockade of 5-HT2B and 5-HT2C receptors.
Regioselectivity in electrophilic substitution of 5-aminoindoles and 5-aminoindolines: Synthesis of pyrrolo[3,2-e]indoles and isomeric pyrrolo[2,3-f]indoles
Prasad,Burchat,Weeratunga,Watts,Dmitrienko
, p. 5035 - 5038 (2007/10/02)
An FMO Theory prediction that 5-aminoindoles, 5, should react with electrophiles preferentially at C4 rather than at C6 whereas N1-acyl-5-aminoindolones, 6, should react preferentially at C6 rather than C4 is borne out experimentally by the synthesis of a pyrrolo[3,2-e]indole from 5 and pyrrolo[2,3-f]indoles from 6.
