N-[3-(2-Dimethylaminoethyl)-2-methyl-1H- indol-5-yl]-4-fluorobenzamide:  A Potent, Selective, and Orally Active 5-HT1F Receptor Agonist Potentially Useful for Migraine Therapy

Journal of Medicinal Chemistry
2001.0

Abstract

Recent studies have demonstrated that selective 5-HT(1F) receptor agonists inhibit neurogenic dural inflammation, a model of migraine headache, indicating that these compounds may be effective therapies for the treatment of migraine pain. This communication describes the synthesis and discovery of a novel compound, N-[3-(2-(dimethylamino)ethyl)-2-methyl-1H-indol-5-yl]-4-fluorobenzamide (4), which possesses high binding affinity and selectivity at the 5-HT(1F) receptor relative to more than 40 other serotonergic and nonserotonergic receptors examined.

Knowledge Graph

Similar Paper

N-[3-(2-Dimethylaminoethyl)-2-methyl-1H- indol-5-yl]-4-fluorobenzamide:  A Potent, Selective, and Orally Active 5-HT<sub>1F</sub> Receptor Agonist Potentially Useful for Migraine Therapy
Journal of Medicinal Chemistry 2001.0
A new indole from Penicillium daleae.
The Journal of Antibiotics 1994.0
N-Methyl-5-tert-butyltryptamine:  A Novel, Highly Potent 5-HT<sub>1D</sub> Receptor Agonist
Journal of Medicinal Chemistry 1999.0
Fluorinated indole-imidazole conjugates: Selective orally bioavailable 5-HT7 receptor low-basicity agonists, potential neuropathic painkillers
European Journal of Medicinal Chemistry 2019.0
5-[(3-Nitropyrid-2-yl)amino]indoles: Novel Serotonin Agonists with Selectivity for the 5-HT1D Receptor. Variation of the C3 Substituent on the Indole Template Leads to Increased 5-HT1D Receptor Selectivity
Journal of Medicinal Chemistry 1994.0
Synthesis and Serotonergic Activity of N,N-Dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethylamine and Analogs: Potent Agonists for 5-HT1D Receptors
Journal of Medicinal Chemistry 1995.0
5-cyano-1-[3-(N-methylpyrrolidin-2R-ylmethyl)indol-5-yl] benzimidazole (CP-161,242): A potent, centrally active 5-HT1D receptor agonist and benzodiazepine partial agonist
Bioorganic &amp; Medicinal Chemistry Letters 1995.0
Synthesis, biological activity and electrostatic properties of 3-[2-(dimethylamino)ethyl]-5-[(3-amino-1,2,4-thiadiazol-5-yl)methyl]-1H-indole, a novel 5-HT1D receptor agonist.
Bioorganic &amp; Medicinal Chemistry Letters 1993.0
New Serotonin 5-HT<sub>1A</sub> Receptor Agonists Endowed with Antinociceptive Activity in Vivo
Journal of Medicinal Chemistry 2013.0
Synthesis and preliminary screening of novel indole-3-methanamines as 5-HT4 receptor ligands
European Journal of Medicinal Chemistry 2009.0