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L-694247

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L-694247
Names
Preferred IUPAC name
N-[4-({5-[3-(2-Aminoethyl)-1H-indol-5-yl]-1,2,4-oxadiazol-3-yl}methyl)phenyl]methanesulfonamide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • InChI=1S/C20H21N5O3S/c1-29(26,27)25-16-5-2-13(3-6-16)10-19-23-20(28-24-19)14-4-7-18-17(11-14)15(8-9-21)12-22-18/h2-7,11-12,22,25H,8-10,21H2,1H3
    Key: HKXMQLISPYELRD-UHFFFAOYSA-N
  • CS(=O)(=O)Nc1ccc(cc1)Cc2nc(on2)c3ccc4c(c3)c(c[nH]4)CCN
Properties
C20H21N5O3S
Molar mass 411.48 g mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

L-694247 is a selective serotonin 5-HT1B and 5-HT1D full agonist, with similar affinities and activational potencies at these two receptors, about 20- to 25-fold greater affinity for the serotonin 5-HT1D receptor over the serotonin 5-HT1A receptor, and negligible affinity for the serotonin 5-HT1E and 5-HT1F receptors.[1][2]

When L-694247 was injected intraventricularly in dehydrated rats, it inhibited water intake. Pre-treatment with a serotonin 5-HT1D antagonist abolished this effect. Administration of L-694,247 to normally hydrated rats had no effect on water intake.[3]

L-694247 is a 5-substituted tryptamine derivative.[4]

See also

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References

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  1. ^ Pauwels PJ, Tardif S, Palmier C, Wurch T, Colpaert FC (1997). "How efficacious are 5-HT1B/D receptor ligands: an answer from GTP gamma S binding studies with stably transfected C6-glial cell lines". Neuropharmacology. 36 (4–5): 499–512. doi:10.1016/s0028-3908(96)00170-0. PMID 9225275.
  2. ^ Beer, MS (November 1993). "L-694,247: a potent 5-HT1D receptor agonist". British Journal of Pharmacology. 110 (3): 1196–200. doi:10.1111/j.1476-5381.1993.tb13941.x. PMC 2175804. PMID 8298808.
  3. ^ CASTRO-e-SILVA, E. DE (August 1997). "Effect of Third Ventricle Administration of L-694,247, a Selective 5-HT1D Receptor Agonist, on Water Intake in Rats". Pharmacology Biochemistry and Behavior. 57 (4): 749–754. doi:10.1016/S0091-3057(96)00457-1. PMID 9259002. S2CID 32511102.
  4. ^ "2-(5-(3-(4-(Methylsulfonylamino)benzyl)-1,2,4-oxadiazol-5-yl)-1H-indole-3-yl)ethylamine". PubChem. Retrieved 29 July 2025.


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