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Almotriptan, an Antimigraine Agent, and Its Malate Salt

K Ravikumar, B Sridhar, Harihara Krishnan, A N Singh

Acta Crystallogr C. 2008 Jan;64(Pt 1):o15-7.

PMID: 18216450

Abstract:

The crystal structures of almotriptan {systematic name: N,N-dimethyl-2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1H-indol-3-yl]ethanamine}, C17H25N3O2S, and almotriptan malate {systematic name: N,N-dimethyl-2-[5-(pyrrolidin-1-ylsulfonylmethyl)-1H-indol-3-yl]ethanaminium malate, C17H26N3O2S+ x C4H5O5(-), a novel selective serotonin 1B/D agonist, have been determined in order to gain further insight into the structure-activity relationships of triptans. The two structures differ in the orientation of their sulfonylpyrrolidine side chains. A comparison with other triptans reveals that molecules of almotriptan, sumatriptan, zolmitriptan and rizatriptan can adopt two principal conformations. N-H...N, N-H...O and O-H...O hydrogen bonds are responsible for the molecular packing.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP145202660 Rizatriptan benzoate salt Rizatriptan benzoate salt 145202-66-0 Price
AP181183528 Almotriptan malate Almotriptan malate 181183-52-8 Price
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