The structure of (1,2-benzisoxazol-3-yl)methanesulfonamide: a novel antiepileptic drug
Abstract
<h2>Acta Crystallographica Section C</h2><h3>Crystal Structure Communications</h3><h3>0108-2701</h3> <h2>research papers (organic compounds)</h2> Volume 44 Part 11 Pages 2013-2016 November 1988 <h2>The structure of (1,2-benzisoxazol-3-yl)methanesulfonamide: a novel antiepileptic drug</h2> J. N. Lisgarten and R. A. Palmer Acta Cryst. (1988). C44, 2013-2016 The Structure of (l,2-Benzisoxazol-3-ylhnethanesulfonamide: A Novel Antiepileptie Drug BY JOHN N. LISGARTEN AND REX A. PALMER* Department of Crystallography, Birkbeck College, University of London, Malet Street, London WC1E 7HX, England (Received 21 January 1988; accepted 8 July 1988) Abstract. CsHsN2OaS, Mr= 212.54, monoclinic, P2Ja, a=7.347(9), b=13.237(4), c= 10.128(8)A, fl=108.916(6)o, V= 931.9 (1) A3, Z=4, Din= 1.52(4), Dx=l.514gcm-3, 2(CuKa)=l.54184A, g= 28.35 cm-l, F(000)=440, room temperature, R = 0.040 for 1864 observed reflections. The sulfonamide N forms intermolecular hydrogen bonds with the benzisoxazole ring N and also with the O on the sulfonamide group. Centrosymmetrically related benz- isoxazole ring pairs are zr-bonded with a high degree of overlap. Introduction. The title compound (zonisamide, I) is an experimental antiepileptic drug whose spectrum of activity in animals resembles that of phenytoin (one of the most extensively used drugs for the treatment of generalized seizures) but with a much higher ratio of * Author for correspondence. 0108-2701/88/112013-04503.00 neurotoxic to effective anticonvulsant dose (Masuda, Utsui, Shiraishi,