US 2014/0371319 A1Published application

NOVEL INDANESULFAMlDE DERIVATIVES

AssigneeEisai R&D Management Co., Ltd.

InventorsYuji Kazuta, Toru Watanabe, Keiichi Sorimachi, Minako Saito, Yoichi Kita, Toshiaki Tanaka, Hiroyuki Higashiyama, Takahisa Hanada, Tetsuyuki Teramoto, Takashi Kosasa, Yukio Ishikawa

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Abstract

Novel indansulfamide derivatives or a pharmaceutically acceptable salt thereof such as N-[(1S)-2,2,5,7-tetrafluoro-2,3-dihydro-1H-inden-1-yl]sulfamide, N-[(1S)-2,2,4,7-tetrafluoro-2,3-dihydro-1H-inden-1-yl]sulfamide, (+)-N-(2,2,4,6,7-pentafluoro-2,3-dihydro-1H-inden-1-yl)sulfamide, have an action of improving Seizure Severity Index (Score) in mice kindling model. Thus the compounds or the salt thereof are expected as a drug for treating epilepsy.

A compound selected from the group consisting of:

1) N-[(1S)-2,2,5,7-tetrafluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
2) N-[(1S)-2,2,4,7-tetrafluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
3) (+)-N-(2,2,4,6,7-pentafluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
4) N-[(1S*)-5-cyano-2,2-difluoro-7-methyl-2,3-dihydro-1H-inden-1-yl]sulfamide,
5) (−)-N-(7-chloro-2,2,5-trifluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
6) (−)-N-(7-chloro-2,2,4-trifluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
7) (−)-N-(7-chloro-2,2-difluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
8) (−)-N-(7-chloro-2,2,6-trifluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
9) (+)-N-(5-chloro-2,2,7-trifluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
10) N-[(1S)-2,2-difluoro-7-methyl-2,3-dihydro-1H-inden-1-yl]sulfamide,
11) N-[(1S)-2,2,5-trifluoro-7-methyl-2,3-dihydro-1H-inden-1-yl]sulfamide,
12) N-[(1S*)-2,2,4-trifluoro-7-methyl-2,3-dihydro-1H-inden-1-yl]sulfamide,
13) N-[(1S*)-7-(difluoromethyl)-2,2-difluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
14) N-[(1R*,2R*)-2,4,7-trifluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
15) (−)-N-[(1R*,2R*)-7-chloro-2,4-difluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
16) (+)-N-[(1R*,2R*)-7-chloro-2,4-difluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
17) (−)-N-[(1R*,2R*)-7-chloro-2,5-difluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
18) (+)-N-[(1R*,2R*)-4-chloro-7-fluoro-2-methoxy-2,3-dihydro-1H-inden-1-yl]sulfamide,
19) (+)-N-(7-chloro-4-fluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
20) (±)-N-(5-fluoro-7-methyl-2,3-dihydro-1H-inden-1-yl)sulfamide,
21) (−)-N-(4-fluoro-7-methyl-2,3-dihydro-1H-inden-1-yl)sulfamide,
22) (+)-N-(4-fluoro-7-methyl-2,3-dihydro-1H-inden-1-yl)sulfamide,
23) (+)-N-(7-methyl-2,3-dihydro-1H-inden-1-yl)sulfamide,
24) (±)-N-(5-chloro-7-methyl-2,3-dihydro-1H-inden-1-yl)sulfamide,
25) (−)-N-(4-chloro-7-fluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
26) (+)-N-(7-chloro-5-cyano-2,3-dihydro-1H-inden-1-yl)sulfamide,
27) (−)-N-(7-chloro-5-cyano-2,3-dihydro-1H-inden-1-yl)sulfamide,
28) (−)-N-(5-chloro-7-fluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
29) N-[(1S)-4,7-difluoro-2,3-dihydro-1H-inden-1-yl]sulfamide,
30) (+)-N-(7-chloro-2,3-dihydro-1H-inden-1-yl)sulfamide,
31) (+)-N-(5-cyano-7-methyl-2,3-dihydro-1H-inden-1-yl)sulfamide,
32) (−)-N-(5-cyano-7-methyl-2,3-dihydro-1H-inden-1-yl)sulfamide,
33) N-[(1S)-7-chloro-5-fluoro-2,3-dihydro-1H-inden-1-yl]sulfamide, and
34) (−)-N-(4,6,7-trifluoro-2,3-dihydro-1H-inden-1-yl)sulfamide,
or a pharmaceutically acceptable salt thereof.

32 more elements

Facts

Application

14/370,633Filed 17 Jun 2013

Priority

21 Jun 2012

Published

18 Dec 2014

Term ends

Not estimatedThe source records don’t support an estimate.

Classification9 codes

C07C 307/08
Diamides of sulfuric acids: having nitrogen atoms of the sulfamide groups bound to carbon atoms of rings other than six-membered aromatic rings
A61K 31/18
Amides, e.g. hydroxamic acids: sulfonamides
A61P 25/00
Drugs for disorders of the nervous system
A61P 25/08
Drugs for disorders of the nervous system: antiepileptics; Anticonvulsants

Family

Application61/662,626Us provisional application · filed 21 Jun 2012

Application61/709,737Us provisional application · filed 4 Oct 2012

Application61/751,331Us provisional application · filed 11 Jan 2013

US 9,018,260 B2Related patent

US 2014/0371319 A1This patent

From the US filing history. Foreign family members aren’t listed.

Abstract

Claims20