Title:
置換されたN-アミノメチレンスルホンアミド、その製造および医薬としてのその使用
Document Type and Number:
Japanese Patent JP2008526914
Kind Code:
A
Abstract:
Substituted N-aminomethylene sulfonamide compounds (I) and their salts are new. Substituted N-aminomethylene sulfonamide compounds of formula (I) and their salts are new. R1 : H, halo or CF 3; R2 : H, amino, (di)1-3C alkylamino or 1-3C alkoxy; R3 : 1-10C alkyl, 2-10C alkenyl, (hetero)aryl or heterocyclyl (all optionally substituted by T); T : (hetero)aryl, heterocyclyl, (hetero)aryl-(1-6C-alkyl)-, heterocyclyl-(1-6C alkyl)-, -O-aryl, F, Cl, Br, -CF 3, -OCF 3, -NO 2, -CN, -C(O)R7, OH, 1-6C alkyl or 1-3C alkoxy (where (hetero)aryl and heterocyclyl rings are optionally substituted by F, Cl, Br, oxo, -CF 3, -OCF 3, -NO 2, -CN, OH, 1-3C alkyl or monosubstituted 1-3C alkoxy); R4, R5 : H or 1-10C alkyl (optionally substituted by T); or NR4R5 : heterocyclyl (optionally substituted by T1); T1 : halo, 1-6C alkyl, 1-6C alkoxy, phenyl, oxo, amino, (di)1-3C alkylamino, -OCF 3, -CF 3 or OH; R6 : 1-10C alkyl, 2-10C alkenyl or aryl-(1-6C-alkyl) (all optionally substituted by T1), H or -SO 2(1-3C alkyl); or R6+R3, X+R6 : heterocyclyl (optionally substituted by T); R7 : 1-3C alkoxy, -O-phenyl, 1-3C alkyl, amino, (di)1-3C alkylamino or phenyl (where phenyl is optionally substituted by F, Cl, Br, -CF 3, -OCF 3, -NO 2, -CN, OH, 1-3C alkyl or monosubstituted 1-3C alkoxy); A : SO 2, CO or CH 2; X : NR6 or O; where R1 and R2 are not simultaneously hydrogen, heteroaryl is 5-10 membered, aromatic, mono- or bicyclic heterocycle, containing heteroatom(s) of N, O or S, aryl is 5-10-membered, aromatic, mono- or bicycle, and heterocyclyl is 5-10 membered, non-aromatic, mono- or bicyclic heterocycle containing N, O and/or S; and provided that when R2 is H and R1 is halo, then A-XR3 is not -C(O)-O-CH 2-CH 2-NH 2 (i), -C(O)-NH-CH 2-CH=CH 2 (ii), -C(O)-NHCH 2-CH 2-Z (iii) (where Z is halo, OH, trialkylammonium, mesylate or tosylate), -C(O)-O-(1-6C-alkyl) (iv), -C(O)-NH-benzimidazolyl (v) or -C(O)-NH-(1,2,3,4-tetrahydroisochinolinyl) (vi), where in (i) and (iii) -CH 2-CH 2 fragment exhibits 1-4C alkyl of R1-R4, where one of R1-R4 is carboxy, hydroxymethyl or alkyloxycarbonyl with at most 5C-atoms or two of R1-R4 is isopropyl, isobutyl, tert-butyl, phenyl or cycloalkyl with 5-6C atoms, and in (v) and (vi), the benzimidazolyl and (1,2,3,4-tetrahydroisochinolinyl) are optionally substituted. Independent claims are also included for: (1) the preparation of (I); and (2) a composition (A) comprising (I) and a carrier. [Image] ACTIVITY : Antidiabetic; Anorectic. MECHANISM OF ACTION : Monoacylglyeride lipase inhibitor; Hormone sensitive lipase inhibitor. The ability of (I) to inhibit hormone sensitive lipase was tested using biological assays. The results showed that the median inhibitory concentration value of 2-amino-4-chloro-5-dimethylaminomethylene-sulfamoyl-N-dibutyl-benzolsulfonamide (Ib) was 0.03 mu M.
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Inventors:
Karl Schenafinger
Stephan Petri
Gunther Muller
Carl-Heinz Burlinghouse
Stephan Petri
Gunther Muller
Carl-Heinz Burlinghouse
Application Number:
JP2007550767A
Publication Date:
July 24, 2008
Filing Date:
January 16, 2006
Export Citation:
Assignee:
Sanofi-Aventis
International Classes:
C07C311/51; A61K31/18; A61K31/445; A61K31/4453; A61K31/495; A61K31/5375; A61P3/04; A61P3/10; A61P43/00; C07C303/40; C07D211/14; C07D265/30; C07D295/10; C07D295/22
Attorney, Agent or Firm:
Chika Takagi
Junji Yuda
Shoji Miwa
Noriyuki Takebayashi
Junji Yuda
Shoji Miwa
Noriyuki Takebayashi