Patent SG-11201804664X-A (SG)
Title: Salt forms and polymorphs of (r)-1-(4-(6-(2-(4-(3,3-difluorocyclobutoxy)-6-methylpyridin-2-yl) acetamido) pyridazin-3-yl)-2-fluorobutyl)-n-methyl-1h-1,2,3-triazole-4-carboxamide
Inventor: JONES PHILIP
IPC: C07D235/00
Filed: 2016-12-21
Abstract: INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property , Organization MD 1111101110101011111 HO 11111011101 01110111111011 IDIOM III International Bureau .. .... ..Yejd (10) International Publication Number (43) International Publication Date ..... ...r .....1 WO 2017/112831 Al 29 June 2017(29.06.2017) WIPO I PCT (51) International Patent Classification: (81) Designated States (unless otherwise indicated, for every C07D 249/08 (2006.01) A61K 31/41 (2006.01) kind of national protection available): AE, AG, AL, AM, C07D 235/00 (2006.01) AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, (21) International Application Number: DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, PCT/US2016/068149 HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KH, KN, (22) International Filing Date: KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, 21 December 2016 (21.12.2016) MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, (25) Filing Language: English RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, (26) Publication Language: English TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (30) Priority Data: 62/271,018 22 December 2015 (22.12.2015) US (84) Designated States (unless otherwise indicated, for every kind of regional protection available): ARIPO (BW, GH, (71) Applicant: BOARD OF REGENTS, THE UNIVER- GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, SITY OF TEXAS SYSTEM [US/US]; 201 W. 7th Street, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, Austin, TX 78701 (US). TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, (72) Inventors: JONES, Philip; 2727 Carolina Way, Houston, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, TX 77005 (US). SOTH, Michael, J.; 18 Thetford Street, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, Sugar Land, TX 77479 (US). BURKE, Jason, B.; 4301 SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, — Hazelton St., Houston, TX 77035 (US). KANG, Le; 5103 GW, KM, ML, MR, NE, SN, TD, TG). — Manzanilla View Lane, Sugar Land, TX 77479 (US). LIU, Published: _ Gang; 4807 Whitby Circle, Sugar Land, TX 77479 (US). with international search report (Art. 21(3)) (74) Agent: HATHAWAY, Cynthia; Global Patent Group, LLC, 17014 New College Avenue, Ste 201, St. Louis, MO 63040 (US). = = = = = = = = = Il 11 M GC ei ,-1 ,-1 IN 1-1 (54) Title: SALT FORMS AND POLYMORPHS OF (R)-1-(4-(6-(2-(4-(3,3-DIFLUOROCYCLOBUTOXY)-6-METHYLPYRID- © IN-2-YL) ACETAMIDO) PYRIDAZIN-3-YL)-2-FLUOROBUTYL)-N-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXAMIDE ei 0 (57) : Disclosed herein is the compound (R)-1-(4-(6-(2-(4-(3,3-difluorocyclobutoxy)-6- methylpyridin-2-yl)acetamido) pyridazin-3-y1)-2-fluorobuty1)-N-methyl-1H-1,2,3-triazole-4- carboxamide, and salt forms and polymorphs thereof demonstrating im- proved exposure after oral dosing. Methods of inhibition GLS1 activity in a human or animal subject are also provided.