Patent SG-11201803808V-A (SG)
Title: 1,3,4-thiadiazole compounds and their use in treating cancer
Inventor: FINLAY MAURICE
IPC: C07D417/14
Filed: 2016-11-30
Abstract: INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property -' Organization International Bureau ... ......*eid C.,,,,1 (43) International Publication Date 0 8 June 2017 (08.06.2017) WI P0 I P CT ID Hit (10) 11111111111111111111 WO International Ell 2017/093301 11111111111111111111 Publication 11111 Number Al HIRE IIII IIIIIIII (51) International Patent Classification: Way, Macclesfield Cheshire SK10 2NA (GB). BAILEY, C07D 417/14 (2006.01) A61P 35/00 (2006.01) Andrew; AstraZeneca Alderley Park, Macclesfield A61K 31/433 (2006.01) Cheshire SK10 4TG (GB). (21) International Application Number: (74) Agent: COOK, Andrew; AstraZeneca Intellectual Prop - PCT/EP2016/079253 erty Mereside, Alderley Park, Macclesfield Cheshire SK10 4TG (GB). (22) International Filing Date: 30 November 2016 (30.11.2016) (81) Designated States (unless otherwise indicated, for every (25) Filing Language: English kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, (26) Publication Language: English BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, (30) Priority Data: HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KN, KP, KR, 62/260784 30 November 2015 (30.11.2015) US KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, (71) Applicants: ASTRAZENECA AB [SE/SE]; 151 85 MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, Sodertalje (SE). CANCER RESEARCH TECHNO- OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, LOGY LIMITED [GB/GB]; Angel Building 407 St John SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, Street, London EC1V 4AD (GB). TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (72) Inventors: FINLAY, Maurice, Raymond, Verschoyle; AstraZeneca R&D Cambridge, Darwin Building Cam- (84) Designated States (unless otherwise indicated, for every bridge Science Park, Milton Road, Cambridge Cambridge- kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, shire CB4 OFZ (GB). PERKINS, David, Robert; As- TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, tra7eneca Block 11S, Mereside, Alderley Park, Maccles- field Cheshire SK10 4TG NISSINK, Johannes, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, (GB). DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, Wilhelmus, Maria; AstraZeneca, Darwin Building Cam- LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, Science Park, Milton Road, Cambridge Canbridge- TR), BJ, SM, OAPI (BF, CF, CG, CI, CM, GA, GN, GQ, shire CB4 OWG (GB). RAUBO, Piotr, Antoni; As SM, GW, KM, ML, MR, NE, SN, TD, TG). tra7eneca, Hodgkin Building, Chesterford Research Cam- pus Little Chesterford, Saffron Walden, Cambridge Cam- Published: bridgeshire CB10 1XL (GB). SMITH, Peter, Duncan; As- with international search report (Art 21(3)) traZeneca, Early Chemical Development, Pharmaceutical Sciences Etherow F40/4, Silk Road Business Park, Charter (54) Title: 1,3,4-THIADIAZOLE COMPOUNDS AND THEIR USE IN TREATING CANCER R3 , R2 R 1 H H S N 1-1 _ s\ r ....„. I R 4 .4t 1-1 o en M Q C\ 0 N 1-1 (57) : A compound of Formula O fluoropyridazin-3-y1; R 1 can be H; \" and R 2 taken together can be -(CH2)2- 0 The compound of formula (I) can inhibit R 2 and and R 3 can each R 3 can be glutaminase, (I) or a pharmaceutically N—N -CH3; e.g., independently R 4 halo, GLS1. acceptable be Cl-C6 -CH3, -OCH3, / salt thereof, is described. alkyl, or -OCHF2, R 2 and R 3 taken -OCF3, or (J) Q can be pyridazin-3-yl, 6- together are -(CH 2 ) 3 ; or R 1 -CN; and n can be 0, 1, or 2.