Patent SG-11201806829T-A (SG)
Title: 6,7-dihydro-5h-benzo[7]annulene derivatives as estrogen receptor modulators
Inventor: BOUABOULA MONSIF
IPC: C07D471/04
Filed: 2017-02-14
Abstract: INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2017/140669 Al 24 August 2017 (24.08.2017) WIPO I PCT 1111111111111101110101011111010111110 0101111111011111111111110111111111110111111 (51) International Patent Classification: C07D 403/12 (2006.01) C07D 471/04 (2006.01) C07D 401/12 (2006.01) C07D 207/12 (2006.01) C07D 405/12 (2006.01) A61K 31/40 (2006.01) C07D 413/12 (2006.01) A61K 31/4025 (2006.01) C07D 417/12 (2006.01) A61P 35/00 (2006.01) (21) International Application Number: (22) International Filing Date: PCT/EP2017/053282 14 February 2017 (14.02.2017) (25) Filing Language: English (26) Publication Language: English (30) Priority Data: 16305174.1 15 February 2016 (15.02.2016) EP (71) Applicant: SANOFI [FR/FR]; 54 me La Boetie, 75008 Paris (FR). (72) Inventors: BOUABOULA, Monsif; c/o Sanofi, Patent Department, 55 Corporate Drive, Mail code: 55A-505A, Bridgewater, New Jersey NJ 8807 (US). BROLLO, Maurice; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). CERTAL, Victor; c/o Sanofi, Patent Department, 54 rue La Boetie, 75008 Paris (FR). EL- AHMAD, Youssef; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). FILOCHE-ROMME, Bruno; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). HALLEY, Frank; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). MC- CORT, Gary; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). SCHIO, Laurent; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). TABART, Michel; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). TERRIER, Corinne; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). THOMPSON, Fabienne; c/o Sanofi, Patent Depart- ment, 54 me La Boetie, 75008 Paris (FR). (74) Agent: ROMANOWSKI, Caroline; c/o Sanofi, Patent Department, 54 me La Boetie, 75008 Paris (FR). (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, 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, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KH, KN, KP, KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, [Continued on next page] (54) Title: 6,7-DIHYDRO-5H-BENZO[7]ANNULENE DERIVATIVES AS ESTROGEN RECEPTOR MODULATORS W O 20 17 / 140669 Al R5 R3 (I) (57) : The present invention relates to compounds of formula (I): wherein R1 and R2 represent hydrogen or deu- terium atoms; R3 represents a hydrogen atom or a -COOH, a -OH or a -0P0(OH)2 group; R4 represents a hydrogen atom or a fluorine atom; R5 represents a hydrogen atom or a -OH group; wherein at least one of R3 or R5 is different from a hydrogen atom; when R3 represents a -COOH, -OH or -0P0(OH)2 group, then R5 represents a hydrogen atom; when R5 represents a -OH group, then R3 and R4 represent hydrogen atoms; and R6 is selected from an optionally substi- tuted phenyl, heteroaryl, cycloalkyl or heterocycloalkyl group. The invention also relates to the preparation and to the therapeutic uses of the compounds of formula (I) as inhibitors and degraders of estrogen receptors, useful especially in the treatment of cancer. R4 WO 2017/140669 Al MIDEDIMOMOIDEIRMEMOMMHOIEMIEHOMEMOIS TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, Declarations under Rule 4.17: VN, ZA, ZM, ZW. of inventorship (Rule 4.17(iv)) (84) Designated States (unless otherwise indicated, for every kind of regional protection available): ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, KM, ML, MR, NE, SN, TD, TG). Published: with international search report (Art. 21(3)) before the expiration of the time limit for amending the claims and to be republished in the event of receipt of amendments (Rule 48.2(h))