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US 10,865,199 B2Granted
Heterocyclic antiestrogens
AssigneeSun Pharma Advanced Research Company Ltd.
InventorsRanjan Kumar Pal, Amit Pravinbhai Sedani, Kaushikkumar Dhanjibhai Prajapati, Dijixa Pinakin Rana, Sandeep Pankajbhai Pathak, Japan Nitinkumar Desai, Jayraj Dilipbhai Aradhye, Bhavesh Mohanbhai Panchal, Indraneel Ghosh, Trinadha Rao Chitturi
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Abstract
The present invention provides novel heterocyclic compounds as anticancer agents, especially as estrogen receptor (ER) antagonists/degraders and process for their preparation.
Claims9
A compound of Formula I
- or salts or stereoisomers thereof wherein,
- R1 is mono or di-substitution on ring A and is selected from a group consisting of, —OR3, halogen, —C1-6 haloalkyl, —OC1-6 haloalkyl, —CN, —N(R3)2,—NR3SO2R3, —NR3CHO, —NR3COR3, —OC(O)R3, —OC(O)N(R3)2, —OP(O)(OH)2 and —OC(O)OR3 wherein R3 at each occurrence is selected from hydrogen, C1-6 linear, branched or cyclic alkyl and C1-6 linear, branched or cyclic haloalkyl;
- R2 is mono or di-substitution and is a halogen;
- R4 is selected from hydrogen and —C1-5 alkyl;
- L is selected from C1-7 linear or branched alkyl;
- R7 and R8 are absent or independently selected from hydrogen and C1-5 alkyl;
- R9 and R10 together with the nitrogen atom to which they are attached forms a 4 to 5 membered ring optionally containing 1 to 2 additional heteroatoms selected from oxygen, nitrogen or sulfur;
- and the ring is optionally substituted with one or more group selected from halogen, —OR6, —N(R6)2 and R6 wherein R6, at each occurrence is selected from a group comprising hydrogen, C1-20 linear, branched or cyclic alkyl optionally interrupted with one or more radicals independently selected from —O—, —NR5—, —S—, —SO—,—S(O)2—, —CR5═CR5—, —C≡C—, —NR5CO—, —CONR5—, —NR5CONR5—, NR5C(O)O— and —OC(O)O—;
- optionally, R6 is further substituted with one or more groups selected from a group comprising halogen, —OR12, —N(R12)2, and —COOR12, —CON(R12)2 or —CON(R12)OH;
- wherein R12 at each occurrence is selected from hydrogen or C1-6 linear, branched or cyclic alkyl;
- is a double or a triple bond;
- R13 is selected from a group comprising —R14, —OR14, halogen, —C1-6 haloalkyl, —OC1-6 haloalkyl, —CN, —N(R14)2, —NR14SO2R14, —NR14CHO, —NR14COR14, —OC(O)R14, —OC(O)N(R14)2, —OP(O)(OH)2 and —OC(O)OR14 wherein R14 at each occurrence is selected from hydrogen, and C1-6 linear, branched or cyclic alkyl;
- and
- X is oxygen.
11 more elements
A compound of Formula I
- or salts or stereoisomers thereof wherein,
- R1 is mono or di-substitution on ring A and is selected from a group consisting of —OR3, halogen, —C1-6 haloalkyl, —OC1-6 haloalkyl, —CN, —N(R3)2, —NR3SO2R3, —NR3CHO, —NR3COR3, —OC(O)R3, —OC(O)N(R3)2, —OP(O)(OH)2 and —OC(O)OR3 wherein R3 at each occurrence is selected from hydrogen, and C1-6 linear or branched alkyl;
- R2 is mono or di-substitution and is a halogen;
- R4 is —C1-5 alkyl;
- L is selected from C1-4 linear or branched alkyl;
- R7 and R8 are independently selected from hydrogen and C1-5 alkyl;
- R9 and R10 together with the nitrogen atom to which they are attached forms a 4 to 5 membered ring optionally containing 1 to 2 additional heteroatoms selected from oxygen, nitrogen or sulfur;
- and the ring is optionally substituted with one or more group selected from halogen, —OR6, —N(R6)2 and R6 wherein R6, at each occurrence is selected from a group comprising hydrogen, C1-20 linear, branched or cyclic alkyl optionally interrupted with one or more radicals independently selected from —O—, —NR5—, —S—, —SO—, —S(O)2—, —CR5═CR5—, —C≡C—, —NR5CO—, —CONR5—, —NR5CONR5—, —NR5C(O)O— and —OC(O)O—;
- optionally, R6 is further substituted with one or more groups selected from a group comprising halogen, —OR12, —N(R12)2, and —COOR12, —CON(R12)2 or —CON(R12)OH;
- wherein R12 at each occurrence is selected from hydrogen or C1-6 linear, branched or cyclic alkyl;
- is a double bond;
- R13 is selected from a group consisting of hydrogen, halogen, —C1-6 haloalkyl and —C1-6 alkyl;
- and
- X is oxygen.
11 more elements
Dependencies are inferred from the claim text.