11β-hydroxyandrosta-4-ene-3-ones
AssigneeSun Pharma Advanced Research Company Ltd.
InventorsJiten Ranchhodbhai Patel, Gopalkumar Chimanlal Patel, Gaurav Sanjivkumar Sheth, Samir Rameshchandra Shah, Sanjay Nandlal Mandhane, Trinadha Rao Chitturi, Rajamannar Thennati
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Abstract
The invention provides 11β-hydroxyandrosta-4-ene-3-one compounds of Formula I, or physiologically acceptable salts or solvates thereof: wherein R4 represents a moiety selected from a group consisting of (A), (B) and (C), with a proviso that when R4 represents moiety (C), Z is S:
Claims14
An 11β-hydroxyandrosta-4-ene-3-one compound of formula I, or a physiologically acceptable salt thereof:
- wherein
- represents double bond and represents α or β-configuration;
- Z represents O or S;
- R1 represents hydrogen or methyl which may be either in α or β-configuration;
- R2 and R3 are the same or different and each independently represents hydrogen, halogen, or methyl;
- R5 is independently selected from the group consisting of (C1-C4)-alkyl, (C3-C6)-cycloalkyl, —O—(C1-C4)-alkyl, and a phenyl ring or heterocyclic ring selected from the group consisting of thienyl and furyl, wherein the ring or ring system is unsubstituted or substituted by one or more of halogen, —OH, and (C1-C3)-alkyl, wherein the alkyl or cycloalkyl groups are optionally substituted by one or more of halogen, (C1-C3)-alkyl, —O—(C1-C3)-alkyl, and (C3-C6)-cycloalkyl;
- R4 represents moiety:
- wherein
- m1 is 1;
- m2 is 0 or 1;
- m3 is 0 or 1;
- n1 is 0, 1 or 2;
- P and Q are hydrogen;
- X represents either a double bond or a triple bond;
- J and K are independently selected from the group consisting of hydrogen and (C1-C3)-alkyl;
- and
- L is selected from the group consisting of halogen, —OH, —O—(C1-C4)-alkyl, —OCO—(C1-C6)-alkyl, —OCO—(C3-C13)-cycloalkyl, —OCO—CO—O—(C1-C4)-alkyl, —OCO—O—(C1-C10)-alkyl, —OCO—O—(C3-C6)-cycloalkyl, —OCO—NH—(C1-C4)-alkyl, —OCO—N—[(C1-C4)-alkyl]2, and —N—[(C1-C8)-alkyl]2;
- wherein
- the alkyl or cycloalkyl groups of J, K or L are optionally substituted by one or more of halogen, —OH, (C1-C3)-alkyl, —O—(C1-C3)-alkyl, —OCO—(C1-C3)-alkyl, —COOH, —COO—(C1-C5)-alkyl, —COO—(C1-C5)-haloalkyl, —NHCO—(C1-C8)-alkyl, —ONO2, and (C3-C6)-cycloalkyl;
- J and K are optionally joined together with the carbon atom to which they are attached to represent a (C3-C6)-cycloalkyl or —CO— group and L is selected from hydroxyl and O(C1-C3)alkyl;
- and
- J, K and L are absent when n1 is 0.
An 11β-hydroxyandrosta-4-ene-3-one compound of formula I-B, or a physiologically acceptable salt thereof:
- wherein
- represents double bond and represents α or β-configuration;
- Z represents O or S;
- R1 represents hydrogen or methyl which may be either in α or β-configuration;
- R2 and R3 are the same or different and each independently represents hydrogen, halogen, or a methyl group;
- R5 is independently selected from the group consisting of (C1-C4)-alkyl, (C3-C6)-cycloalkyl, —O—(C1-C4)-alkyl, and a phenyl ring or heterocyclic ring selected from the group consisting of thienyl and furl, wherein the ring or ring system is unsubstituted or substituted by one or more of halogen, —OH, and (C1-C3)-alkyl, wherein the alkyl or cycloalkyl groups are optionally substituted by one or more of halogen, (C1-C3)-alkyl, —O—(C1-C3)-alkyl, and (C3-C6)-cycloalkyl;
- m1 is 1;
- m2 is 0 or 1;
- m3 is 0 or 1;
- n1 is 0, 1 or 2;
- P and Q are hydrogen;
- X represents either a double bond or a triple bond;
- J and K are independently selected from the group consisting of hydrogen and methyl;
- and
- L is selected from the group consisting of halogen, —OH, —O—(C1-C4)-alkyl, —OCO—(C1-C6)-alkyl, —OCO—(C3-C13)-cycloalkyl, —OCO—CO—O—(C1-C4)-alkyl, —OCO—O—(C1-C10)-alkyl, —OCO—O—(C3-C6)-cycloalkyl, —OCO—NH—(C1-C4)-alkyl, —OCO—N—[(C1-C4)-alkyl]2, and —N—[(C1-C8)-alkyl]2;
- wherein
- the alkyl or cycloalkyl groups of J, K or L are optionally substituted by one or more of halogen, —OH, (C1-C3)-alkyl, —O—(C1-C3)-alkyl, —OCO—(C1-C3)-alkyl, —COOH, —COO—(C1-C5)-alkyl, —COO—(C1-C5)-haloalkyl, —NHCO—(C1-C8)-alkyl, —ONO2, and (C3-C6)-cycloalkyl;
- J and K are optionally joined together with the carbon atom to which they are attached to represent a (C3-C6)-cycloalkyl or —CO— group and L is selected from hydroxyl and methoxy;
- and
- J, K and L are absent when n1 is 0.
Dependencies are inferred from the claim text.