Novel antiandrogenic agent
AssigneeChugai Seiyaku Kabushiki Kaisha
InventorsMasateru Ohta, Nobuaki Kato, Mitsuaki Nakamura, Kazutaka Tachibana
Life of this patent
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Abstract
A compound pf general formula (I): 1 wherein, for example, X1 and X2 independently represent a hydrogen atom. Ra represents a hydrogen atom or a protecting group for a hydroxyl group. Rb and Rc form an optionally protected —(C═O)— together with the 3-position carbon atom attached to Rb and Rc, and the broken line forms a single bond or double bond together with the solid line, or a pharmaceutically acceptable salt of the compound or a prodrug thereof.
Claims40
A compound of general formula (I):
- 43
- wherein
- X1 and X2 independently represent a hydrogen atom or a group of general formula (II):
- —Ar—A—G—E (II),
- Ra represents a hydrogen atom or a protecting group for a hydroxyl group,
- Rb and Rc form an optionally protected —(C═O)— together with the 3-position carbon atom attached to Rb and Rc, and
- the broken line forms a single bond or a double bond together with the solid line,
- wherein Ar represents a single bond or an aromatic hydrocarbon group, A represents a single bond, a methylene group or —O—, G represents a single bond, an optionally substituted linear or branched C1-C30 alkylene group, an optionally substituted linear or branched C2-C30 alkenylene group, or an optionally substituted linear or branched C2-C30 alkynylene group, and E represents a group selected from the following formulae E1 to E10:
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- wherein R1 and R2, which are the same or different, each represent a group of general formula (III):
- —J—G2—Q—Z (III)
- [wherein J represents a single bond, a methylene group or —O—, G2 represents a single bond, an optionally substituted linear or branched C1-C10 alkylene group, an optionally substituted linear or branched C2-C10 alkenylene group, or an optionally substituted linear or branched C2-C10 alkynylene group, Q represents a single bond or a group selected from the following formulae Q1 to Q10:
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- (wherein R3 and R4, which are the same or different, each represent a hydrogen atom or a linear or branched C1-C10 lower alkyl group, the bond marked with * is linked to G2, and the bond marked with ** is linked to Z), and Z represents a hydrogen atom, a linear or branched C1-C10 alkyl group which may be substituted with a halogen atom, a linear or branched C2-C10 alkenyl group which may be substituted with a halogen atom, a linear or branched C2-C10 alkynyl group which may be substituted with a halogen atom, or a group of general formula (IV):
- —O—Rd (IV)
- (wherein Rd represents a hydrogen atom or a protecting group for a hydroxyl group)],
- provided that X1 and X2 do not simultaneously represent a hydrogen atom, and Z is not a hydrogen atom when J, G2 and Q simultaneously represent a single bond, or a pharmaceutically acceptable salt of the compound or a prodrug thereof.
An anti-androgen agent which comprises, as an active ingredient, a compound whose molecular structure substantially prevents the folding of helix 12 in the androgen receptor, or a pharmaceutically acceptable salt of the compound or a prodrug thereof.
A prophylactic or therapeutic agent for a disease selected from prostate cancer, benign prostatic hyperplasia, male pattern alopecia, precocious puberty, acne vulgaris, seborrhea and hypertrichosis, which comprises, as an active ingredient, a compound whose molecular structure substantially prevents the folding of helix 12 in the androgen receptor, or a pharmaceutically acceptable salt of the compound or a prodrug thereof.
A compound of general formula (I):
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- wherein
- X1 and X2 independently represent a hydrogen atom or a group of general formula (V):
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- [wherein n represents an integer of 1 to 10, R10 represents a hydroxyl group, an alkoxy group or an alkoxycarbonyl group, and R11 represents an alkoxy group, an alkoxycarbonyl group or a group of general formula (VI):
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- (wherein q represents an integer of 1 to 10, and R12 represents a hydroxyl group or an alkylamino group)],
- Ra represents a hydrogen atom or a protecting group for a hydroxyl group,
- Rb and Rc form an optionally protected —(C═O)— together with the 3-position carbon atom attached to Rb and Rc, and
- the broken line forms a single bond or a double bond together with the solid line,
- provided that X1 and X2 do not simultaneously represent a hydrogen atom,
- or a pharmaceutically acceptable salt of the compound or a prodrug thereof.
A compound of general formula (VII):
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- wherein
- X2 represents a group of general formula (V):
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- [wherein n represents an integer of 1 to 10, R10 represents a hydroxyl group, an alkoxy group or an alkoxycarbonyl group, and R11 represents an alkoxy group, an alkoxycarbonyl group or a group of general formula (VI):
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- (wherein q represents an integer of 1 to 10, and R12 represents a hydroxyl group or an alkylamino group)], and
- Ra represents a hydrogen atom or a protecting group for a hydroxyl group,
- or a pharmaceutically acceptable salt of the compound or a prodrug thereof.
Dependencies are inferred from the claim text.