Back to results
US 6,399,595 B1Granted
Steroid sulfatase inhibitors and methods for making and using the same
AssigneesDuquesne University of the Holy Ghost, Kyowa Hakko Kogyo Co., Ltd.
InventorsPui-Kai Li, Chikara Murakata, Shiro Akinaga
Life of this patent
Estimating the term…
Abstract
Novel sulfatase inhibitor compounds useful in the treatment of estrogen dependent illnesses are disclosed. These compounds generally comprise a steroid nucleus substituted at the C17 position. Methods for synthesizing these compounds and using them in the therapeutic and/or prophylactic treatment of a patient are also disclosed.
Claims14
A compound having the formula:
- wherein R1 and R2 are independently selected from hydrogen and a lower alkyl group having one to six carbons:
- R3 is selected from the group:
- R4 and R5 are independently selected from hydrogen, straight or branched chain alkyl groups having one to fourteen carbons, and straight or branched chain alkoxy groups having one to six carbons, but when one of R4 or R5 is hydrogen the other is not a straight chain alkyl group having four to fourteen carbons;
- R6 is selected from hydrogen and straight or branched chain alkyl groups having one to fourteen carbons;
- R7 is selected from
- OR14, and hydrogen,
- R12 and R13 are independently selected from hydrogen, alkyl groups having one to fourteen carbons and alkoxy groups having one to six carbons, and R14 is selected from hydrogen, and straight or branched chain alkyl groups having one to fourteen carbons, but when R7 is
- and one of R12 or R13 is hydrogen, the other is not a straight chain alkyl group having four to fourteen carbons;
- R8 is selected from hydrogen and straight or branched chain alkyl groups having one to six carbons;
- R9 is selected from straight or branched chain alkanoyl groups having one to fifteen carbons, straight or branched chain alkyl groups having one to fourteen carbons, CO(CH2)mCH3 and COR10, but when R8 is hydrogen, R9 is not a straight chain alkanoyl having five to fifteen carbons;
- R10 is a straight or branched chain alkyl group having one to fourteen carbons, but the alkyl group is not a branched chain when the alkyl group is a C1 or C2 alkyl group, but when R8 is hydrogen, R10 is not a straight chain alkyl group having four to fourteen carbons;
- R11 is a branched chain alkyl group having three to fourteen carbons;
- m is 0 to 2;
- and
- X and Y are both carbons and the bond between X and Y is either single or double, except when R3 is
- the bond between X and Y is single.
13 more elements
A compound having the formula:
- wherein R1 and R2 are both hydrogen,
- wherein R3 is
- and wherein R4 is a hydrogen and R5 is an alkyl chain having four to six carbons.
A compound having the formula:
- wherein R1 and R2 are both hydrogen,
- wherein R3 is
- and R4 is an alkyl group having one to five carbons and R5 is an alkyl group having one to six carbons.
A compound having the formula:
- wherein R1 and R2 are both hydrogen,
- wherein R3 is
- and R11 is a branched chain alkyl group having three to eight carbons.
A method of treating a patient for an estrogen dependent illness comprising administering to said patient an effective amount of a compound having the formula:
- wherein R1 and R2 are independently selected from hydrogen and a lower alkyl group having one to six carbons:
- R3 is selected from the group:
- R4 and R5 are independently selected from hydrogen, straight or branched chain alkyl groups having one to fourteen carbons, and straight or branched chain alkoxy groups having one to six carbons, but when one of R4 or R5 is hydrogen the other is not a straight chain alkyl group having four to fourteen carbons;
- R6 is selected from hydrogen and straight or branched chain alkyl groups having one to fourteen carbons;
- R7 is selected from
- OR14 and hydrogen,
- R12 and R13 are independently selected from hydrogen, alkyl groups having one to fourteen carbons and alkoxy groups having one to six carbons, and R14 is selected from hydrogen, and straight or branched chain alkyl groups having one to fourteen carbons, but when R7 is
- and one of R12 or R13 is hydrogen, the other is not a straight chain alkyl group having four to fourteen carbons;
- R8 is selected from hydrogen and straight or branched chain alkyl groups having one to six carbons;
- R9 is selected from straight or branched chain alkanoyl groups having one to fifteen carbons, straight or branched chain alkyl groups having one to fourteen carbons, CO(CH2)mCH3 and COR10, but when R8 is hydrogen, R9 is not a straight chain alkanoyl having five to fifteen carbons;
- R10 is a straight or branched chain alkyl group having one to fourteen carbons, but the alkyl group is not a branched chain when the alkyl group is a C1 or C2 alkyl group, but when R8 is hydrogen, R10 is not a straight chain alkyl group having four to fourteen carbons;
- R11 is a branched chain alkyl group having three to fourteen carbons;
- m is 0 to 2;
- and
- X and Y are both carbons and the bond between X and Y is either single or double, except when R3 is
- the bond between X and Y is single.
13 more elements
A method of treating a patient for an estrogen dependent illness comprising administering to said patient an effective amount of a compound having the formula:
- wherein R1 and R2 are independently selected from hydrogen and a lower alkyl group having one to six carbons:
- R3 is selected from the group:
- R4 and R5 are independently selected from hydrogen, straight or branched chain alkyl groups having one to fourteen carbons, and straight or branched chain alkoxy groups having one to six carbons, but when one of R4 or R5 is hydrogen the other is not a straight chain alkyl group having four to fourteen carbons;
- R6 is selected from hydrogen and straight or branched chain alkyl groups having one to fourteen carbons;
- R7 is selected from
- OR14 and hydrogen,
- R12 and R13 are independently selected from hydrogen, alkyl groups having one to fourteen carbons and alkoxy groups having one to six carbons, and R14 is selected from hydrogen, and straight or branched chain alkyl groups having one to fourteen carbons, but when R7 is
- and one of R12 or R13 is hydrogen, the other is not a straight chain alkyl group having four to fourteen carbons;
- R8 is selected from hydrogen and straight or branched chain alkyl groups having one to six carbons;
- R9 is selected from straight or branched chain alkanoyl groups having one to fifteen carbons, straight or branched chain alkyl groups having one to fourteen carbons, CO(CH2)mCH3 and COR10, but when R8 is hydrogen, R9 is not a straight chain alkanoyl having five to fifteen carbons;
- R10 is a straight or branched chain alkyl group having one to fourteen carbons, but the alkyl group is not a branched chain when the alkyl group is a C1 or C2 alkyl group, but when R8 is hydrogen, R10 is not a straight chain alkyl group having four to fourteen carbons;
- R11 is a branched chain alkyl group having three to fourteen carbons;
- m is 0 to 2;
- and
- X and Y are both carbons and the bond between X and Y is either single or double, except when R3 is
- the bond between X and Y is single,
- wherein said administration is oral.
14 more elements
Dependencies are inferred from the claim text.