The invention relates to thieno[2,3-d]pyrimidine derivatives according to general formula I, or a pharmaceutically acceptable salt thereof, wherein N(R1)R2 are joined in a (2-6C)heterocycloalkyl ring. The compounds of the invention have LH as well as FSH receptor activating activity and can be used in fertility regulating therapies.
1. A thieno[2,3-d]pyrimidine according to
formula I, or a pharmaceutically acceptable salt thereof, wherein R1 and R2 together with the nitrogen atom to which they are bonded form a ring having 2-6 carbon atoms, optionally containing one or more heteroatoms selected from N, O and/or S.
2. A compound selected from the group consisting of tert-butyl 5-amino-2-methylthio-4-(3-(2-(azetidin-1-yl)-acetamido)-phenyl)-thieno[2,3-d ]pyrimidine -6-carboxamide; tert-butyl 5-amino-2-methylthio-4-(3-(2-(morpholin-4-yl)-acetamido) -phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide; tert-butyl 5-amino-2-methylthio -4-(3-(2-(thiomorpholin-4-yl)-acetamido)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide; tert-butyl 5-amino-2-methylthio-4-(3-(2-(piperidin-1-yl)-acetamido)-phenyl)-thieno [2,3-d]pyrimidine-6-carboxamide; tert-butyl 5-amino-2-methylthio-4-(3-(2-(pyrrolidin-1-yl)-acetamido)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide and tert-butyl 5-amino-2-methylthio -4-(3-(2-(piperazin-1-yl)-acetamido)-phenyl)-thieno[2,3-d]pyrimidine-6-carboxamide or a pharmaceutically acceptable salt thereof.
3. A pharmaceutical composition, comprising:
the thieno[2,3-d]pyrimidine compound according to claim 1 or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable auxiliary.
4. A method to treat fertility disorders in patients in need of luteinizing hormone and follicle stimulating hormone treatment, comprising:
administering an effective amount of the compound or pharmaceutically acceptable salt thereof according to claim 1 .
5. A pharmaceutical composition, comprising:
the thieno[2,3-d]pyrimidine compound according to claim 2 or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable auxiliary.
6. A method to treat fertility disorders in patients in need of luteinizing hormone and follicle stimulating hormone treatment, comprising:
administering an effective amount of the compound or a pharmaceutically acceptable salt thereof according to claim 2 .
7. The method of claim 4 , wherein the fertility disorder is selected from the group consisting of hypogonadism and male infertility.
8. The method of claim 4 , wherein the fertility disorder is hypogonadism.
9. The method of claim 4 , wherein the fertility disorder is male infertility.
10. The method of claim 6 , wherein the fertility disorder is selected from the group consisting of hypogonadism and male infertility.
11. The method of claim 6 , wherein the fertility disorder is hypogonadism.
12. The method of claim 6 , wherein the fertility disorder is male infertility.
13. A method for treating infertility by ovulation induction or by controlled hyperstimulation, the method comprising administering an effective amount of the compound or pharmaceutically acceptable salt thereof according to claim 1 .
14. A method for treating infertility by ovulation induction or by controlled hyperstimulation, the method comprising administering an effective amount of the compound or pharmaceutically acceptable salt thereof according to claim 2 .