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Suanfarma Suanfarma

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Technical details about Linzagolix, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: 935283-04-8, Linzagolix [inn], Linzagolix [usan], Obe-2109, 7cdw97huex, Obe2109
Molecular Formula
C22H15F3N2O7S
Molecular Weight
508.4  g/mol
InChI Key
BMAAMIIYNNPHAB-UHFFFAOYSA-N
FDA UNII
7CDW97HUEX

Linzagolix is an orally bioavailable gonadotropin-releasing hormone (GnRH or LHRH) receptor antagonist, with potential hormone production inhibitory activity. Upon oral administration of linzagolix, this agent competes with GnRH for receptor binding and inhibits GnRH receptor signaling in the anterior pituitary gland, thereby inhibiting the secretion and release of luteinizing hormone (LH) and follicle stimulating hormone (FSH). In males, the inhibition of LH secretion prevents the release of testosterone. As a result, this may relieve symptoms associated with hormonally dependent disease states such as hormone-dependent prostate cancer. In women, this prevents the production of estrogen by the ovaries and may relieve symptoms from sex-hormone dependent diseases, such as pain associated with endometriosis, heavy menstrual bleeding or uterine fibroids.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-[5-[(2,3-difluoro-6-methoxyphenyl)methoxy]-2-fluoro-4-methoxyphenyl]-2,4-dioxo-1H-thieno[3,4-d]pyrimidine-5-carboxylic acid
2.1.2 InChI
InChI=1S/C22H15F3N2O7S/c1-32-14-4-3-10(23)18(25)9(14)7-34-16-6-13(11(24)5-15(16)33-2)27-20(28)17-12(26-22(27)31)8-35-19(17)21(29)30/h3-6,8H,7H2,1-2H3,(H,26,31)(H,29,30)
2.1.3 InChI Key
BMAAMIIYNNPHAB-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=C(C(=C(C=C1)F)F)COC2=C(C=C(C(=C2)N3C(=O)C4=C(SC=C4NC3=O)C(=O)O)F)OC
2.2 Other Identifiers
2.2.1 UNII
7CDW97HUEX
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 3-(5-((2,3-difluoro-6-methoxyphenyl)methoxy)-2-fluoro-4-methoxyphenyl)-2,4-dioxo-1h-thieno(3,4-d)pyrimidine-5-carboxylic Acid

2. Klh-2109

3. Klh2109

4. Obe-2109

5. Obe2109

2.3.2 Depositor-Supplied Synonyms

1. 935283-04-8

2. Linzagolix [inn]

3. Linzagolix [usan]

4. Obe-2109

5. 7cdw97huex

6. Obe2109

7. Klh-2109

8. Klh-2109; Obe-2109

9. 3-{5-[(2,3-difluoro-6-methoxyphenyl)methoxy]-2-fluoro-4-methoxyphenyl}-2,4-dioxo-1,2,3,4-tetrahydrothieno[3,4-d]pyrimidine-5-carboxylic Acid

10. Thieno(3,4-d)pyrimidine-5-carboxylic Acid, 3-(5-((2,3-difluoro-6-methoxyphenyl)methoxy)-2-fluoro-4-methoxyphenyl)-1,2,3,4-tetrahydro-2,4-dioxo-

11. 3-(5-((2,3-difluoro-6-methoxyphenyl)methoxy)-2-fluoro-4-methoxyphenyl)-2,4-dioxo-1,2,3,4-tetrahydrothieno(3,4-d)pyrimidine-5-carboxylic Acid

12. Linzagolix (usan/inn)

13. Linzagolix [usan:inn]

14. Unii-7cdw97huex

15. Linzagolix [who-dd]

16. Schembl2333748

17. Chembl3668014

18. Bdbm160329

19. Dtxsid801337395

20. Bcp30444

21. Who 10711

22. Hy-109093

23. D11608

24. Us9040693, 233

25. 3-[5-(2,3-difluoro-6-methoxybenzyloxy)-2-fluoro-4-methoxyphenyl]-2,4-dioxo-1,2,3,4-tetrahydrothieno[3,4-d]pyrimidine-5-carboxylic Acid

26. 3-[5-[(2,3-difluoro-6-methoxyphenyl)methoxy]-2-fluoro-4-methoxyphenyl]-2,4-dioxo-1h-thieno[3,4-d]pyrimidine-5-carboxylic Acid

2.4 Create Date
2007-08-09
3 Chemical and Physical Properties
Molecular Weight 508.4 g/mol
Molecular Formula C22H15F3N2O7S
XLogP33.4
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count11
Rotatable Bond Count7
Exact Mass508.05520648 g/mol
Monoisotopic Mass508.05520648 g/mol
Topological Polar Surface Area143 Ų
Heavy Atom Count35
Formal Charge0
Complexity826
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 ATC Code

H - Systemic hormonal preparations, excl. sex hormones and insulins

H01 - Pituitary and hypothalamic hormones and analogues

H01C - Hypothalamic hormones

H01CC - Anti-gonadotropin-releasing hormones

H01CC04 - Linzagolix


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