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Endurobol

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Chemistry

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Also known as: 317318-70-0, Gw501516, Gw 501516, Gw-501516, Gsk-516, Cardarine

Molecular Formula

C₂₁H₁₈F₃NO₃S₂

Molecular Weight

453.5 g/mol

InChI Key

YDBLKRPLXZNVNB-UHFFFAOYSA-N

FDA UNII

7I2HA1NU22

Cardarine (GW-501516) is a peroxisome proliferator-activator receptor-delta agonist for the potential treatment of dyslipidemia. Cardarine has been investigated for the treatment of Obesity, Lipid Disorders, and Cardiovascular Disease.

1 2D Structure

Endurobol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic acid

2.1.2 InChI

InChI=1S/C21H18F3NO3S2/c1-12-9-16(7-8-17(12)28-10-19(26)27)29-11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)

2.1.3 InChI Key

YDBLKRPLXZNVNB-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=CC=C(C=C3)C(F)(F)F)C)OCC(=O)O

2.2 Other Identifiers

2.2.1 UNII

7I2HA1NU22

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cardarine

2. Gw 1516

3. Gw 501516

4. Gw-1516

5. Gw-501516

6. Gw1516

7. Gw501516

2.3.2 Depositor-Supplied Synonyms

1. 317318-70-0

2. Gw501516

3. Gw 501516

4. Gw-501516

5. Gsk-516

6. Cardarine

7. Gw1516

8. Gw 1516

9. Unii-7i2ha1nu22

10. Gw-1516

11. 2-(4-((2-(4-(trifluoromethyl)phenyl)-4-methylthiazol-5-yl)methylthio)-2-methylphenoxy)acetic Acid

12. 2-(2-methyl-4-(((4-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-5-yl)methyl)thio)phenoxy)acetic Acid

13. 2-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic Acid

14. Gw-516

15. Chembl38943

16. 7i2ha1nu22

17. {2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetic Acid

18. Chebi:73726

19. 2-{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetic Acid

20. Gw501,516

21. Gw 501,516

22. Gw-501,516

23. Gsk 516

24. Gw501516 (endurobol)

25. Schembl68714

26. 2-[2-methyl-4-[[[4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]methyl]thio]phenoxy]acetic Acid

27. Mls006010753

28. Endurobol;gw501516

29. Gtpl2687

30. Dtxsid3041037

31. Bdbm28661

32. Ex-a723

33. Hms3674c03

34. Hms3744o09

35. Bcp21491

36. Zinc1549989

37. Mfcd09033000

38. Pdsp1_000255

39. Pdsp2_000254

40. S5615

41. Akos015965103

42. Ccg-269268

43. Cs-0438

44. Db05416

45. Ex-3881

46. Sb19569

47. Gw501516(g)

48. Gw501516(gsk-516)

49. Ncgc00241455-01

50. Ncgc00241455-02

51. Ncgc00241455-08

52. Ac-23001

53. Hy-10838

54. Smr004701706

55. Am20040157

56. A26949

57. Gw501516, >=98% (hplc)

58. 318g700

59. 6t-0058

60. Benzenesulfonylchloride,4-(2-methylpropyl)-(9ci)

61. J-018519

62. Q5515069

63. Brd-k14880289-001-01-4

64. (2-methyl-4-(((4-methyl-2-(4-(trifluoromethyl)phenyl)-1,3-thiazol-5-yl)methyl)thio)phenoxy)acetic Acid

65. {2-methyl-4-{{4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl}methylthio}phenoxy}acetic Acid, Analytical Standard

66. {4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]-2-methylphenoxy}acetic Acid

67. 2-(2-methyl-4-((5-methyl-2-(4-(trifluoromethyl)phenyl)thiazol-4-yl)methylthio)phenoxy)acetic Acid;gw 501516

68. 2-{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazole-5-yl}methyl)sulfanyl]phenoxy}acetic Acid

69. 7t1

70. Acetic Acid, (2-methyl-4-(((4-methyl-2-(4-(trifluoromethyl)phenyl)-5-thiazolyl)methyl)thio)phenoxy)-

71. Acetic Acid, 2-[2-methyl-4-[[[4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]methyl]thio]phenoxy]-

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₁₈F₃NO₃S₂
Molecular Weight	453.5 g/mol
XLogP3	5.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	7
Exact Mass	453.06802027 g/mol
Monoisotopic Mass	453.06802027 g/mol
Topological Polar Surface Area	113 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	572
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in hyperlipidemia.

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

This drug regulates fatty acid oxidation in several tissues, such as skeletal muscle and adipose tissue. Overexpression of PPARdelta using a transgenic murine model promotes an increase of muscle oxidative capability. It also plays a major role in the metabolic adaptations to western diet characterized by an excessive amount of saturated fat.

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