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    Endurobol

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    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

    2D Structure

    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 Weight 453.5 g/mol
    Molecular Formula C21H18F3NO3S2
    XLogP35.9
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count7
    Exact Mass453.06802027 g/mol
    Monoisotopic Mass453.06802027 g/mol
    Topological Polar Surface Area113 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity572
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    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.