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    Telotristat Etiprate

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    GLOBAL SALES INFORMATION

    PATENTS & EXCLUSIVITIES

    PharmaCompass
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    2D Structure
    Also known as: 1137608-69-5, Lx1606 hippurate, Telotristat ethyl hippurate, Lx1032 hippurate, Telotristat etiprate [usan], Lx 1606 hippurate
    Molecular Formula
    C36H35ClF3N7O6
    Molecular Weight
    754.2  g/mol
    InChI Key
    XSFPZBUIBYMVEA-CELUQASASA-N
    FDA UNII
    3T25U84H4U
    Telotristat Etiprate is an orally bioavailable, small-molecule, tryptophan hydroxylase (TPH) inhibitor prodrug, with potential antiserotonergic activity. Upon administration, telotristat etiprate is converted to its active moiety, telotristat (LP-778902), which binds to and blocks the activity of TPH. This may result in a reduction in peripheral serotonin (5-HT) production and improvement of serotonin-mediated gastrointestinal effects such as severe diarrhea. TPH, the rate-limiting enzyme in serotonin biosynthesis, is overexpressed in carcinoid tumor cells.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-benzamidoacetic acid;ethyl (2S)-2-amino-3-[4-[2-amino-6-[(1R)-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl]phenyl]propanoate
    2.1.2 InChI
    InChI=1S/C27H26ClF3N6O3.C9H9NO3/c1-3-39-25(38)20(32)12-16-4-6-17(7-5-16)21-14-23(35-26(33)34-21)40-24(27(29,30)31)19-9-8-18(28)13-22(19)37-11-10-15(2)36-37;11-8(12)6-10-9(13)7-4-2-1-3-5-7/h4-11,13-14,20,24H,3,12,32H2,1-2H3,(H2,33,34,35);1-5H,6H2,(H,10,13)(H,11,12)/t20-,24+;/m0./s1
    2.1.3 InChI Key
    XSFPZBUIBYMVEA-CELUQASASA-N
    2.1.4 Canonical SMILES
    CCOC(=O)C(CC1=CC=C(C=C1)C2=CC(=NC(=N2)N)OC(C3=C(C=C(C=C3)Cl)N4C=CC(=N4)C)C(F)(F)F)N.C1=CC=C(C=C1)C(=O)NCC(=O)O
    2.1.5 Isomeric SMILES
    CCOC(=O)[C@H](CC1=CC=C(C=C1)C2=CC(=NC(=N2)N)O[C@H](C3=C(C=C(C=C3)Cl)N4C=CC(=N4)C)C(F)(F)F)N.C1=CC=C(C=C1)C(=O)NCC(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    3T25U84H4U
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Lx1606

    2. Telotristat

    2.3.2 Depositor-Supplied Synonyms

    1. 1137608-69-5

    2. Lx1606 Hippurate

    3. Telotristat Ethyl Hippurate

    4. Lx1032 Hippurate

    5. Telotristat Etiprate [usan]

    6. Lx 1606 Hippurate

    7. Lx1606 (hippurate)

    8. 1137608-69-5 (etiprate)

    9. Lx-1606 Hippurate

    10. 3t25u84h4u

    11. Telotristat Etiprate (usan)

    12. 2-benzamidoacetic Acid, ((s)-3-(4-(2-amino-6-((r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)phenyl)-1-ethoxy-1-oxopr

    13. (s)-ethyl 2-amino-3-(4-(2-amino-6-((r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)phenyl)propanoate 2-benzamidoacetate .

    14. 4-[2-amino-6-[(1r)-1-[4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]-4-pyrimidinyl]-l-phenylalanine Ethyl Ester N-benzoylglycine Salt

    15. Telotristat Etiprate (lx 1606 Hippurate)

    16. Unii-3t25u84h4u

    17. Lx 1032 Hippurate

    18. Lx-1032 Hippurate

    19. Chembl3348963

    20. Telotristat Etiprate [mi]

    21. Amy38702

    22. Ex-a1619

    23. S2173

    24. Telotristat Etiprate [who-dd]

    25. Akos027250730

    26. Ccg-270440

    27. Cs-0429

    28. Ncgc00346476-01

    29. (s)-ethyl 2-amino-3-(4-(2-amino-6-((r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)phenyl)propanoate Hippurate

    30. 4-[2-amino-6-[(1r)-1-[4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]-4-pyrimidi

    31. Ac-30898

    32. Hy-13055

    33. Telotristat Etiprate [orange Book]

    34. Sw219281-1

    35. D09975

    36. Q27257995

    37. 2-benzamidoacetic Acid, ((s)-3-(4-(2-amino-6-((r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pyrimidin-4-yl)phenyl)-1-ethoxy-1-oxopropan-2-yl)amide Salt

    38. 2-benzamidoacetic Acid;ethyl (2s)-2-amino-3-[4-[2-amino-6-[(1r)-1-[4-chloro-2-(3-methylpyrazol-1-yl)phenyl]-2,2,2-trifluoroethoxy]pyrimidin-4-yl]phenyl]propanoate

    39. Ethyl 4-(2-amino-6-((1r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethoxy)pryrimidin-4-yl)-l-phenylalaninate N-benzoylglycinate (1:1)

    40. L-phenylalanine, 4-(2-amino-6-((1r)-1-(4-chloro-2-(3-methyl-1h-pyrazol-1-yl)phenyl)- 2,2,2-trifluoroethoxy)-4-pryrimidinyl)-, Ethyl Ester, Compd. With N-benzoylglycine (1:1)

    2.4 Create Date
    2009-05-18
    3 Chemical and Physical Properties
    Molecular Weight 754.2 g/mol
    Molecular Formula C36H35ClF3N7O6
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count14
    Rotatable Bond Count13
    Exact Mass753.2289440 g/mol
    Monoisotopic Mass753.2289440 g/mol
    Topological Polar Surface Area198 Ų
    Heavy Atom Count53
    Formal Charge0
    Complexity1020
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 1  
    Drug NameXERMELO
    Active IngredientTELOTRISTAT ETIPRATE
    CompanyLEXICON PHARMS INC (Application Number: N208794. Patents: 7553840, 7709493, 7968559, 8193204, 8653094)

    4.2 Drug Indication

    Xermelo is indicated for the treatment of carcinoid syndrome diarrhoea in combination with somatostatin analogue (SSA) therapy in adults inadequately controlled by SSA therapy.

    Treatment of carcinoid syndrome

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    A16A