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    Leriglitazone

    DEVELOPMENTS

    DIGITAL CONTENT

    PharmaCompass
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    2D Structure
    Also known as: 146062-44-4, Leriglitazone, Hydroxy pioglitazone (m-iv), Min-102, Chebi:82937, Leriglitazone [usan]
    Molecular Formula
    C19H20N2O4S
    Molecular Weight
    372.4  g/mol
    InChI Key
    OXVFDZYQLGRLCD-UHFFFAOYSA-N
    FDA UNII
    K824X25AYA
    Leriglitazone is under investigation in clinical trial NCT03917225 (A Clinical Study to Evaluate the Effect of MIN-102 on the Progression of Friedreich's Ataxia in Male and Female Patients).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5-[[4-[2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
    2.1.2 InChI
    InChI=1S/C19H20N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11-12,17,22H,8-10H2,1H3,(H,21,23,24)
    2.1.3 InChI Key
    OXVFDZYQLGRLCD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C1=CN=C(C=C1)CCOC2=CC=C(C=C2)CC3C(=O)NC(=O)S3)O
    2.2 Other Identifiers
    2.2.1 UNII
    K824X25AYA
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Leriglitazone

    2.3.2 Depositor-Supplied Synonyms

    1. 146062-44-4

    2. Leriglitazone

    3. Hydroxy Pioglitazone (m-iv)

    4. Min-102

    5. Chebi:82937

    6. Leriglitazone [usan]

    7. 5-[[4-[2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione

    8. K824x25aya

    9. 2,4-thiazolidinedione, 5-[[4-[2-[5-(1-hydroxyethyl)-2-pyridinyl]ethoxy]phenyl]methyl]-

    10. 2,4-thiazolidinedione, 5-((4-(2-(5-(1-hydroxyethyl)-2-pyridinyl)ethoxy)phenyl)methyl)-

    11. Hydroxy Pioglitazone-d4 (m-iv) (deuterated)

    12. Hydroxy Pioglitazone

    13. 1-hydroxypioglitazone

    14. Pioglitazone, Hydroxy

    15. Leriglitazone [inn]

    16. Leriglitazone (usan/inn)

    17. Chembl1267

    18. Unii-k824x25aya

    19. Schembl4098326

    20. Dtxsid30399914

    21. Bdbm50530214

    22. Who 10868

    23. Zinc01482947

    24. Akos015856344

    25. Db15021

    26. 5-[[4-[2-[5-(1-hydroxyethyl)-2-pyridinyl]ethoxy]phenyl]methyl]-2,4-thiazolidinedione

    27. Hydroxy Pioglitazone (m-iv Metabolite)

    28. Db-042820

    29. Hy-117727

    30. Cs-0067030

    31. Ft-0643388

    32. D11603

    33. 062h444

    34. U-91322

    35. A1-01710

    36. J-008187

    37. Q27156475

    38. 5-(4-(2-(5-(1-hydroxyethyl)pyridin-2-yl)ethoxy)benzyl)thiazolidine-2,4-dione

    39. 5-(4-{2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy}benzyl)-1,3-thiazolidine-2,4-dione

    40. 5-[4-[2-[5-(1-hydroxyethyl)-2-pyridyl]ethoxy]benzyl]-2,4-thiazolidinedione

    41. All-ambo-5-((4-(2-(5-(1-hydroxyethyl)pyridin-2-yl)ethoxy)phenyl)methyl)-1,3-thiazole-2,4(3h,5h)-dione

    2.4 Create Date
    2005-09-13
    3 Chemical and Physical Properties
    Molecular Weight 372.4 g/mol
    Molecular Formula C19H20N2O4S
    XLogP32.5
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count7
    Exact Mass372.11437830 g/mol
    Monoisotopic Mass372.11437830 g/mol
    Topological Polar Surface Area114 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity496
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Treatment of adrenoleukodystrophy

    5 Pharmacology and Biochemistry
    5.1 Metabolism/Metabolites

    5-[(4-{2-[5-(1-hydroxyethyl)pyridin-2-yl]ethoxy}phenyl)methyl]-1,3-thiazolidine-2,4-dione is a known human metabolite of Pioglitazone.

    S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560