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    Chemistry

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    Also known as: 3717-88-2, Flavoxate hcl, Urispas, Dw-61, Flavoxate (hydrochloride), Bladderon
    Molecular Formula
    C24H26ClNO4
    Molecular Weight
    427.9  g/mol
    InChI Key
    XOEVKNFZUQEERE-UHFFFAOYSA-N
    FDA UNII
    9C05J6089W
    Flavoxate
    A drug that has been used in various urinary syndromes and as an antispasmodic. Its therapeutic usefulness and its mechanism of action are not clear. It may have local anesthetic activity and direct relaxing effects on smooth muscle as well as some activity as a muscarinic antagonist.
    1 2D Structure

    Flavoxate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-piperidin-1-ylethyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate;hydrochloride
    2.1.2 InChI
    InChI=1S/C24H25NO4.ClH/c1-17-21(26)19-11-8-12-20(23(19)29-22(17)18-9-4-2-5-10-18)24(27)28-16-15-25-13-6-3-7-14-25;/h2,4-5,8-12H,3,6-7,13-16H2,1H3;1H
    2.1.3 InChI Key
    XOEVKNFZUQEERE-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1=C(OC2=C(C1=O)C=CC=C2C(=O)OCCN3CCCCC3)C4=CC=CC=C4.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    9C05J6089W
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bladuril

    2. Flavoxate

    3. Hydrochloride, Flavoxate

    4. Spasuret

    5. Urispas

    6. Uronid

    2.3.2 Depositor-Supplied Synonyms

    1. 3717-88-2

    2. Flavoxate Hcl

    3. Urispas

    4. Dw-61

    5. Flavoxate (hydrochloride)

    6. Bladderon

    7. Peflate

    8. Spasmal

    9. Nsc-114649

    10. Dw 61 (flavoxate)

    11. 2-(piperidin-1-yl)ethyl 3-methyl-4-oxo-2-phenyl-4h-chromene-8-carboxylate Hydrochloride

    12. Rec 7/0040

    13. Rec-7-0040;dw61

    14. Flavoxate Hydrochloride

    15. Chebi:5089

    16. 2-piperidinoethyl 3-methyl-4-oxo-2-phenyl-4h-1-benzopyran-8-carboxylate Hydrochloride

    17. 9c05j6089w

    18. Piperidinoethyl-3-methylflavone-8-carboxylate Hydrochloride

    19. Spasuret Hydrochloride

    20. Dsstox_cid_27764

    21. Dsstox_rid_82541

    22. Dsstox_gsid_47784

    23. 4h-1-benzopyran-8-carboxylic Acid, 3-methyl-4-oxo-2-phenyl-, 2-(1-piperidinyl)ethyl Ester, Hydrochloride

    24. Genurin

    25. Spasuret

    26. Urispadol

    27. Verrispasmin Amp.

    28. 2-piperidin-1-ylethyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate;hydrochloride

    29. Ak 123

    30. Nsc114649

    31. Rec-7-0040

    32. Ncgc00016636-01

    33. Cas-3717-88-2

    34. Ccris 1950

    35. Sr-01000872667

    36. Unii-9c05j6089w

    37. Prestwick_884

    38. Einecs 223-066-4

    39. Mfcd00072099

    40. Nsc 114649

    41. Rec 7-0040

    42. Flavoxate Hydrochloride [usan:usp:jan]

    43. Rec-7-0040 Hcl

    44. Mls002154247

    45. Schembl124540

    46. Dw61

    47. Chembl1200875

    48. Dtxsid1047784

    49. Hy-b0549a

    50. 1-piperidinoethanol, Hydrochloride

    51. Hms1568b06

    52. Bcp13298

    53. Flavoxate Hydrochloride [mi]

    54. Tox21_110537

    55. Flavoxate Hydrochloride (jp17/usp)

    56. Flavoxate Hydrochloride [jan]

    57. S4027

    58. Flavoxate Hydrochloride [usan]

    59. Akos025310107

    60. Tox21_110537_1

    61. Ac-1093

    62. Ccg-220242

    63. Flavoxate Hydrochloride [mart.]

    64. 1-piperidineethanol, 3-methyl-4-oxo-2-phenyl-4h-1-benzopyran-8-carboxylate, Hydrochloride

    65. 2-piperidin-1-ylethyl 3-methyl-4-oxo-2-phenylchromene-8-carboxylate Hydrochloride

    66. Flavoxate Hydrochloride [usp-rs]

    67. Flavoxate Hydrochloride [who-dd]

    68. Dw-61;rec-7-0040;dw61

    69. Ncgc00016636-05

    70. 4h-1-benzopyran-8-carboxylic Acid, 3-methyl-4-oxo-2-phenyl-, 2-piperidinoethyl Ester, Hydrochloride

    71. As-12321

    72. Smr000499576

    73. F0717

    74. Flavoxate Hydrochloride [ep Impurity]

    75. Flavoxate Hydrochloride [orange Book]

    76. Ft-0658191

    77. Ft-0668549

    78. Sw197005-3

    79. Flavoxate Hydrochloride [ep Monograph]

    80. D00718

    81. D90684

    82. Flavoxate Hydrochloride [usp Monograph]

    83. Flavoxate Hydrochloride, >=98% (hplc), Solid

    84. J-521367

    85. Sr-01000872667-1

    86. Q27106648

    87. Wln: T66 Bo Evj Cr& D1 Jvo2- At6ntj &gh

    88. 4h-1-benzopyran-8-carboxylic Acid, 2-piperidinoethyl Ester, Hydrochloride

    89. Flavoxate Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    90. Flavoxate Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    91. 1-(2-{[(3-methyl-4-oxo-2-phenyl-4h-chromen-8-yl)carbonyl]oxy}ethyl)piperidinium Chloride

    92. 2-(piperidin-1-yl)ethyl3-methyl-4-oxo-2-phenyl-4h-chromene-8-carboxylatehydrochloride

    93. 2-piperidinoethyl-3-methyl-4-oxo-2-phenyl-4h-1-benzopyran-8-carboxylate Hydrochloride

    94. 4h-1-benzopyran-8-carboxylic Acid, 2-(1-piperidinyl)ethyl Ester, Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 427.9 g/mol
    Molecular Formula C24H26ClNO4
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass427.1550360 g/mol
    Monoisotopic Mass427.1550360 g/mol
    Topological Polar Surface Area55.8 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity631
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    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 2  
    Drug NameFlavoxate hydrochloride
    Drug LabelFlavoxate hydrochloride tablets contain flavoxate hydrochloride, a synthetic urinary tract spasmolytic.Chemically, flavoxate hydrochloride is 2-piperidinoethyl 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylate hydrochloride. The empirical formula...
    Active IngredientFlavoxate hydrochloride
    Dosage FormTablet
    RouteOral
    Strength100mg
    Market StatusPrescription
    CompanyImpax Pharms; Epic Pharma; Paddock

    2 of 2  
    Drug NameFlavoxate hydrochloride
    Drug LabelFlavoxate hydrochloride tablets contain flavoxate hydrochloride, a synthetic urinary tract spasmolytic.Chemically, flavoxate hydrochloride is 2-piperidinoethyl 3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylate hydrochloride. The empirical formula...
    Active IngredientFlavoxate hydrochloride
    Dosage FormTablet
    RouteOral
    Strength100mg
    Market StatusPrescription
    CompanyImpax Pharms; Epic Pharma; Paddock

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Parasympatholytics

    Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)

    Urological Agents

    Drugs used in the treatment of urological conditions and diseases such as URINARY INCONTINENCE and URINARY TRACT INFECTIONS. (See all compounds classified as Urological Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cholinergic Muscarinic Antagonists [MoA]; Cholinergic Muscarinic Antagonist [EPC]

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    13-Jan-2021
    11-Sep-2024
    KGS
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