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    Tiropramide

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    2D Structure
    Also known as: 55837-29-1, Tiropramide [inn], Cr-605, R7s0904cn2, Tiropramide (inn), Benzenepropanamide, alpha-(benzoylamino)-4-(2-(diethylamino)ethoxy)-n,n-dipropyl-, (+-)-
    Molecular Formula
    C28H41N3O3
    Molecular Weight
    467.6  g/mol
    InChI Key
    FDBWMYOFXWMGEY-UHFFFAOYSA-N
    FDA UNII
    R7S0904CN2
    Tiropramide is under investigation in clinical trial NCT01629212 (Comparison of the Efficacy and Safety of Tiropramide and Octylonium in the Treatment of Irritable Bowel Syndrome).
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[3-[4-[2-(diethylamino)ethoxy]phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide
    2.1.2 InChI
    InChI=1S/C28H41N3O3/c1-5-18-31(19-6-2)28(33)26(29-27(32)24-12-10-9-11-13-24)22-23-14-16-25(17-15-23)34-21-20-30(7-3)8-4/h9-17,26H,5-8,18-22H2,1-4H3,(H,29,32)
    2.1.3 InChI Key
    FDBWMYOFXWMGEY-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCCN(CCC)C(=O)C(CC1=CC=C(C=C1)OCCN(CC)CC)NC(=O)C2=CC=CC=C2
    2.2 Other Identifiers
    2.2.1 UNII
    R7S0904CN2
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Cr 605

    2.3.2 Depositor-Supplied Synonyms

    1. 55837-29-1

    2. Tiropramide [inn]

    3. Cr-605

    4. R7s0904cn2

    5. Tiropramide (inn)

    6. Benzenepropanamide, Alpha-(benzoylamino)-4-(2-(diethylamino)ethoxy)-n,n-dipropyl-, (+-)-

    7. Tiropramida [spanish]

    8. Tiropramida

    9. Tiropramidum

    10. Tiropramidum [inn-latin]

    11. Tiropramida [inn-spanish]

    12. N-(3-(4-(2-(diethylamino)ethoxy)phenyl)-1-(dipropylamino)-1-oxopropan-2-yl)benzamide

    13. N-[3-[4-[2-(diethylamino)ethoxy]phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide

    14. (+/-)-tiropramide

    15. Brn 4162600

    16. Maioral

    17. Tirospan

    18. Unii-r7s0904cn2

    19. O-(diethylaminoethyl)-n-benzoyl-dl-tyrosyl-di-n-propylamide

    20. Tiropramide [mi]

    21. Dl-alpha-benzamido-para-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

    22. (+-)-alpha-(benzoylamino)-4-(2-(diethylamino)ethoxy)-n,n-dipropylbenzenepropanamide

    23. Schembl25693

    24. Tiropramide [who-dd]

    25. Chembl2104688

    26. Dtxsid70866514

    27. Chebi:135758

    28. Akos015909639

    29. Dl-alpha-benzamido-p-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

    30. Db13091

    31. D07087

    32. Q7809264

    33. (+/-)-.alpha.-benzamido-p-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

    34. Dl-.alpha.-benzamido-p-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

    35. N-(2-{4-[2-(diethylamino)ethoxy]phenyl}-1-(dipropylcarbamoyl)ethyl)benzenecarboximidic Acid

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 467.6 g/mol
    Molecular Formula C28H41N3O3
    XLogP35.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count15
    Exact Mass467.31479218 g/mol
    Monoisotopic Mass467.31479218 g/mol
    Topological Polar Surface Area61.9 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity561
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 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.)

    4.2 ATC Code

    A - Alimentary tract and metabolism

    A03 - Drugs for functional gastrointestinal disorders

    A03A - Drugs for functional gastrointestinal disorders

    A03AC - Synthetic antispasmodics, amides with tertiary amines

    A03AC05 - Tiropramide