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    Acotiamide

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

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    REF. STANDARDS & IMPURITIES

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    $ API Ref.Price (USD/KG) : 953Xls

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    2D Structure
    Also known as: 185104-11-4, Acotiamide hcl, Acotiamide (hydrochloride), Z338, N-[2-[di(propan-2-yl)amino]ethyl]-2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-1,3-thiazole-4-carboxamide;hydrochloride, Mfcd23103502
    Molecular Formula
    C21H31ClN4O5S
    Molecular Weight
    487.0  g/mol
    InChI Key
    VQEKQYLTAIVCBW-UHFFFAOYSA-N
    FDA UNII
    510791NN30
    Acotiamide Hydrochloride is the hydrochloride salt form of acotiamide, a prokinetic agent with gastrointestinal (GI) motility-enhancing activity. Although the exact mechanism by which acotiamide exerts its effect has yet to be fully elucidated, this agent appears to inhibit acetylcholinesterase (AchE), an enzyme responsible for the breakdown of acetylcholine (Ach). Increased Ach concentrations lead to an improvement of gastric emptying and GI motility and eventually to a reduction of dyspepsia symptoms.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[2-[di(propan-2-yl)amino]ethyl]-2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-1,3-thiazole-4-carboxamide;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H30N4O5S.ClH/c1-12(2)25(13(3)4)8-7-22-20(28)15-11-31-21(23-15)24-19(27)14-9-17(29-5)18(30-6)10-16(14)26;/h9-13,26H,7-8H2,1-6H3,(H,22,28)(H,23,24,27);1H
    2.1.3 InChI Key
    VQEKQYLTAIVCBW-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)N(CCNC(=O)C1=CSC(=N1)NC(=O)C2=CC(=C(C=C2O)OC)OC)C(C)C.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    510791NN30
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Acotiamide

    2. N-(2-(diisopropylamino)ethyl)-2-((2-hydroxy-4,5-dimethoxybenzoyl)amino)-1,3-thiazole-4-carboxamide

    3. N-(n',n'-diisopropylaminoethyl)-(2-(2-hydroxy-4,5-dimethoxybenzoylamino)-1,3-thiazole-4-yl)carboxyamide

    4. Ym 443

    5. Ym-443

    6. Ym443 Cpd

    7. Z 338

    8. Z-338

    2.3.2 Depositor-Supplied Synonyms

    1. 185104-11-4

    2. Acotiamide Hcl

    3. Acotiamide (hydrochloride)

    4. Z338

    5. N-[2-[di(propan-2-yl)amino]ethyl]-2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-1,3-thiazole-4-carboxamide;hydrochloride

    6. Mfcd23103502

    7. 510791nn30

    8. Ym 443

    9. 4-thiazolecarboxamide, N-(2-(bis(1-methylethyl)amino)ethyl)-2-((2-hydroxy-4,5-dimethoxybenzoyl)amino)-, Monohydrochloride

    10. N-[2-(diisopropylamino)ethyl]-2-(2-hydroxy-4,5-dimethoxybenzamido)thiazole-4-carboxamide Hydrochloride

    11. Unii-510791nn30

    12. N-(2-(diisopropylamino)ethyl)-2-(2-hydroxy-4,5-dimethoxybenzamido)thiazole-4-carboxamide Hydrochloride

    13. Acotiamidehydrochloride

    14. Z-338 Dihydrochloride

    15. Acotiamide Dihydrochloride

    16. Z 338

    17. Schembl6968566

    18. Dtxsid30171717

    19. Acotiamide Hydrochloride [mi]

    20. Akos030529148

    21. Hy-121467a

    22. Sb19647

    23. Acotiamide Hydrochloride [who-dd]

    24. Acotiamide Hydrochloride Anhydrous

    25. Ds-19577

    26. N-(n',n'-diisopropylaminoethyl)-(2-(2-hydroxy-4,5-dimethoxybenzoylamino)-1,3-thiazole-4-yl)carboxyamide

    27. N-[2-[bis(1-methylethyl)amino]ethyl]-2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-4-thiazolecarboxamide Hydrochloride

    28. Sy226332

    29. Acotiamide Dihydrochloride, >=98% (hplc)

    30. Cs-0103547

    31. F14757

    32. J-011862

    33. Q27260838

    34. 4-thiazolecarboxamide, N-(2-(bis(1-methylethyl)amino)ethyl)-2-((2-hydroxy-4,5-dimethoxybenzoyl)amino)-, Hydrochloride (1:1)

    35. N-[2-[bis(1-methylethyl)amino]ethyl]-2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-4-thiazolecarboxamide

    2.3.3 Other Synonyms

    1. Acofide

    2. Acotiamide Hydrochloride Hydrate

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 487.0 g/mol
    Molecular Formula C21H31ClN4O5S
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count10
    Exact Mass486.1703690 g/mol
    Monoisotopic Mass486.1703690 g/mol
    Topological Polar Surface Area141 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity586
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Cholinesterase Inhibitors

    Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system. (See all compounds classified as Cholinesterase Inhibitors.)

    Gastrointestinal Agents

    Drugs used for their effects on the gastrointestinal system, as to control gastric acidity, regulate gastrointestinal motility and water flow, and improve digestion. (See all compounds classified as Gastrointestinal Agents.)