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Chemistry

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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
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

Acotiamide

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.)


API SUPPLIERS

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01

Metrochem API Private Limited

India

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Emnar Pharma

India

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

AusBiotech 2024
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Emnar Pharma

India

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Zeria Pharmaceutical

Japan

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Zeria Pharmaceutical

Japan

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Everest Organics

India

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Everest Organics

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Precise Group

India

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Lewens Labs

India

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Waterstone Pharmaceuticals Inc.

China

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Lupin Ltd

India

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Lupin Ltd

India

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Virchow Group

India

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10

Kimia Biosciences

India

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Kimia Biosciences

India

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03-Nov-2022
16-Aug-2024
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