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AC1NQZWJ

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Also known as: 185106-16-5, Acotiamide [inn], Unii-d42owk5383, N-[2-[di(propan-2-yl)amino]ethyl]-2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-1,3-thiazole-4-carboxamide, Chembl2107723, Chebi:34523

Molecular Formula

C₂₁H₃₀N₄O₅S

Molecular Weight

450.6 g/mol

InChI Key

TWHZNAUBXFZMCA-UHFFFAOYSA-N

FDA UNII

D42OWK5383

Acotiamide is 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

AC1NQZWJ

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

2.1.2 InChI

InChI=1S/C21H30N4O5S/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)

2.1.3 InChI Key

TWHZNAUBXFZMCA-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

2.2 Other Identifiers

2.2.1 UNII

D42OWK5383

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acotiamide Hydrochloride

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. 185106-16-5

2. Acotiamide [inn]

3. Unii-d42owk5383

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

5. Chembl2107723

6. Chebi:34523

7. Ym 443

8. C14127

9. D42owk5383

10. Ac1nqzwj

11. Acotiamide [mi]

12. Acotiamide [who-dd]

13. Schembl1043131

14. Dtxsid40870163

15. Hms3886o11

16. Bcp21087

17. Zinc2002237

18. Mfcd00953661

19. Mz-338

20. S5075

21. Akos025401963

22. Ccg-269239

23. Db12482

24. Sb19646

25. Ncgc00506872-01

26. Ac-27642

27. N-[2-(diisopropylamino)ethyl]-2-[(2-hydroxy-4,5-dimethoxy-benzoyl)amino]thiazole-4-carboxamide

28. Hy-121467

29. Cs-0082145

30. Acotiamide; Mz-338; Unii-d42owk5383;

31. F14756

32. A899477

33. Q4674598

34. Ym443; Ym-443; Ym 443; Z338; Z-338; Z 338

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

36. 4-thiazolecarboxamide, N-(2-(bis(1-methylethyl)amino)ethyl)-2-((2-hydroxy-4,5-dimethoxybenzoyl)amino)-

37. N-(2-(bis(1-methylethyl)amino)ethyl)-2-((2-hydroxy-4,5-dimethoxybenzoyl)amino)thiazol-4-carboxamide

38. N-(2-(bis(1-methylethyl)amino)ethyl)-2-((2-hydroxy-4,5-dimethoxybenzoyl)amino)thiazole-4-carboxamide

39. N-{2-[bis(propan-2-yl)amino]ethyl}-2-(2-hydroxy-4,5-dimethoxybenzamido)-1,3-thiazole-4-carboxamide

2.4 Create Date

2005-10-11

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₃₀N₄O₅S
Molecular Weight	450.6 g/mol
XLogP3	3.5
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	10
Exact Mass	450.19369124 g/mol
Monoisotopic Mass	450.19369124 g/mol
Topological Polar Surface Area	141 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	586
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Treatment of functional dyspepsia

5 Pharmacology and Biochemistry

5.1 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.)

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