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Acotiamide Hydrochloride

Acotiamide Hydrochloride

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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 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 Hydrochloride

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 Formula	C₂₁H₃₁ClN₄O₅S
Molecular Weight	487.0 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	10
Exact Mass	486.1703690 g/mol
Monoisotopic Mass	486.1703690 g/mol
Topological Polar Surface Area	141 Å²
Heavy Atom Count	32
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	2

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.)