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Cisapride Monohydrate

Cisapride Monohydrate

Synopsis, Chemistry

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Also known as: Cisapride monohydrate, 260779-88-2, Propulsid, Acenalin, Vzv0a4i38w, Cisapride hydrate

Molecular Formula

C₂₃H₃₁ClFN₃O₅

Molecular Weight

484.0 g/mol

InChI Key

QBYYXIDJOFZORM-LBPAWUGGSA-N

FDA UNII

VZV0A4I38W

A substituted benzamide used for its prokinetic properties. It is used in the management of gastroesophageal reflux disease, functional dyspepsia, and other disorders associated with impaired gastrointestinal motility. (Martindale The Extra Pharmacopoeia, 31st ed)

1 2D Structure

Cisapride Monohydrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-amino-5-chloro-N-[(3S,4R)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide;hydrate

2.1.2 InChI

InChI=1S/C23H29ClFN3O4.H2O/c1-30-21-13-19(26)18(24)12-17(21)23(29)27-20-8-10-28(14-22(20)31-2)9-3-11-32-16-6-4-15(25)5-7-16;/h4-7,12-13,20,22H,3,8-11,14,26H2,1-2H3,(H,27,29);1H2/t20-,22+;/m1./s1

2.1.3 InChI Key

QBYYXIDJOFZORM-LBPAWUGGSA-N

2.1.4 Canonical SMILES

COC1CN(CCC1NC(=O)C2=CC(=C(C=C2OC)N)Cl)CCCOC3=CC=C(C=C3)F.O

2.1.5 Isomeric SMILES

CO[C@H]1CN(CC[C@H]1NC(=O)C2=CC(=C(C=C2OC)N)Cl)CCCOC3=CC=C(C=C3)F.O

2.2 Other Identifiers

2.2.1 UNII

VZV0A4I38W

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Cisapride

2. Propulsid

3. R 51619

4. R-51619

5. R51619

2.3.2 Depositor-Supplied Synonyms

1. Cisapride Monohydrate

2. 260779-88-2

3. Propulsid

4. Acenalin

5. Vzv0a4i38w

6. Cisapride Hydrate

7. Risamol

8. Propulsin

9. Alimix

10. Benzamide, 4-amino-5-chloro-n-((3r,4s)-1-(3-(4-fluorophenoxy)propyl)-3-methoxy-4-piperidinyl)-2-methoxy-, Hydrate (1:1), Rel-

11. Benzamide, 4-amino-5-chloro-n-(1-(3-(4-fluorophenoxy)propyl)-3-methoxy-4-piperidinyl)-2-methoxy-, Cis Monohydrate

12. 4-amino-5-chloro-n-[(3s,4r)-1-[3-(4-fluorophenoxy)propyl]-3-methoxypiperidin-4-yl]-2-methoxybenzamide;hydrate

13. Benzamide, 4-amino-5-chloro-n-[(3r,4s)-1-[3-(4-fluorophenoxy)propyl]-3-methoxy-4-piperidinyl]-2-methoxy-, Hydrate (1:1), Rel-

14. Smr000449272

15. Unii-vzv0a4i38w

16. R-51619

17. Cisapride (monohydrate)

18. Cpd000449272

19. Cisapride [mart.]

20. Cisapride Hydrate (1:1)

21. Mls000758247

22. Mls001423985

23. Schembl467064

24. Chembl1546244

25. Dtxsid60948954

26. Cisapride Monohydrate [mi]

27. Hms2051g13

28. (r,s)-cisapride Monohydrate

29. Hy-14149a

30. Cisapride Monohydrate [who-dd]

31. Ccg-100794

32. Nc00044

33. Q27292115

2.4 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₁ClFN₃O₅
Molecular Weight	484.0 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	9
Exact Mass	483.1936270 g/mol
Monoisotopic Mass	483.1936270 g/mol
Topological Polar Surface Area	87 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	581
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
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

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

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.)

Serotonin Receptor Agonists

Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS. (See all compounds classified as Serotonin Receptor Agonists.)