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Also known as: 55837-29-1, Tiropramide [inn], Cr-605, R7s0904cn2, Tiropramide (inn), Benzenepropanamide, alpha-(benzoylamino)-4-(2-(diethylamino)ethoxy)-n,n-dipropyl-, (+-)-
Molecular Formula
C28H41N3O3
Molecular Weight
467.6  g/mol
InChI Key
FDBWMYOFXWMGEY-UHFFFAOYSA-N
FDA UNII
R7S0904CN2

Tiropramide
Tiropramide is under investigation in clinical trial NCT01629212 (Comparison of the Efficacy and Safety of Tiropramide and Octylonium in the Treatment of Irritable Bowel Syndrome).
1 2D Structure

Tiropramide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-[3-[4-[2-(diethylamino)ethoxy]phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide
2.1.2 InChI
InChI=1S/C28H41N3O3/c1-5-18-31(19-6-2)28(33)26(29-27(32)24-12-10-9-11-13-24)22-23-14-16-25(17-15-23)34-21-20-30(7-3)8-4/h9-17,26H,5-8,18-22H2,1-4H3,(H,29,32)
2.1.3 InChI Key
FDBWMYOFXWMGEY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCN(CCC)C(=O)C(CC1=CC=C(C=C1)OCCN(CC)CC)NC(=O)C2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
R7S0904CN2
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cr 605

2.3.2 Depositor-Supplied Synonyms

1. 55837-29-1

2. Tiropramide [inn]

3. Cr-605

4. R7s0904cn2

5. Tiropramide (inn)

6. Benzenepropanamide, Alpha-(benzoylamino)-4-(2-(diethylamino)ethoxy)-n,n-dipropyl-, (+-)-

7. Tiropramida [spanish]

8. Tiropramida

9. Tiropramidum

10. Tiropramidum [inn-latin]

11. Tiropramida [inn-spanish]

12. N-(3-(4-(2-(diethylamino)ethoxy)phenyl)-1-(dipropylamino)-1-oxopropan-2-yl)benzamide

13. N-[3-[4-[2-(diethylamino)ethoxy]phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide

14. (+/-)-tiropramide

15. Brn 4162600

16. Maioral

17. Tirospan

18. Unii-r7s0904cn2

19. O-(diethylaminoethyl)-n-benzoyl-dl-tyrosyl-di-n-propylamide

20. Tiropramide [mi]

21. Dl-alpha-benzamido-para-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

22. (+-)-alpha-(benzoylamino)-4-(2-(diethylamino)ethoxy)-n,n-dipropylbenzenepropanamide

23. Schembl25693

24. Tiropramide [who-dd]

25. Chembl2104688

26. Dtxsid70866514

27. Chebi:135758

28. Akos015909639

29. Dl-alpha-benzamido-p-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

30. Db13091

31. D07087

32. Q7809264

33. (+/-)-.alpha.-benzamido-p-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

34. Dl-.alpha.-benzamido-p-(2-(diethylamino)ethoxy)-n,n-dipropylhydrocinnamamide

35. N-(2-{4-[2-(diethylamino)ethoxy]phenyl}-1-(dipropylcarbamoyl)ethyl)benzenecarboximidic Acid

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 467.6 g/mol
Molecular Formula C28H41N3O3
XLogP35.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count15
Exact Mass467.31479218 g/mol
Monoisotopic Mass467.31479218 g/mol
Topological Polar Surface Area61.9 Ų
Heavy Atom Count34
Formal Charge0
Complexity561
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Parasympatholytics

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)


4.2 ATC Code

A - Alimentary tract and metabolism

A03 - Drugs for functional gastrointestinal disorders

A03A - Drugs for functional gastrointestinal disorders

A03AC - Synthetic antispasmodics, amides with tertiary amines

A03AC05 - Tiropramide


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