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Chemistry

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Also known as: Tropisetron hydrochloride, 105826-92-4, 3-tropanyl-indole-3-carboxylate hydrochloride, Sdz-ics-930 (free base), Sdz-ics-930, Ics 205-930

Molecular Formula

C₁₇H₂₁ClN₂O₂

Molecular Weight

320.8 g/mol

InChI Key

XIEGSJAEZIGKSA-UHFFFAOYSA-N

An indole derivative and 5-HT3 RECEPTOR antagonist that is used for the prevention of nausea and vomiting.

1 2D Structure

Tropisetron hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 1H-indole-3-carboxylate;hydrochloride

2.1.2 InChI

InChI=1S/C17H20N2O2.ClH/c1-19-11-6-7-12(19)9-13(8-11)21-17(20)15-10-18-16-5-3-2-4-14(15)16;/h2-5,10-13,18H,6-9H2,1H3;1H

2.1.3 InChI Key

XIEGSJAEZIGKSA-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN1C2CCC1CC(C2)OC(=O)C3=CNC4=CC=CC=C43.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. (3 Alpha-tropanyl)-1h-indole-3-carboxylic Acid Ester

2. Ics 205 930

3. Ics 205-930

4. Ics 205930

5. Ics-205-930

6. Ics-205930

7. Indole 3 Carboxylic Acid Tropine Ester

8. Indole-3-carboxylic Acid Tropine Ester

9. Tropisetron

10. Tropisetron Hydrochloride

2.2.2 Depositor-Supplied Synonyms

1. Tropisetron Hydrochloride

2. 105826-92-4

3. 3-tropanyl-indole-3-carboxylate Hydrochloride

4. Sdz-ics-930 (free Base)

5. Sdz-ics-930

6. Ics 205-930

7. 3-tropanylindole-3-carboxylate Hydrochloride

8. Mls001148140

9. Chembl554182

10. Schembl6273985

11. (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 1h-indole-3-carboxylate Hydrochloride

12. Pharmakon1600-01502344

13. Bcp07756

14. Tox21_501253

15. Ac-789

16. Nsc759842

17. Akos015951162

18. Ccg-213827

19. Ics-205,930; Navoban; Tropisetron

20. Lp01253

21. (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) 1h-indole-3-carboxylate Hydrochloride

22. Ncgc00094493-01

23. Ncgc00261938-01

24. Smr000653456

25. Db-040658

26. Eu-0101253

27. Ft-0630963

28. T-104

29. T2743

30. (3-endo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl 1h-indole-3-carboxylic Acid Ester Monohydrochloride

31. A801326

32. Sr-01000075588

33. J-500370

34. Sr-01000075588-1

35. Tropisetron Monohydrochloride, Solid, >=98% (hplc)

36. Tropisetron Hydrochloride, European Pharmacopoeia (ep) Reference Standard

37. (1r,5s)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl 1h-indole-3-carboxylate Hydrochloride

38. 1h-indole-3-carboxylic Acid (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) Ester Hydrochloride

39. 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 1h-indole-3-carboxylate Hydrochloride

2.3 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₁ClN₂O₂
Molecular Weight	320.8 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	320.1291556 g/mol
Monoisotopic Mass	320.1291556 g/mol
Topological Polar Surface Area	45.3 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	400
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antiemetics

Drugs used to prevent NAUSEA or VOMITING. (See all compounds classified as Antiemetics.)

Serotonin 5-HT3 Receptor Antagonists

Drugs that bind to but do not activate SEROTONIN 5-HT3 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT3 RECEPTOR AGONISTS. (See all compounds classified as Serotonin 5-HT3 Receptor Antagonists.)

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