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FINISHED DOSAGE FORMULATIONS

1 FDF Dossiers, 1 South Africa

1 FDF Dossiers
1 South Africa

Synopsis

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Chemistry

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Also known as: Dolasetron mesylate, 878143-33-0, Dalasetron mesylate hydrate, Dalasetron (mesylate hydrate), 115956-13-3, Dolasetron mesilate

Molecular Formula

C₂₀H₂₆N₂O₇S

Molecular Weight

438.5 g/mol

InChI Key

QTFFGPOXNNGTGZ-RCSCTSIBSA-N

Dolasetron Mesylate is an indole derivative with antiemetic activity. As a selective serotonin receptor antagonist, dolasetron mesylate competitively blocks the action of serotonin at 5HT3 receptors, resulting in suppression of chemotherapy- and radiotherapy-induced nausea and vomiting. (NCI04)

1 2D Structure

Anzemet Hydrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methanesulfonic acid;[(3S,7R)-10-oxo-8-azatricyclo[5.3.1.03,8]undecan-5-yl] 1H-indole-3-carboxylate;hydrate

2.1.2 InChI

InChI=1S/C19H20N2O3.CH4O3S.H2O/c22-18-10-21-12-5-11(18)6-13(21)8-14(7-12)24-19(23)16-9-20-17-4-2-1-3-15(16)17;1-5(2,3)4;/h1-4,9,11-14,20H,5-8,10H2;1H3,(H,2,3,4);1H2/t11?,12-,13+,14?;;

2.1.3 InChI Key

QTFFGPOXNNGTGZ-RCSCTSIBSA-N

2.1.4 Canonical SMILES

CS(=O)(=O)O.C1C2CC3CC(CC1N3CC2=O)OC(=O)C4=CNC5=CC=CC=C54.O

2.1.5 Isomeric SMILES

CS(=O)(=O)O.C1[C@@H]2CC(C[C@H]3N2CC(=O)C1C3)OC(=O)C4=CNC5=CC=CC=C54.O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 1h-indole-3-carboxylic Acid, (6r,9as)-octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl Ester, Rel-, Methanesulfonate, Hydrate (1:1:1)

2. 1h-indole-3-carboxylic Acid, Octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl Ester, (2-alpha,6-alpha,8-alpha,9a-beta)-

3. 1h-indole-3-carboxylic Acid-trans-octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl Ester Methanesulfonate

4. Anzemet

5. Dolasetron

6. Dolasetron Mesilate Monohydrate

7. Dolasetron Mesylate

8. Dolasetron Mesylate Monohydrate

9. Indole-3-carboxylic Acid, Ester With (8r)-hexahydro-8-hydroxy-2,6-methano-2h-quinolizin-3(4h)-one

10. Mdl 73,147ef

11. Mdl 73147ef

12. Mdl-73147ef

13. Octahydro-3-oxo-2,6-methano-2h-quinolizin-8-yl 1h-indole-3-carboxylate

2.2.2 Depositor-Supplied Synonyms

1. Dolasetron Mesylate

2. 878143-33-0

3. Dalasetron Mesylate Hydrate

4. Dalasetron (mesylate Hydrate)

5. 115956-13-3

6. Dolasetron Mesilate

7. Dolasetron Mesylate Monohydrate

8. Dolasetron (mesylate Hydrate)

9. Anzemet

10. Dolasetron Methanesulfonate

11. Mdl-73147ef

12. Dolasetron Mesylate Anhydrous

13. Methanesulfonic Acid;[(3s,7r)-10-oxo-8-azatricyclo[5.3.1.03,8]undecan-5-yl] 1h-indole-3-carboxylate;hydrate

14. Ncgc00181048-01

15. Dolasetron Mesilate Monohydrate

16. Anemet

17. Dolasetronmesylate

18. Schembl1237588

19. Chembl2368924

20. Hy-b0750b

21. Hms3714b12

22. Mfcd01718979

23. Ccg-220885

24. Ccg-222446

25. Cs-3746

26. As-13228

27. D71051

28. 956d133

29. A854565

30. A916136

31. Dolasetron Mesylate Hydrate, >=98% (hplc), Powder

32. (2r,5r,6s,8r,9as)-3-oxooctahydro-2h-2,6-methanoquinolizin-8-yl 1h-indole-3-carboxylate Methanesulfonate

33. Rel-(5s,6r,8r,9as)-3-oxooctahydro-1h-2,6-methanoquinolizin-8-yl 1h-indole-3-carboxylate Methanesulfonate Hydrate

2.3 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₆N₂O₇S
Molecular Weight	438.5 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	3
Exact Mass	438.14607235 g/mol
Monoisotopic Mass	438.14607235 g/mol
Topological Polar Surface Area	126 Å²
Heavy Atom Count	30
Formal Charge	0
Complexity	627
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	3

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.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Serotonin-3 Receptor Antagonist [EPC]; Serotonin 3 Receptor Antagonists [MoA]

FDF Dossiers