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DSSTox_CID_28982

DSSTox_CID_28982

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Also known as: 158930-17-7, Frovatriptan succinate hydrate, Frovatriptan succinate monohydrate, Frovatriptan succinate [usan], Frovelan, Migard

Molecular Formula

C₁₈H₂₅N₃O₆

Molecular Weight

379.4 g/mol

InChI Key

CUETXFMONOSVJA-KLQYNRQASA-N

FDA UNII

D28J6W18HY

Frovatriptan Succinate is the succinate salt form of frovatriptan, a synthetic triptan with serotonin (5-HT) receptor agonist activity. Frovatriptan succinate binds selectively and with high affinity to 5-HT 1B and presynaptic 5-HT 1D receptors in the extracerebral and intracranial arteries. This leads to an inhibition of serotonin activity and results in vasoconstriction of the painfully dilated blood vessels during migraine attack. Frovatriptan succinate is indicated for the acute treatment of migraine. (NCI05)

1 2D Structure

DSSTox_CID_28982

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

butanedioic acid;(6R)-6-(methylamino)-6,7,8,9-tetrahydro-5H-carbazole-3-carboxamide;hydrate

2.1.2 InChI

InChI=1S/C14H17N3O.C4H6O4.H2O/c1-16-9-3-5-13-11(7-9)10-6-8(14(15)18)2-4-12(10)17-13;5-3(6)1-2-4(7)8;/h2,4,6,9,16-17H,3,5,7H2,1H3,(H2,15,18);1-2H2,(H,5,6)(H,7,8);1H2/t9-;;/m1../s1

2.1.3 InChI Key

CUETXFMONOSVJA-KLQYNRQASA-N

2.1.4 Canonical SMILES

CNC1CCC2=C(C1)C3=C(N2)C=CC(=C3)C(=O)N.C(CC(=O)O)C(=O)O.O

2.1.5 Isomeric SMILES

CN[C@@H]1CCC2=C(C1)C3=C(N2)C=CC(=C3)C(=O)N.C(CC(=O)O)C(=O)O.O

2.2 Other Identifiers

2.2.1 UNII

D28J6W18HY

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (+)-(r)-5,6,7,8-tetrahydro-6-(methylamino)carbazole-3-carboxamide Succinate (1:1), Monohydrate

2. 3-methylamino-6-carboxamido-1,2,3,4-tetrahydrocarbazole

3. Allegro

4. Frova

5. Frovatriptan

6. Frovelan

7. Sb 209509

8. Vml-251

9. Vml251

2.3.2 Depositor-Supplied Synonyms

1. 158930-17-7

2. Frovatriptan Succinate Hydrate

3. Frovatriptan Succinate Monohydrate

4. Frovatriptan Succinate [usan]

5. Frovelan

6. Migard

7. Vml 251

8. Sb 209509-ax

9. D28j6w18hy

10. Sb 209509 Ax

11. Nsc-760422

12. Ncgc00183880-01

13. Butanedioic Acid;(6r)-6-(methylamino)-6,7,8,9-tetrahydro-5h-carbazole-3-carboxamide;hydrate

14. (+)-(r)-2,3,4,9-tetrahydro-3-(methylamino)-1h-carbazole-6-carboxamide Butanedioate (1:1), Monohydrate

15. (+)-(r)-5,6,7,8-tetrahydro-6-(methylamino)carbazole-3-carboxamide Succinate (1:1), Monohydrate

16. Butanedioic Acid, Compd. With (r)-2,3,4,9-tetrahydro-3-(methylamino)-1h-carbazole-6-carboxamide (1:1), Monohydrate

17. Butanedioic Acid, Compd. With (r)-2,3,4,9-tetrahydro-3-(methylamino)-1h-carbazole-6-carboxamide, Hydrate (1:1:1)

18. Frovatriptan Succinate (usan)

19. Frovatriptan (succinate Hydrate)

20. (r)-3-(methylamino)-2,3,4,9-tetrahydro-1h-carbazole-6-carboxamide Succinate Hydrate

21. Butanedioic Acid,(6r)-6-methylamino-6,7,8,9-tetrahydro-5h-carbazole-3-carboxamide;hydrate

22. Unii-d28j6w18hy

23. Frova (tn)

24. Dsstox_cid_28982

25. Dsstox_rid_83247

26. Dsstox_gsid_49056

27. Schembl2321442

28. Chembl2138684

29. Dtxsid2049056

30. Hy-b1658a

31. Tox21_113606

32. Akos030241886

33. Frovatriptan Succinate [mart.]

34. Frovatriptan Succinate [usp-rs]

35. Nsc 760422

36. 1h-carbazole-6-carboxamide, 2,3,4,9-tetrahydro-3-(methylamino)-, (r)-, Butanedioate (1:1), Monohydrate

37. Frovatriptan Succinate [orange Book]

38. Cas-158930-17-7

39. Cs-0021309

40. D04264

41. Frovatriptan Succinate Monohydrate [mi]

42. Frovatriptan Succinate Monohydrate [who-dd]

43. Frovatriptan Succinate Monohydrate, >=97% (hplc)

44. J-009548

45. Q27276007

46. Frovatriptan Succinate, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₅N₃O₆
Molecular Weight	379.4 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	5
Exact Mass	379.17433553 g/mol
Monoisotopic Mass	379.17433553 g/mol
Topological Polar Surface Area	147 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	426
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
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

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.)

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