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ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: 139290-65-6, Mdl 100907, Mdl-100907, M100907, (r)-(2,3-dimethoxyphenyl)(1-(4-fluorophenethyl)piperidin-4-yl)methanol, Volinanserin [inn]

Molecular Formula

C₂₂H₂₈FNO₃

Molecular Weight

373.5 g/mol

InChI Key

HXTGXYRHXAGCFP-OAQYLSRUSA-N

FDA UNII

EW71EE171J

Volinanserin is under investigation in clinical trial NCT00464243 (Efficacy and Safety of Volinanserin on Sleep Maintenance Insomnia - Polysomnographic Study).

1 2D Structure

Volinanserin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol

2.1.2 InChI

InChI=1S/C22H28FNO3/c1-26-20-5-3-4-19(22(20)27-2)21(25)17-11-14-24(15-12-17)13-10-16-6-8-18(23)9-7-16/h3-9,17,21,25H,10-15H2,1-2H3/t21-/m1/s1

2.1.3 InChI Key

HXTGXYRHXAGCFP-OAQYLSRUSA-N

2.1.4 Canonical SMILES

COC1=CC=CC(=C1OC)C(C2CCN(CC2)CCC3=CC=C(C=C3)F)O

2.1.5 Isomeric SMILES

COC1=CC=CC(=C1OC)[C@@H](C2CCN(CC2)CCC3=CC=C(C=C3)F)O

2.2 Other Identifiers

2.2.1 UNII

EW71EE171J

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (r)-(2,3-dimethoxyphenyl)(1-(2-(4-fluorophenyl)ethyl)piperidin-4-yl)methanol

2. 4-piperidinemethanol, Alpha-(2,3-dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-, (alpha-r)-

3. Alpha-(2,3-dimethoxyphenyl)-1-(2-(4-fluorophenylethyl))-4-piperidine Methanol

4. M100907

5. Mdl 100,907

6. Mdl 100105

7. Mdl 100907

8. Mdl-100,907

9. Mdl-100907

10. Mdl100105

2.3.2 Depositor-Supplied Synonyms

1. 139290-65-6

2. Mdl 100907

3. Mdl-100907

4. M100907

5. (r)-(2,3-dimethoxyphenyl)(1-(4-fluorophenethyl)piperidin-4-yl)methanol

6. Volinanserin [inn]

7. Mdl100907

8. Mdl-100,907

9. Mdl100.907

10. (r)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol

11. Chembl74355

12. C22h28fno3

13. Ew71ee171j

14. M-100907

15. Mdl-100.907

16. (r)-(2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol

17. (r)-(+)-alpha-(2,3-dimethoxyphenyl)-1-[2-(4-fluoro-phenyl)ethyl]-4-piperidine Methanol

18. Mdl 100,907

19. Unii-ew71ee171j

20. Mdl 100009

21. Serotonin 5-ht2 Receptor Antagonists

22. Alpha-(2,3-dimethoxyphenyl)-1-(2-(4-fluorophenylethyl))-4-piperidine Methanol

23. Dsstox_cid_27363

24. Dsstox_rid_82298

25. Dsstox_gsid_47363

26. Gtpl185

27. Schembl675164

28. Dtxsid6047363

29. (2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol

30. Zinc598040

31. Ex-a3509

32. Tox21_300244

33. Bdbm50095027

34. Mfcd00909060

35. Akos022180892

36. (r)-(2,3-dimethoxyphenyl)(1-(2-(4-fluorophenyl)ethyl)piperidin-4-yl)methanol

37. Ncgc00247964-01

38. Ncgc00254173-01

39. Ac-36402

40. As-35103

41. Hy-14940

42. Cas-139290-65-6

43. Cs-0003646

44. S0313

45. M100907, >=98% (hplc)

46. A886060

47. Mdl 100907, (r)-(+)-

48. M 100907

49. Q7940202

50. (r)-(1-(4-fluorophenethyl)piperidin-4-yl)(2,3-dimethoxyphenyl)methanol

51. (r)-(+)-?-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperinemethanol

52. (r)-(+)-alpha-(2,3-dimethoxyphenyl)-1-[2 -(4-fluorophenyl)ethyl]-4-piperinemethanol

53. (r)-(2,3-dimethoxyphenyl)-(1-(2-p-fluorophenylethyl)-piperidine-4-yl)-methanol

54. (r)-alpha-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

55. 4-piperidinemethanol, Alpha-(2,3-dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-, (+)-

56. 4-piperidinemethanol, Alpha-(2,3-dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-, (alphar)-

57. (2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol (m 100907)

58. (2,3-dimethoxy-phenyl)-{1-[2-(4-fluoro-phenyl)-ethyl]-piperidin-4-yl}-methanol(mdl 100907)

59. 4-piperidinemethanol, .alpha.-(2,3-dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-, (.alpha.r)-

60. 4-piperidinemethanol, Alpha-(2,3-dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-, (r)-

2.4 Create Date

2005-12-16

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₈FNO₃
Molecular Weight	373.5 g/mol
XLogP3	3.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	7
Exact Mass	373.20532192 g/mol
Monoisotopic Mass	373.20532192 g/mol
Topological Polar Surface Area	41.9 Å²
Heavy Atom Count	27
Formal Charge	0
Complexity	422
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Serotonin Antagonists

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

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