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Chemistry

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Also known as: 10447-39-9, Quifenadine [inn], 1-azabicyclo[2.2.2]octan-3-yl(diphenyl)methanol, 1-azabicyclo[2.2.2]oct-3-yl(diphenyl)methanol, W9a18rj49b, Fenkarol

Molecular Formula

C₂₀H₂₃NO

Molecular Weight

293.4 g/mol

InChI Key

PZMAHNDJABQWGS-UHFFFAOYSA-N

FDA UNII

W9A18RJ49B

1 2D Structure

Quifenadine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-azabicyclo[2.2.2]octan-3-yl(diphenyl)methanol

2.1.2 InChI

InChI=1S/C20H23NO/c22-20(17-7-3-1-4-8-17,18-9-5-2-6-10-18)19-15-21-13-11-16(19)12-14-21/h1-10,16,19,22H,11-15H2

2.1.3 InChI Key

PZMAHNDJABQWGS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1CN2CCC1C(C2)C(C3=CC=CC=C3)(C4=CC=CC=C4)O

2.2 Other Identifiers

2.2.1 UNII

W9A18RJ49B

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Fenatin

2. Fencarol

3. Phencarol

4. Quifenadine Hydrobromide, (+-)-isomer

5. Quifenadine Hydrochloride

6. Quinuclidinyl-3-diphenylcarbinol

2.3.2 Depositor-Supplied Synonyms

1. 10447-39-9

2. Quifenadine [inn]

3. 1-azabicyclo[2.2.2]octan-3-yl(diphenyl)methanol

4. 1-azabicyclo[2.2.2]oct-3-yl(diphenyl)methanol

5. W9a18rj49b

6. Fenkarol

7. Quifenadine (inn)

8. (3-quinuclidinyl)diphenyl Carbinol Hydrochloride

9. Ncgc00160492-01

10. .alpha.,.alpha.-diphenyl-3-quinuclidinemethanol

11. {1-azabicyclo[2.2.2]octan-3-yl}diphenylmethanol

12. Quifenadino

13. Quifenadinum

14. Quifenadinum [inn-latin]

15. Quifenadino [inn-spanish]

16. Benzhydrol, Alpha-(3-quinuclidinyl)-

17. Brn 1542055

18. Unii-w9a18rj49b

19. Alpha,alpha-diphenyl-3-quinuclidinemethanol

20. Alpha,alpha-diphenyl-3-chinuclidinylmethanol

21. 1-azabicyclo[2.2.2]octane-3-methanol,a,a-diphenyl-

22. 1-azabicyclo(2.2.2)octane-3-methanol, Alpha,alpha-diphenyl-

23. 3-quinuclidinemethanol, Alpha,alpha-diphenyl-

24. Fencarol [as Hydrochloride]

25. Dsstox_cid_26187

26. Dsstox_rid_81418

27. Dsstox_gsid_46187

28. Oprea1_250552

29. Phencarol [as Hydrochloride]

30. Phencarol; Fenatin; Fencarol

31. Quifenadine [who-dd]

32. Mls006011470

33. Schembl1813124

34. Chembl1187694

35. Dtxsid6046187

36. Schembl15292380

37. Chebi:134746

38. Bcp21301

39. Tox21_111852

40. Bbl022956

41. Mfcd01684913

42. Stk697937

43. Akos001668833

44. Db13713

45. Benzhydrol, .alpha.-(3-quinuclidinyl)-

46. Ncgc00160492-02

47. Smr002499074

48. Vs-07290

49. Cas-10447-39-9

50. D10230

51. Ab00637982-07

52. 3-quinuclidinemethanol, .alpha.,.alpha.-diphenyl-

53. Ag-205/05218021

54. Q4497981

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₃NO
Molecular Weight	293.4 g/mol
XLogP3	3.4
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	3
Exact Mass	293.177964357 g/mol
Monoisotopic Mass	293.177964357 g/mol
Topological Polar Surface Area	23.5 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	344
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Histamine Antagonists

Drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Classical antihistaminics block the histamine H1 receptors only. (See all compounds classified as Histamine Antagonists.)

4.2 ATC Code

R - Respiratory system

R06 - Antihistamines for systemic use

R06A - Antihistamines for systemic use

R06AX - Other antihistamines for systemic use

R06AX31 - Quifenadine

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