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Chemistry

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Also known as: Hydroquinidine, 1435-55-8, Hydroconquinine, Hydroconchinine, Dihydroquinine, (+)-hydroquinidine
Molecular Formula
C20H26N2O2
Molecular Weight
326.4  g/mol
InChI Key
LJOQGZACKSYWCH-LHHVKLHASA-N
FDA UNII
8P68XPY4HG

Hydroconchinine
Hydroquinidine is under investigation in clinical trial NCT00927732 (Hydroquinidine Versus Placebo in Patients With Brugada Syndrome).
1 2D Structure

Hydroconchinine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
2.1.2 InChI
InChI=1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
2.1.3 InChI Key
LJOQGZACKSYWCH-LHHVKLHASA-N
2.1.4 Canonical SMILES
CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)O
2.1.5 Isomeric SMILES
CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@H](C3=C4C=C(C=CC4=NC=C3)OC)O
2.2 Other Identifiers
2.2.1 UNII
8P68XPY4HG
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Dihydroquinine

2. Hydroquinidine

3. Hydroquinidine Dihydrochloride, (1beta,4beta,3s)-(+-)-isomer

4. Hydroquinidine Dihydrochloride, (3alpha,9s)-(+-)-isomer

5. Hydroquinidine Hydrochloride

6. Hydroquinidine Monosulfate

7. Hydroquinidine Monosulfate, (1beta,3alpha,4beta,8alpha,9r)-isomer

8. Hydroquinidine Monosulfate, (1beta,3alpha,4beta,9s)-isomer

9. Hydroquinidine Sulfate

10. Hydroquinidine Sulfate, (9s)-isomer

11. Hydroquinidine, (+-)-isomer

12. Hydroquinidine, (1beta, 3alpha,4beta,8alpha,9r)-isomer

13. Hydroquinidine, (1beta,3alpha,4beta,9s)-isomer

14. Hydroquinidine, (1beta,4beta,9s)-(+-)-isomer

15. Hydroquinidine, (3alpha,9s)-(+-)-isomer

16. Hydroquinidine, (8alpha,9r)-isomer

17. Hydroquinidine, (8alpha,9s)-isomer

18. Hydroquinidine, (9r)-isomer

19. Hydroquinidine, (9s)-(+-)-isomer

20. Hydroquinine

21. Lcn 834

22. Lcn-834

23. Lentoquine

24. Srcor

2.3.2 Depositor-Supplied Synonyms

1. Hydroquinidine

2. 1435-55-8

3. Hydroconquinine

4. Hydroconchinine

5. Dihydroquinine

6. (+)-hydroquinidine

7. (9s)-10,11-dihydro-6'-methoxycinchonan-9-ol

8. 8p68xpy4hg

9. Dihydrochinidin

10. 10,11-dihydroquinidine

11. Mfcd00135599

12. Cinchonan-9-ol, 10,11-dihydro-6'-methoxy-, (9s)-

13. (s)-((1s,2r,4s,5r)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol

14. (+)-dihydroquinidine

15. Einecs 215-862-5

16. Gnf-pf-2067

17. Unii-8p68xpy4hg

18. Hydroquinidine, 95%

19. Hydroquinidine [mi]

20. Schembl308961

21. (8r,9s)-10,11-dihydro-6'-methoxy-9-cinchonanol

22. Chembl531472

23. Megxp0_001892

24. Hydroquinidine [who-dd]

25. Acon1_001481

26. Dtxsid50862110

27. Act08913

28. Zinc3977899

29. S4648

30. S4658

31. Ccg-267773

32. Ccg-267774

33. Db15300

34. Nsc 757410

35. Ncgc00180461-01

36. Ncgc00180461-02

37. Ncgc00385753-01

38. (+)-dihydroquinidine, Analytical Standard

39. As-16052

40. A20646

41. Fmoc-(s)-3-amino-4-(2-naphthyl)butanoicacid

42. 435h558

43. Q5276449

44. Brd-k98182306-001-01-3

45. (9s)-10,11-dihydro-6'-methoxycinchonan-9-ol;hydroquinidine

46. (s)-((2r,4s,5r)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methanol

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 326.4 g/mol
Molecular Formula C20H26N2O2
XLogP33.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass326.199428076 g/mol
Monoisotopic Mass326.199428076 g/mol
Topological Polar Surface Area45.6 Ų
Heavy Atom Count24
Formal Charge0
Complexity432
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Parasympatholytics

Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS. (See all compounds classified as Parasympatholytics.)


Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)


4.2 ATC Code

C - Cardiovascular system

C01 - Cardiac therapy

C01B - Antiarrhythmics, class i and iii

C01BA - Antiarrhythmics, class ia

C01BA13 - Hydroquinidine


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