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Hydroconchinine

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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

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 Formula	C₂₀H₂₆N₂O₂
Molecular Weight	326.4 g/mol
XLogP3	3.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	326.199428076 g/mol
Monoisotopic Mass	326.199428076 g/mol
Topological Polar Surface Area	45.6 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	432
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
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

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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