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Chemistry

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Also known as: Dihydroquinine, Chembl2079611, (-)-hydroquinine, 10,11-dihydroquinine, (-)-10,11-dihydroquinine, Nsc-41799
Molecular Formula
C20H26N2O2
Molecular Weight
326.4  g/mol
InChI Key
LJOQGZACKSYWCH-WGFDLZGGSA-N

Dihydroquinine
1 2D Structure

Dihydroquinine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(R)-(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-/m1/s1
2.1.3 InChI Key
LJOQGZACKSYWCH-WGFDLZGGSA-N
2.1.4 Canonical SMILES
CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)O
2.1.5 Isomeric SMILES
CCC1CN2CCC1CC2[C@@H](C3=C4C=C(C=CC4=NC=C3)OC)O
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Dihydroquinidine

2. Dihydroquinine

3. Hydroquinidine

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

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

6. Hydroquinidine Hydrochloride

7. Hydroquinidine Monosulfate

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

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

10. Hydroquinidine Sulfate

11. Hydroquinidine Sulfate, (9s)-isomer

12. Hydroquinidine, (+-)-isomer

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

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

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

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

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

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

19. Hydroquinidine, (9r)-isomer

20. Hydroquinidine, (9s)-(+-)-isomer

21. Lcn 834

22. Lcn-834

23. Lentoquine

24. Srcor

2.2.2 Depositor-Supplied Synonyms

1. Dihydroquinine

2. Chembl2079611

3. (-)-hydroquinine

4. 10,11-dihydroquinine

5. (-)-10,11-dihydroquinine

6. Nsc-41799

7. 522-66-7

8. Schembl109602

9. Bdbm50407154

10. Cs-w019883

11. Hy-42034

12. J3.558.731d

13. (r)-(5-ethyl-1-azabicyclo[2.2.2]octane-2-yl)(6-methoxy-4-quinolinyl)methanol

2.3 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 Count1
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

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.)


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.)


4.2 ATC Code

M - Musculo-skeletal system

M09 - Other drugs for disorders of the musculo-skeletal system

M09A - Other drugs for disorders of the musculo-skeletal system

M09AA - Quinine and derivatives

M09AA01 - Hydroquinine


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