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Dihydroquinine

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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

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 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	1
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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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