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Cinchonan-9-ol, 6'-methoxy-, Monohydrochloride, (8-alpha,9R)-

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12 API Suppliers, 2 USDMF, 4 CEP/COS, 1 JDMF, 3 EU WC, 2 NDC API, 6 Listed Suppliers, $ API Reference Price

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4 CEP/COS
1 JDMF
3 EU WC
2 NDC API
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$ API Reference Price

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22 FDF Dossiers
8 Europe
1 South Africa
13 Listed Dossiers

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1 USP
1 Others

Synopsis

ACTIVE PHARMA INGREDIENTS

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Chemistry

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Also known as: Quinine hcl, 130-89-2, Quinine muriate, Chinimetten, Quinine monohydrochloride, Fema no. 2976

Molecular Formula

C₂₀H₂₅ClN₂O₂

Molecular Weight

360.9 g/mol

InChI Key

LBSFSRMTJJPTCW-DSXUQNDKSA-N

FDA UNII

7CS0WNO31M

An alkaloid derived from the bark of the cinchona tree. It is used as an antimalarial drug, and is the active ingredient in extracts of the cinchona that have been used for that purpose since before 1633. Quinine is also a mild antipyretic and analgesic and has been used in common cold preparations for that purpose. It was used commonly and as a bitter and flavoring agent, and is still useful for the treatment of babesiosis. Quinine is also useful in some muscular disorders, especially nocturnal leg cramps and myotonia congenita, because of its direct effects on muscle membrane and sodium channels. The mechanisms of its antimalarial effects are not well understood.

1 2D Structure

Quinine Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;hydrochloride

2.1.2 InChI

InChI=1S/C20H24N2O2.ClH/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;/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3;1H/t13-,14-,19-,20+;/m0./s1

2.1.3 InChI Key

LBSFSRMTJJPTCW-DSXUQNDKSA-N

2.1.4 Canonical SMILES

COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O.Cl

2.1.5 Isomeric SMILES

COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O.Cl

2.2 Other Identifiers

2.2.1 UNII

7CS0WNO31M

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Biquinate

2. Bisulfate, Quinine

3. Hydrochloride, Quinine

4. Legatrim

5. Myoquin

6. Quinamm

7. Quinbisan

8. Quinbisul

9. Quindan

10. Quinimax

11. Quinine

12. Quinine Bisulfate

13. Quinine Lafran

14. Quinine Sulfate

15. Quinine Sulphate

16. Quinine-odan

17. Quinoctal

18. Quinson

19. Quinsul

20. Strema

21. Sulfate, Quinine

22. Sulphate, Quinine

23. Surquina

2.3.2 Depositor-Supplied Synonyms

1. Quinine Hcl

2. 130-89-2

3. Quinine Muriate

4. Chinimetten

5. Quinine Monohydrochloride

6. Fema No. 2976

7. Ccris 2002

8. Einecs 205-001-1

9. 7549-43-1

10. 7cs0wno31m

11. Anhydrous Quinine Hydrochloride

12. Quinine Hydrochloride Anhydrous

13. Ai3-62121

14. Quinine, Hydrochloride (2:1)

15. Quinine Hydrochloride Dihydrate

16. (r)-[(2s,4s,5r)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol;hydrochloride

17. Chininum Muriaticum

18. Quinine Chloride

19. Quinine Hydrochloride Hydrate

20. 6119-47-7

21. Cinchonan-9-ol, 6'-methoxy-, Hydrochloride (1:1), (8alpha,9r)-

22. (r)-(6-methoxyquinolin-4-yl)((1s,2s,4s,5r)-5-vinylquinuclidin-2-yl)methanol Hydrochloride

23. 30860-23-2

24. Chinine Hydrochloride

25. Quinine, Hydrochloride

26. Fema No. 2976, Dihydrate-

27. Einecs 231-437-7

28. Unii-7cs0wno31m

29. Quinine, Monohydrochloride

30. Quininehcl

31. Quinini Hydrochloridum

32. (8alpha,9r)-6'-methoxycinchonan-9-ol Monohydrochloride

33. 6'-methoxycinchonan-9-ol Monohydrochloride, (8alpha,9r)-

34. Cinchonan-9-ol, 6'-methoxy-, Monohydrochloride, (8alpha,9r)-

35. Quinine Hydrochloride (1:1)

36. Schembl184367

37. Chembl588046

38. Dtxsid7044213

39. Tcmdc-123484

40. Tcmdc-125479

41. Cinchonan-9-ol, 6'-methoxy-, Hydrochloride, (8alpha,9r)-

42. Cinchonan-9-ol, 6'-methoxy-, Hydrochloride, (8.alpha.,9r)-

43. Cinchonan-9-ol, 6'-methoxy-, Monohydrochloride, (8-alpha,9r)-

44. Quinine Hydrochloride [fhfi]

45. Mfcd00078498

46. Akos016002029

47. Cinchonan-9-ol, 6'-methoxy-, Monohydrochloride, Dihydrate, (8alpha,9r)-

48. Quinine Hydrochloride [who-dd]

49. 6'-methoxycinchonan-9-ol Hydrochloride

50. As-70722

51. Quinine Monohydrochloride Anhydrous

52. Quinine Hydrochloride Anhydrous [mi]

53. A51181

54. Q27268091

55. (8.alpha.,9r)-6'-methoxycinchonan-9-ol Hydrochloride

56. Cinchonan-9-ol, 6'-methoxy-, Hydrochloride (1:?), (8alpha,9r)-

57. (r)-(6-methoxyquinolin-4-yl)((2s,4s,5r)-5-vinylquinuclidin-2-yl)methanol Hydrochloride

58. (r)-[(2s,4s,5r)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol Hydrochloride

2.4 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₅ClN₂O₂
Molecular Weight	360.9 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	360.1604557 g/mol
Monoisotopic Mass	360.1604557 g/mol
Topological Polar Surface Area	45.6 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	457
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	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Analgesics, Non-Narcotic

A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)

Muscle Relaxants, Central

A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)

Antimalarials

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)

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