Noscapine HCl

Synopsis, Chemistry

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Also known as: Noscapine hydrochloride, 912-60-7, Narcotine hydrochloride, Ttn62ith9i, Teletux, Tucotine

Molecular Formula

C₂₂H₂₄ClNO₇

Molecular Weight

449.9 g/mol

InChI Key

MFLVZFXCSKVCSH-URBRKQAFSA-N

A naturally occurring opium alkaloid that is a centrally acting antitussive agent.

1 2D Structure

Noscapine HCl

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium-5-yl]-3H-2-benzofuran-1-one;chloride

2.1.2 InChI

InChI=1S/C22H23NO7.ClH/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18;/h5-6,9,17-18H,7-8,10H2,1-4H3;1H/t17-,18+;/m1./s1

2.1.3 InChI Key

MFLVZFXCSKVCSH-URBRKQAFSA-N

2.1.4 Canonical SMILES

C[NH+]1CCC2=CC3=C(C(=C2C1C4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3.[Cl-]

2.1.5 Isomeric SMILES

C[NH+]1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3.[Cl-]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Capval

2. Capval Tropfen

3. Embonate, Noscapine Hydrogen

4. Hydrochloride, Noscapine

5. Hydrogen Embonate, Noscapine

6. Librochin Prikkelhoest

7. Narcotine

8. Noscapect

9. Noscapine

10. Noscapine Hydrochloride

11. Noscapine Hydrogen Embonate

12. Prikkelhoest, Librochin

13. Tropfen, Capval

14. Tuscalman

2.2.2 Depositor-Supplied Synonyms

1. Noscapine Hydrochloride

2. 912-60-7

3. Narcotine Hydrochloride

4. Ttn62ith9i

5. Teletux

6. Tucotine

7. Stilco

8. Lyobex Retard

9. Difmetus Kapseln

10. Tussicure P

11. Germose Noscapine

12. Opian Hydrochloride

13. Vadebex Hydrochloride

14. Coscopin Hydrochloride

15. Nectadon Hydrochloride

16. Opianine Hydrochloride

17. Terbenol Hydrochloride

18. Coscotabs Hydrochloride

19. Narcosine Hydrochloride

20. Narcompren Hydrochloride

21. Narcotine, Hydrochloride

22. Unii-ttn62ith9i

23. Nsc 5366 Hydrochloride

24. Key-tusscapine Hydrochloride

25. Methoxyhydrastine Hydrochloride

26. Ccris 8985

27. 1-alpha-narcotine Hydrochloride

28. Noscapine Hydrochloride [jan:nf]

29. 1(3h)-isobenzofuranone, 6,7-dimethoxy-3-((5r)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, Hydrochloride, (3s)-

30. Einecs 213-014-9

31. Noscapinehydrochloride

32. 1(3h)isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, Hydrochloride, (s-(r*,s*))-

2.3 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₄ClNO₇
Molecular Weight	449.9 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	4
Exact Mass	449.1241298 g/mol
Monoisotopic Mass	449.1241298 g/mol
Topological Polar Surface Area	76.9 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	647
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
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

Antitussive Agents

Agents that suppress cough. They act centrally on the medullary cough center. EXPECTORANTS, also used in the treatment of cough, act locally. (See all compounds classified as Antitussive Agents.)