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3-2,4-Dimethoxybenzylidene-Anabaseine

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1 USDMF

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Chemistry

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Also known as: 156223-05-1, Gts 21 dihydrochloride, Dmxba, Gts-21 (dihydrochloride), Dmxb-anabaseine, 3-[(5e)-5-[(2,4-dimethoxyphenyl)methylidene]-3,4-dihydro-2h-pyridin-6-yl]pyridine;dihydrochloride

Molecular Formula

C₁₉H₂₂Cl₂N₂O₂

Molecular Weight

381.3 g/mol

InChI Key

BXKYFUGAAFLYJL-BXGYHSFXSA-N

1 2D Structure

3-2,4-Dimethoxybenzylidene-Anabaseine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[(5E)-5-[(2,4-dimethoxyphenyl)methylidene]-3,4-dihydro-2H-pyridin-6-yl]pyridine;dihydrochloride

2.1.2 InChI

InChI=1S/C19H20N2O2.2ClH/c1-22-17-8-7-14(18(12-17)23-2)11-15-5-4-10-21-19(15)16-6-3-9-20-13-16;;/h3,6-9,11-13H,4-5,10H2,1-2H3;2*1H/b15-11+;;

2.1.3 InChI Key

BXKYFUGAAFLYJL-BXGYHSFXSA-N

2.1.4 Canonical SMILES

COC1=CC(=C(C=C1)C=C2CCCN=C2C3=CN=CC=C3)OC.Cl.Cl

2.1.5 Isomeric SMILES

COC1=CC(=C(C=C1)/C=C/2\CCCN=C2C3=CN=CC=C3)OC.Cl.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 3-(2,4-dimethoxybenzylidene)anabaseine

2. Dmxba

3. Gts 21

4. Gts-21

2.2.2 Depositor-Supplied Synonyms

1. 156223-05-1

2. Gts 21 Dihydrochloride

3. Dmxba

4. Gts-21 (dihydrochloride)

5. Dmxb-anabaseine

6. 3-[(5e)-5-[(2,4-dimethoxyphenyl)methylidene]-3,4-dihydro-2h-pyridin-6-yl]pyridine;dihydrochloride

7. Dmbx-a

8. Dmbx-anabaseine

9. (e)-3-(2,4-dimethoxybenzylidene)-3,4,5,6-tetrahydro-2,3'-bipyridine Dihydrochloride

10. 3-(2,4-dimethoxybenzylidene)-3,4,5,6-tetrahydro-2,3'-bipyridine Dihydrochloride

11. 156743-66-7

12. Gts-21 2hcl

13. Gts 21

14. Dmxb

15. Schembl2561893

16. Schembl12274790

17. Ex-a5724

18. Hy-14564a

19. Akos037515500

20. Cs-5486

21. (e)-3-((2,4-dimethoxyphenyl)methylene)-3,4,5,6-tetrahydro-2,3'-bipyridine Dihydrochloride

22. 2,3'-bipyridine, 3-((2,4-dimethoxyphenyl)methylene)-3,4,5,6-tetrahydro-, Dihydrochloride, (e)-

23. Ac-31954

24. Gts-21, >=97% (hplc)

25. 3-(2,4-dimethoxybenzylidene)anabaseine Dihydrochloride

26. 3-(2,4-dimethoxybenzylidene)-anabaseine Dihydrochloride

27. 3-(3-(2,4-dimethoxybenzyl)-3,4,5,6-tetrahydropyridin-2-yl)pyridine Dihydrochloride

28. (e)-3-(3-(2,4-dimethoxybenzylidene)-3,4,5,6-tetrahydropyridin-2-yl)pyridine Dihydrochloride

2.3 Create Date

2006-04-28

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₂Cl₂N₂O₂
Molecular Weight	381.3 g/mol
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	4
Exact Mass	380.1058333 g/mol
Monoisotopic Mass	380.1058333 g/mol
Topological Polar Surface Area	43.7 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	447
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Nicotinic Agonists

Drugs that bind to and activate nicotinic cholinergic receptors (RECEPTORS, NICOTINIC). Nicotinic agonists act at postganglionic nicotinic receptors, at neuroeffector junctions in the peripheral nervous system, and at nicotinic receptors in the central nervous system. Agents that function as neuromuscular depolarizing blocking agents are included here because they activate nicotinic receptors, although they are used clinically to block nicotinic transmission. (See all compounds classified as Nicotinic Agonists.)

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