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Tesofensine

Tesofensine

Synopsis, Chemistry

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Also known as: 195875-84-4, Ns-2330, Tesofensine [inn], Ns 2330, Blh9ukx9v1, (1r,2r,3s,5s)-3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo[3.2.1]octane

Molecular Formula

C₁₇H₂₃Cl₂NO

Molecular Weight

328.3 g/mol

InChI Key

VCVWXKKWDOJNIT-ZOMKSWQUSA-N

FDA UNII

BLH9UKX9V1

1 2D Structure

Tesofensine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R,2R,3S,5S)-3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo[3.2.1]octane

2.1.2 InChI

InChI=1S/C17H23Cl2NO/c1-3-21-10-14-13(9-12-5-7-17(14)20(12)2)11-4-6-15(18)16(19)8-11/h4,6,8,12-14,17H,3,5,7,9-10H2,1-2H3/t12-,13+,14+,17+/m0/s1

2.1.3 InChI Key

VCVWXKKWDOJNIT-ZOMKSWQUSA-N

2.1.4 Canonical SMILES

CCOCC1C2CCC(N2C)CC1C3=CC(=C(C=C3)Cl)Cl

2.1.5 Isomeric SMILES

CCOC[C@H]1[C@H]2CC[C@H](N2C)C[C@@H]1C3=CC(=C(C=C3)Cl)Cl

2.2 Other Identifiers

2.2.1 UNII

BLH9UKX9V1

2.3 Synonyms

2.3.1 MeSH Synonyms

1. (1r-(2-endo,3-exo))-3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo(3,2,1)octane-2-hydroxy-1,2,3-propanetricarboxylate

2.3.2 Depositor-Supplied Synonyms

1. 195875-84-4

2. Ns-2330

3. Tesofensine [inn]

4. Ns 2330

5. Blh9ukx9v1

6. (1r,2r,3s,5s)-3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo[3.2.1]octane

7. (1r,2r,3s,5s)-3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo(3.2.1)octane

8. Unii-blh9ukx9v1

9. Tesofensine [mi]

10. Tesofensine [mart.]

11. Schembl37509

12. Tesofensine [who-dd]

13. Chembl3989690

14. Dtxsid70905114

15. Zinc3953158

16. Ns2330

17. Db06156

18. Hy-14472

19. Cs-0003378

20. J-012675

21. Q7705544

22. (1r,2r,3s)-2-ethoxymethyl-3-(3,4-dichlorophenyl)tropane

23. (1r, 2r, 3s)-2-ethoxymethyl-3-(3,4-dichlorophenyl)tropane

24. (1r-(2-endo,3-exo))-3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-8-azabicyclo(3,2,1)octane-2-hydroxy-1,2,3-propanetricarboxylate

25. 8-azabicyclo(3.2.1)octane, 3-(3,4-dichlorophenyl)-2-(ethoxymethyl)-8-methyl-, (1r-(2-endo,3-exo))-

2.4 Create Date

2006-10-26

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₃Cl₂NO
Molecular Weight	328.3 g/mol
XLogP3	4.5
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	4
Exact Mass	327.1156697 g/mol
Monoisotopic Mass	327.1156697 g/mol
Topological Polar Surface Area	12.5 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	354
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	1

4 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in alzheimer's disease, parkinson's disease, and obesity.

5 Pharmacology and Biochemistry

5.1 Mechanism of Action

Tesofensine is a Serotonin-norepinephrine-dopamine-reuptake-inhibitor (SNDRI). SNDRIs are a class of psychoactive antidepressants. They act upon neurotransmitters in the brain, namely, serotonin, norepinephrine and dopamine. These three biogenic monoamines are associated with depression and increasing the availability in the brain is one method used to treat the condition.