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Levotofisopam

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Chemistry

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Also known as: (s)-tofisopam, 11zyl7qk34, 82059-51-6, (-)-(5s)-1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5h-2,3-benzodiazepine, Levotofisopam [usan], Levotofisopam [usan:inn]

Molecular Formula

C₂₂H₂₆N₂O₄

Molecular Weight

382.5 g/mol

InChI Key

RUJBDQSFYCKFAA-OAHLLOKOSA-N

FDA UNII

11ZYL7QK34

1 2D Structure

Levotofisopam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(5S)-1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5H-2,3-benzodiazepine

2.1.2 InChI

InChI=1S/C22H26N2O4/c1-7-15-13(2)23-24-22(14-8-9-18(25-3)19(10-14)26-4)17-12-21(28-6)20(27-5)11-16(15)17/h8-12,15H,7H2,1-6H3/t15-/m1/s1

2.1.3 InChI Key

RUJBDQSFYCKFAA-OAHLLOKOSA-N

2.1.4 Canonical SMILES

CCC1C(=NN=C(C2=CC(=C(C=C12)OC)OC)C3=CC(=C(C=C3)OC)OC)C

2.1.5 Isomeric SMILES

CC[C@@H]1C(=NN=C(C2=CC(=C(C=C12)OC)OC)C3=CC(=C(C=C3)OC)OC)C

2.2 Other Identifiers

2.2.1 UNII

11ZYL7QK34

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5h-2,3-benzodiazepine

2. Dextofisopam

3. Egyt-341

4. Grandaxin

5. Tofisopam

6. Tofizopam

2.3.2 Depositor-Supplied Synonyms

1. (s)-tofisopam

2. 11zyl7qk34

3. 82059-51-6

4. (-)-(5s)-1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5h-2,3-benzodiazepine

5. Levotofisopam [usan]

6. Levotofisopam [usan:inn]

7. Unii-11zyl7qk34

8. Levotofisopam [inn]

9. Levotofisopam (usan/inn)

10. Schembl5431173

11. Chembl2107351

12. Zinc3831552

13. D04721

14. Q27251353

15. (5s)-1-(3,4-dimethoxyphenyl)-4-methyl-5-ethyl-7,8-dimethoxy-5h-2,3-benzodiazepine

16. 5h-2,3-benzodiazepine, 1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-, (5s)-

17. 5h-2,3-benzodiazepine, 1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl, (5s)-

2.4 Create Date

2006-07-29

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₆N₂O₄
Molecular Weight	382.5 g/mol
XLogP3	3.2
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	6
Exact Mass	382.18925731 g/mol
Monoisotopic Mass	382.18925731 g/mol
Topological Polar Surface Area	61.6 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	579
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Antidepressive Agents

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)

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