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R-Tofisopam

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Also known as: R-tofisopam, Ez15i5d6c1, 82059-50-5, (5r)-1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5h-2,3-benzodiazepine, (+)-(5r)-1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-5h-2,3-benzodiazepine, Dextofisopam [usan]

Molecular Formula

C₂₂H₂₆N₂O₄

Molecular Weight

382.5 g/mol

InChI Key

RUJBDQSFYCKFAA-HNNXBMFYSA-N

FDA UNII

EZ15I5D6C1

1 2D Structure

R-Tofisopam

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(5R)-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-/m0/s1

2.1.3 InChI Key

RUJBDQSFYCKFAA-HNNXBMFYSA-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

EZ15I5D6C1

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. Egyt-341

3. Grandaxin

4. Levotofisopam

5. Tofisopam

6. Tofizopam

2.3.2 Depositor-Supplied Synonyms

1. R-tofisopam

2. Ez15i5d6c1

3. 82059-50-5

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

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

6. Dextofisopam [usan]

7. Dextofisopam (usan/inn)

8. Dextofisopam [usan:inn]

9. Unii-ez15i5d6c1

10. Dextofisopam [inn]

11. Schembl236796

12. Schembl8086913

13. Chembl2107331

14. Dtxsid00231554

15. Zinc608106

16. Db06582

17. D03737

18. Q27277442

19. (5r)-1-(3,4-dimethoxyphenyl)-4-methyl-5-ethyl-7,8-dimethoxy-5h-2,3-benzodiazepine

20. 5h-2,3-benzodiazepine, 1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl-, (5r)-

21. 5h-2,3-benzodiazepine, 1-(3,4-dimethoxyphenyl)-5-ethyl-7,8-dimethoxy-4-methyl, (5r)

22. Jpu

2.4 Create Date

2005-08-09

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 Drug and Medication Information

4.1 Drug Indication

Investigated for use/treatment in irritable bowel syndrome (IBS).

5 Pharmacology and Biochemistry

5.1 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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