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Chemistry

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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

R-Tofisopam
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 Weight 382.5 g/mol
Molecular Formula C22H26N2O4
XLogP33.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass382.18925731 g/mol
Monoisotopic Mass382.18925731 g/mol
Topological Polar Surface Area61.6 Ų
Heavy Atom Count28
Formal Charge0
Complexity579
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
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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