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Chemistry

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Also known as: Trigriluzole, Bhv-4157a, Troriluzole [usan], 1926203-09-9, Bhv-4157, S7h48s6k7h
Molecular Formula
C15H16F3N5O4S
Molecular Weight
419.4  g/mol
InChI Key
YBZSGIWIPOUSHY-UHFFFAOYSA-N
FDA UNII
S7H48S6K7H

Troriluzole
Troriluzole is a formulation comprised of a prodrug form of the benzothiazole derivative riluzole, with potential anti-depressant, anxiolytic and antineoplastic activities. Following oral administration, troriluzole is converted into the active form riluzole. While the mechanism of action of riluzole is unknown, its pharmacological activities, some of which may be related to its effect, include the following: 1) an inhibitory effect on glutamate release, 2) inactivation of voltage-dependent sodium channels, and 3) interference with intracellular events that follow transmitter binding at excitatory amino acid receptors. These activities may result in myorelaxation and sedation due to the blockade of glutamatergic neurotransmission. Additionally, these activities may result in the inhibition of enzymes that are necessary for cell growth, which may decrease tumor cell growth and metastasis.
1 2D Structure

Troriluzole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-amino-N-[2-[methyl-[2-oxo-2-[[6-(trifluoromethoxy)-1,3-benzothiazol-2-yl]amino]ethyl]amino]-2-oxoethyl]acetamide
2.1.2 InChI
InChI=1S/C15H16F3N5O4S/c1-23(13(26)6-20-11(24)5-19)7-12(25)22-14-21-9-3-2-8(4-10(9)28-14)27-15(16,17)18/h2-4H,5-7,19H2,1H3,(H,20,24)(H,21,22,25)
2.1.3 InChI Key
YBZSGIWIPOUSHY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CN(CC(=O)NC1=NC2=C(S1)C=C(C=C2)OC(F)(F)F)C(=O)CNC(=O)CN
2.2 Other Identifiers
2.2.1 UNII
S7H48S6K7H
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Trigriluzole

2. Bhv-4157a

3. Troriluzole [usan]

4. 1926203-09-9

5. Bhv-4157

6. S7h48s6k7h

7. Troriluzole (usan)

8. Glycinamide, Glycylglycyl-n2-methyl-n-(6-(trifluoromethoxy)-2-benzothiazolyl)-

9. Troriluzol

10. Troriluzole [inn]

11. Unii-s7h48s6k7h

12. Bhv4157a

13. Troriluzole [who-dd]

14. Chembl4297586

15. Schembl18154275

16. Gtpl11375

17. Bhv4157

18. Db15079

19. Fc-4157

20. Sb19816

21. Hy-122487

22. Cs-0085735

23. D11414

24. Q56407722

25. Glycylglycyl-n2-methyl-n-(6-(trifluoromethoxy)-1,3-benzothiazol-2-yl)glycinamide

26. 2-(2-aminoacetamido)-n-methyl-n-(2-oxo-2-((6-(trifluoromethoxy)benzo[d]thiazol-2-yl)amino)ethyl)acetamide

2.4 Create Date
2016-08-16
3 Chemical and Physical Properties
Molecular Weight 419.4 g/mol
Molecular Formula C15H16F3N5O4S
XLogP31
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass419.08750967 g/mol
Monoisotopic Mass419.08750967 g/mol
Topological Polar Surface Area155 Ų
Heavy Atom Count28
Formal Charge0
Complexity595
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1

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