657

6-(trifluoromethoxy)-1,3-benzothiazol-2-amine

Created: 2016-01-26
Last modified:  2020-06-05

Help

Find related ligands:

Chemical Details

Formal Charge0
Atom Count20
Chiral Atom Count0
Bond Count21
Aromatic Bond Count10
2D diagram of 657
Toggle HydrogenToggle Labels

Chemical Component Summary

Name6-(trifluoromethoxy)-1,3-benzothiazol-2-amine
SynonymsRiluzole
Systematic Name (OpenEye OEToolkits)6-(trifluoromethyloxy)-1,3-benzothiazol-2-amine
FormulaC8 H5 F3 N2 O S
Molecular Weight234.198
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01c12cc(OC(F)(F)F)ccc1nc(N)s2
SMILESCACTVS3.385Nc1sc2cc(OC(F)(F)F)ccc2n1
SMILESOpenEye OEToolkits2.0.4c1cc2c(cc1OC(F)(F)F)sc(n2)N
Canonical SMILESCACTVS3.385 Nc1sc2cc(OC(F)(F)F)ccc2n1
Canonical SMILESOpenEye OEToolkits2.0.4 c1cc2c(cc1OC(F)(F)F)sc(n2)N
InChIInChI1.03 InChI=1S/C8H5F3N2OS/c9-8(10,11)14-4-1-2-5-6(3-4)15-7(12)13-5/h1-3H,(H2,12,13)
InChIKeyInChI1.03 FTALBRSUTCGOEG-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB00740 
NameRiluzole
Groups
  • approved
  • investigational
DescriptionA glutamate antagonist (receptors, glutamate) used as an anticonvulsant (anticonvulsants) and to prolong the survival of patients with amyotrophic lateral sclerosis. Riluzole is marketed as Rilutek by Sanofi.
Synonyms
  • Riluzolum
  • Riluzole
  • Riluzol
  • Riluzole Hydrochloride
Brand Names
  • Rilutek
  • Apo-riluzole
  • Exservan
  • Mylan-riluzole
  • Riluzole
IndicationFor the treatment of amyotrophic lateral sclerosis (ALS, Lou Gehrig's Disease)
Categories
  • Anticonvulsants
  • BCRP/ABCG2 Substrates
  • Benzothiazoles
  • Central Nervous System Agents
  • Central Nervous System Depressants
ATC-CodeN07XX02
CAS number1744-22-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Sodium channel protein type 5 subunit alphaMANFLLPRGTSSFRRFTRESLAAIEKRMAEKQARGSTTLQESREGLPEEE...unknowninhibitor
Cystine/glutamate transporterMVRKPVVSTISKGGYLQGNVNGRLPSLGNKEPPGQEKVQLKRKVTLLRGV...unknowninducer
Cytochrome P450 1A1MLFPISMSATEFLLASVIFCLVFWVIRASRPQVPKGLKNPPGPWGWPLIG...unknownsubstrate
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknownsubstrate
ATP-binding cassette sub-family G member 2MSSSNVEVFIPVSQGNTNGFPATASNDLKAFTEGAVLSFHNICYRVKLKS...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL744
PubChem 5070
ChEMBL CHEMBL744
ChEBI CHEBI:8863
CCDC/CSD ZIYFOF, NAQMOK01, NAQNEB, NAQNAX, YEPJEL, NAQPUT, NAQPON, NAQPAZ, YEPKAI, NAQNEB01, YEPHOT, NAQPIH, LOHVEM, NAQNOL, NAQPED, YEPJUB, NAQMOK
COD 2021695