Chemical Component Summary

NameTACRINE
Identifiers1,2,3,4-tetrahydroacridin-9-amine
FormulaC13 H14 N2
Molecular Weight198.264
TypeNON-POLYMER
Isomeric SMILESc1ccc2c(c1)c(c3c(n2)CCCC3)N
InChIInChI=1S/C13H14N2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1,3,5,7H,2,4,6,8H2,(H2,14,15)
InChIKeyYLJREFDVOIBQDA-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count29
Chiral Atom Count0
Bond Count31
Aromatic Bond Count11

Drug Info: DrugBank

DrugBank IDDB00382 
NameTacrine
Groups
  • approved
  • investigational
  • withdrawn
DescriptionA centerally active cholinesterase inhibitor that has been used to counter the effects of muscle relaxants, as a respiratory stimulant, and in the treatment of Alzheimer's disease and other central nervous system disorders. Tacrine has been discontinued for the United States market.
Synonyms
  • 5-amino-6,7,8,9-tetrahydroacridine
  • Tacrin
  • Tetrahydroaminoacridine
  • Tacrine
  • 1,2,3,4-tetrahydro-9-aminoacridine
Brand NamesCognex
IndicationFor the palliative treatment of mild to moderate dementia of the Alzheimer's type.
Categories
  • Acridines
  • Agents Causing Muscle Toxicity
  • Aminoacridines
  • Anti-Dementia Drugs
  • Autonomic Agents
ATC-CodeN06DA01
CAS number321-64-2

Drug Targets

NameTarget SequencePharmacological ActionActions
CholinesteraseMHSKVTIICIRFLFWFLLLCMLIGKSHTEDDIIIATKNGKVRGMNLTVFG...unknowninhibitor
AcetylcholinesteraseMRPPQCLLHTPSLASPLLLLLLWLLGGGVGAEGREDAELLVTVRGGRLRG...unknowninhibitor
Liver carboxylesterase 1MWLRAFILATLSASAAWGHPSSPPVVDTVHGKVLGKFVSLEGFAQPVAIF...unknown
Cytochrome P450 1A2MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...unknownsubstrate
P-glycoprotein 1MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...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 CHEMBL95
PubChem 1935
ChEMBL CHEMBL95
ChEBI CHEBI:45980
CCDC/CSD HAGWUJ