THA

TACRINE

Created:	1999-07-08
Last modified:	2011-06-04

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7 entries where THA is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	29
Chiral Atom Count	0
Bond Count	31
Aromatic Bond Count	11

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Chemical Component Summary
Name	TACRINE
Systematic Name (OpenEye OEToolkits)	1,2,3,4-tetrahydroacridin-9-amine
Formula	C₁₃ H₁₄ N₂
Molecular Weight	198.264
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	n1c3c(c(c2c1cccc2)N)CCCC3
SMILES	CACTVS	3.341	Nc1c2CCCCc2nc3ccccc13
SMILES	OpenEye OEToolkits	1.5.0	c1ccc2c(c1)c(c3c(n2)CCCC3)N
Canonical SMILES	CACTVS	3.341	Nc1c2CCCCc2nc3ccccc13
Canonical SMILES	OpenEye OEToolkits	1.5.0	c1ccc2c(c1)c(c3c(n2)CCCC3)N
InChI	InChI	1.03	InChI=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)
InChIKey	InChI	1.03	YLJREFDVOIBQDA-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank ID	DB00382
Name	Tacrine
Groups	approved withdrawn investigational
Description	A 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	1,2,3,4-tetrahydro-9-acridinamine Tacrine Hydrochloride THA Tetrahydroaminacrine 9-amino-1,2,3,4-tetrahydroacridine 1,2,3,4-tetrahydro-9-aminoacridine Tacrinum Tacrin 1,2,3,4-tetrahydroacridin-9-amine Tacrine 5-amino-6,7,8,9-tetrahydroacridine Tetrahydroaminoacridine
Brand Names	Cognex
Indication	For 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 Central Nervous System Agents Cholinergic Agents Cholinesterase Inhibitors Cytochrome P-450 CYP1A2 Substrates Cytochrome P-450 Substrates Enzyme Inhibitors Heterocyclic Compounds, Fused-Ring Nervous System Neurotransmitter Agents Nootropic Agents P-glycoprotein substrates Parasympathomimetics Peripheral Nervous System Agents Psychoanaleptics
ATC-Code	N06DA01
CAS number	321-64-2

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cholinesterase	MHSKVTIICIRFLFWFLLLCMLIGKSHTEDDIIIATKNGKVRGMNLTVFG...	unknown	inhibitor
Acetylcholinesterase	MRPPQCLLHTPSLASPLLLLLLWLLGGGVGAEGREDAELLVTVRGGRLRG...	unknown	inhibitor
Liver carboxylesterase 1	MWLRAFILATLSASAAWGHPSSPPVVDTVHGKVLGKFVSLEGFAQPVAIF...	unknown
Cytochrome P450 1A2	MALSQSVPFSATELLLASAIFCLVFWVLKGLRPRVPKGLKSPPEPWGWPL...	unknown	substrate
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate

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