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HomeProduct name listTACRINE HYDROCHLORIDE

TACRINE HYDROCHLORIDE

Synonym(s):9-Amino-1,2,3,4-tetrahydroacridine hydrochloride;Tacrine hydrochloride

  • CAS NO.:1684-40-8
  • Empirical Formula: C13H15ClN2
  • Molecular Weight: 234.72
  • MDL number: MFCD00012657
  • EINECS: 216-867-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-23 13:36:13
TACRINE HYDROCHLORIDE Structural

What is TACRINE HYDROCHLORIDE?

Description

Tacrine is the first therapeutic launched specifically for the treatment of Alzheimer's disease which affects four million people in the US alone. Clinically significant improvement in cognition has been demonstrated in the patients with Alzheimer's disease. Although the cause of Alzheimer's disease is not understood, degeneration of cholinergic neurons is thought to be a primary factor in the development and progression of the disease. Tacrine is a reversible acetylcholinesterase inhibitor that presumably acts centrally by elevating the acetylcholine level in the cerebral cortex and by slowing degradation of acetylcholine from intact cholinergic neurons. While tacrine improves the symptoms of Alzheimer's disease, the underlining cause of the dementing process is not altered. It has also been suggested that the beneficial effects of tacrine may be due to its multiple effects on several neurotransmitter systems.

Description

Tacrine was the prototypical cholinesterase inhibitor for the treatment of Alzheimer''s disease. Studies have found that it may have a small beneficial effect on cognition and other clinical measures.

Description

Tacrine is a derivative of aminoacridine that functions as an inhibitor of both acetylcholinesterase (AChE) and butyrylcholinesterase (IC50s = 31 and 26.5 nM, respectively). Tacrine also inhibits the uptake of serotonin and norepinephrine in rat cerebral cortex and decreases depolarization-induced calcium influx through L-type calcium channels in SN56 neuronal cells. Formulations containing tacrine have been used clinically in the treatment of Alzheimer’s disease.

Chemical properties

Pale Yellow Solid

Originator

NIH (U.S.A.)

The Uses of TACRINE HYDROCHLORIDE

A potent centrally acting anticholinesterase, for therapy of memory deficits in patients with Alzheimers disease. THA also selectively blocks potassium channels in the central nervous system, which results in an increased release of acetylcholi

The Uses of TACRINE HYDROCHLORIDE

anticholinesterase, cognitive adjuvant, K channel blocker

The Uses of TACRINE HYDROCHLORIDE

A potent centrally acting anticholinesterase for therapy of memory deficits in patients with Alzheimer's disease. THA also selectively blocks potassium channels in the central nervous system, which results in an increased release of acetylcholine and a prolongation of the action potential of the presynaptic cholinergic neurons.

What are the applications of Application

Tacrine Hydrochloride is an anticholinesterase (AChE) inhibitor

brand name

Cognex (Sciele).

General Description

Yellow needles (from concentrated hydrochloric acid); white powder. pH of 1.5% solution: 4.5-6. Bitter taste.

General Description

Tacrine hydrochloride,1,2,3,4-tetrahydro-9-aminoacridine hydrochloride (THA,Cognex), is a reversible cholinesterase inhibitor that hasbeen used in the treatment of Alzheimer disease for severalyears. The drug has been used to increase the levels of AChin these patients on the basis of observations from autopsiesthat concentrations of ChAT and AChE are markedly reducedin the brain, whereas the number of muscarinic receptorsis almost normal. The use of the drug is not withoutcontroversy, as conflicting results on efficacy have been reported.The drug has been used in mild-to-moderateAlzheimer dementia.

Air & Water Reactions

Water soluble.

Reactivity Profile

TACRINE HYDROCHLORIDE is incompatible with strong oxidizing agents, acid chlorides and acid anhydrides . Neutralize bases in slightly exothermic reactions.

Fire Hazard

Flash point data for TACRINE HYDROCHLORIDE are not available; however, TACRINE HYDROCHLORIDE is probably combustible.

Biological Activity

Potent cholinesterase inhibitor, a cognition enhancer in vivo .

Metabolism

Tacrine is extensively metabolized by CYP450 to at least three metabolites. The major metabolite, 1-hydroxy-tacrine, is active. Its elimination half-life is between 1.5 and 4 hours, with metabolites being are excreted via the urine.

Properties of TACRINE HYDROCHLORIDE

Melting point: 280-284 °C(lit.)
storage temp.  Inert atmosphere,2-8°C
solubility  Soluble in aqueous buffers
form  Crystalline solid
pka pKa 9.8 (Uncertain)
color  White to light yellow
CAS DataBase Reference 1684-40-8(CAS DataBase Reference)
EPA Substance Registry System Tacrine hydrochloride (1684-40-8)

Safety information for TACRINE HYDROCHLORIDE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral
H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H331:Acute toxicity,inhalation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for TACRINE HYDROCHLORIDE

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