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1684-40-8

1684-40-8 structure
1684-40-8 structure
  • Name: Tacrine hydrochloride
  • Chemical Name: 9-Amino-1,2,3,4-tetrahydroacridine Hydrochloride Dihydrate
  • CAS Number: 1684-40-8
  • Molecular Formula: C13H15ClN2
  • Molecular Weight: 270.755
  • Catalog: API Special medicine Antidote
  • Create Date: 2018-05-10 08:00:00
  • Modify Date: 2024-01-05 09:36:00
  • Tacrine hydrochloride is a potent inhibitor of both AChE and BChE, with IC50s of 31 nM and 25.6 nM, respectively. Tacrine hydrochloride is also a NMDAR inhibitor, with an IC50 of 26 μM. Tacrine hydrochloride can be used for the research of Alzheimer’s disease[1][2].
Name 9-Amino-1,2,3,4-tetrahydroacridine Hydrochloride Dihydrate
Synonyms 1,2,3,4-Tetrahydroacridin-9-amine hydrochloride (1:1)
1,2,3,4-Tetrahydroacridin-9-aminhydrochlorid
9-Acridinamine, 1,2,3,4-tetrahydro-, hydrochloride, hydrate (1:1:2)
1,2,3,4-tetrahydroacridin-9-amine hydrochloride
Cognex
9-Amino-1,2,3,4-tetrahydroacridine hydrochloride hydrate
1,2,3,4-Tetrahydro-9-acridinamine hydrochloride (1:1)
THA
1,2,3,4-tetrahydroacridin-9-amine,hydrochloride
1,2,3,4-Tetrahydro-9-acridinamine hydrochloride dihydrate
EINECS 216-867-5
MFCD00012657
9-Acridinamine, 1,2,3,4-tetrahydro-, hydrochloride (1:1)
1,2,3,4-tétrahydroacridin-9-amine chlorhydrate
Tacrin hydrochloride
Description Tacrine hydrochloride is a potent inhibitor of both AChE and BChE, with IC50s of 31 nM and 25.6 nM, respectively. Tacrine hydrochloride is also a NMDAR inhibitor, with an IC50 of 26 μM. Tacrine hydrochloride can be used for the research of Alzheimer’s disease[1][2].
Related Catalog
Target

IC50: 31 nM (AChE), 25.6 nM (BChE), 26 μM (NMDAR)[1][2]
In Vitro Tacrine (12.5-37.5 nM) inhibits venom acetylcholinesterase as well as human serum butyrylcholinesterase in a concentration-dependent manner[1]. Tacrine reduces the neurotoxicity induced by the activation of the NMDARs in murine cortical neuronal cultures with an IC50of ~500 μM[2]. Tacrine inhibits the NMDAR responses in a concentration-dependent manner with an IC50 of ~190 μM at -60 mV[2].
In Vivo Tacrine (20-40 μmol/kg; s.c.) disrupts retention of learning in 17- and 30-day old mice in passive avoidance, and while the low dose of tacrine treatment (5 μmol/kg; s.c.) improves retention in 17-day old mice[2]. Tacrine (0.1-0.4 mg/mL; i.p. for 7 d) inhibits the expression of AChE, but does not significantly improve the protection of the retina function and morphology in mice[3].
References

[1]. Ahmed M, et, al. Inhibition of two different cholinesterases by tacrine. Chem Biol Interact. 2006 Aug 25; 162(2):165-71.c

[2]. Horak M, et, al. The pharmacology of tacrine at N-methyl-d-aspartate receptors. Prog Neuropsychopharmacol Biol Psychiatry. 2017 Apr 3;75: 54-62.

[3]. The protective role of tacrine and donepezil in the retina of acetylcholinesterase knockout mice. Yi YM, et, al. Int J Ophthalmol. 2015 Oct 18; 8(5): 884-90.
Boiling Point 409.4ºC at 760mmHg
Melting Point 280-284 °C(lit.)
Molecular Formula C13H15ClN2
Molecular Weight 270.755
Flash Point 230.5ºC
Exact Mass 270.113495
PSA 38.91000
LogP 4.07900
Vapour Pressure 6.49E-07mmHg at 25°C
Storage condition 2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AR9532500
CHEMICAL NAME :
Acridine, 1,2,3,4-tetrahydro-9-amino-, monohydrochloride
CAS REGISTRY NUMBER :
1684-40-8
LAST UPDATED :
199506
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C13-H14-N2.Cl-H
MOLECULAR WEIGHT :
234.75
WISWESSER LINE NOTATION :
T C666 BN&&TJ IZ &GH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
40 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold Gastrointestinal - changes in structure or function of salivary glands
REFERENCE :
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949- Volume(issue)/page/year: 10,638,1958
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
5600 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) Volume(issue)/page/year: NX#07602
Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H315-H319-H335
Precautionary Statements Missing Phrase - N15.00950417-P305 + P351 + P338
Hazard Codes T: Toxic;Xn: Harmful;
Risk Phrases 25-36/37/38-20/22
Safety Phrases S26-S36-S45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS AR9532500
Packaging Group II
Hazard Class 6.1(a)
HS Code 2933990090
Precursor  1

DownStream  0

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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title: CAS No. 1684-40-8 | Chemsrc address: https://m.chemsrc.com/en/baike/671921.html

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