CAS No.321-64-2,1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE Suppliers

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Basic Information

Molecular Structure:
CAS No.:	321-64-2
Name:	1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE
Article Data:	34

Formula:	C13H14 N2
Molecular Weight:	198.268
Synonyms:	Acridine,9-amino-1,2,3,4-tetrahydro- (7CI,8CI); Acridine, 9-aminotetrahydro- (6CI);1,2,3,4-Tetrahydro-9-acridinamine; 1,2,3,4-Tetrahydro-9-aminoacridine;9-Amino-1,2,3,4-tetrahydroacridine; THA; Tacrine; Tetrahydroaminacrine;Tetrahydroaminocrin; Tetrahydroaminocrine
Density:	1.195g/cm³
Melting Point:	183.5℃
Boiling Point:	409.4°Cat760mmHg
Flash Point:	230.5°C
Hazard Symbols:	T
Risk Codes:	R25;
Safety:	Poison by ingestion, intraperitoneal, and subcutaneous routes. Mutation data reported. Human systemic effects: changes in blood cell count, fatty degeneration, liver function tests impaired. When heated to decomposition it emits toxic fumes of NO_x.
PSA:	38.91000
LogP:	3.27700

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Chemistry

Product Name: Tetrahydroaminocrine (CAS NO.321-64-2)

Molecular Formula: C₁₃H₁₄N₂
Molecular Weight: 198.26g/mol
Mol File: 321-64-2.mol
Einecs: 206-291-2
Boiling point: 409.4 °C at 760 mmHg
Flash Point: 230.5 °C
Density: 1.195 g/cm³
Surface Tension: 57.7 dyne/cm
Enthalpy of Vaporization: 66.16 kJ/mol
Vapour Pressure: 6.49E-07 mmHg at 25°C
XLogP3: 2.7
H-Bond Donor: 1
H-Bond Acceptor: 2

Uses

Tetrahydroaminocrine (CAS NO.321-64-2) is the central nervous system activity of physostigmine esterase drugs. It is mainly used to treat Alzheimer's disease.

Production

Aniline and hydroxylamine and chloral hydrate reaction, and then sulfuric acid catalyzed cyclization of isatin, the yield was 63.4%. Isatin, excess hydroxylamine hydrochloride, sodium acetate trihydrate and water, stirring at 60 °C after sharp overnight at room temperature. Filtration, ethanol - water, recrystallization, may isatin -3 - oxime, yield 92%. Isatin -3 - oxime is heated to melt, severe decomposition of o-amino-benzonitrile, using ether dissolved in the collection. After the vacuum distillation ether distilled product, the yield of 86.8%, boiling point 112 ~ 114 °C / 0.8kPa, melting point 48 ~ 50 °C. O-amino-benzonitrile dissolved in cyclohexanone by adding equimolar zinc chloride anhydrous 2, stirring to return. Cooling and filtering, the solid washed with ether several times, hanging in the water. Plus 30% sodium hydroxide Xeon alkaline, extracted with dichloromethane. Extract washing, drying, concentrated, using toluene recrystallization, may slightly yellow crystalline flakes of tacrine, the yield was 92.6%.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mammal (species unspecified)	LD50	unreported	31mg/kg (31mg/kg)	BEHAVIORAL: EUPHORIA BEHAVIORAL: ANTIPSYCHOTIC	Pharmaceutical Chemistry Journal Vol. 8, Pg. 409, 1974.
man	TDLo	oral	176mg/kg/7W-I (176mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING LIVER: LIVER FUNCTION TESTS IMPAIRED	Australian and New Zealand Journal of Medicine. Vol. 20, Pg. 193, 1990.
mouse	LD50	intramuscular	29mg/kg (29mg/kg)		Drugs of the Future. Vol. 15, Pg. 126, 1990.
mouse	LD50	intraperitoneal	20mg/kg (20mg/kg)		Indian Journal of Pharmacology. Vol. 19, Pg. 44, 1987.
mouse	LD50	oral	39800ug/kg (39.8mg/kg)		Journal of Medicinal Chemistry. Vol. 31, Pg. 1278, 1988.
mouse	LD50	subcutaneous	25mg/kg (25mg/kg)		British Journal of Experimental Pathology. Vol. 28, Pg. 1, 1947.
rat	LD50	intramuscular	34mg/kg (34mg/kg)		Drugs of the Future. Vol. 15, Pg. 126, 1990.
rat	LD50	intraperitoneal	30mg/kg (30mg/kg)		Iugoslavica Physiologica et Pharmacologica Acta. Vol. 3, Pg. 43, 1967.
rat	LD50	oral	70mg/kg (70mg/kg)		Journal of Medicinal Chemistry. Vol. 38, Pg. 2802, 1995.
rat	LDLo	intravenous	20mg/kg (20mg/kg)		United States Patent Document. Vol. #5409948,
women	TDLo	oral	84mg/kg/6W-I (84mg/kg)	LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" LIVER: LIVER FUNCTION TESTS IMPAIRED	Australian and New Zealand Journal of Medicine. Vol. 20, Pg. 193, 1990.
women	TDLo	oral	294mg/kg/14W- (294mg/kg)	LIVER: FATTY LIVER DEGERATION LIVER: LIVER FUNCTION TESTS IMPAIRED BLOOD: CHANGES IN CELL COUNT (UNSPECIFIED)	Lancet. Vol. 1, Pg. 887, 1988.

Safety Profile

Poison by ingestion, intraperitoneal, and subcutaneous routes. Mutation data reported. Human systemic effects: changes in blood cell count, fatty degeneration, liver function tests impaired. When heated to decomposition it emits toxic fumes of NO_x.

Specification

Tetrahydroaminocrine ,its CAS NO. is 321-64-2,the synonyms is 1,2,3,4-Tetrahydro-5-aminoacridine ; 1,2,3,4-Tetrahydro-9-acridinamin ; 1,2,3,4-Tetrahydro-9-amino-acridin ; 1,2,3,4-Tetrahydro-9-aminoacridine ; 5-Amino-6,7,8,9-tetrahydroacridine ; Acridine, 1,2,3,4-tetrahydro-9-amino- ; Acridine, 9-amino-1,2,3,4-tetrahydro- ; Acridine, 9-aminotetrahydro- .