他克林

他克林 - Names and Identifiers

Name	1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE
Synonyms	Acridine, 9-aminotetrahydro- 1,2,3,4-tetrahydro-9-acridinamin 1,2,3,4-TETRAHYDRO-9-ACRIDINAMINE 1,2,3,4-Tetrahydro-5-aminoacridine 5-Amino-6,7,8,9-tetrahydroacridine 1,2,3,4-tetrahydro-9-amino-acridin 1,2,3,4-Tetrahydro-9-aminoacridine Acridine, 9-amino-1,2,3,4-tetrahydro- Acridine, 1,2,3,4-tetrahydro-9-amino-
CAS	321-64-2
EINECS	206-291-2

他克林 - Physico-chemical Properties

Molecular Formula	C13H14N2
Molar Mass	198.26
Density	0.9827 (rough estimate)
Melting Point	183.5℃
Boling Point	325.59°C (rough estimate)
pKa	9?+-.0.20(Predicted)
Storage Condition	2-8℃
Refractive Index	1.4400 (estimate)
Physical and Chemical Properties	The chemical properties are octahedral crystals obtained from enol, with a melting point of 183~184 ℃. Tacrine hydrochloride (Tacrine Hydrochloride):C13H14N2?HCI. [1684-40-8]. Yellow needle crystals are obtained from concentrated hydrochloric acid with a melting point of 283~284 ℃. It tastes bitter. Soluble in water. The Ph value of 1.5% aqueous solution is 4.5~6.
Use	Use physostigmine esterase drug with central nervous system activity. For the treatment of Alzheimer's disease.

他克林 - Upstream Downstream Industry

Raw Materials

Hydroxylamine hydrochloride
Glycine
Sodium acetate trihydrate
Cyclohexanone
Isatin
Chloral hydrate
2-Aminobenzonitrile
ISATIN-3-OXIME
Dexecadotril
9(10H)-Acridinimine
9,10-dihydroacridin-9-amine
9-Acridinamine, tetradecahydro-

他克林 - Production method

after aniline reacts with hydroxylamine and chloroacetaldehyde hydrate, isatin is catalyzed by sulfuric acid to obtain isatin with 63.4% yield. Indigo, excess hydroxylamine hydrochloride, sodium acetate trihydrate and water, stirred vigorously at 60 ℃ and left overnight at room temperature. Filtration, ethanol-water recrystallization to obtain indigo -3-oxime with 92% yield. Indiat-3-oxime is heated to melt, and it decomposes vigorously to form o-aminobenzonitrile, which is dissolved and collected with ether. The product is distilled under reduced pressure after distillation of ether with 86.8% yield, boiling point 112~114 ℃/0.8kPa and melting point 48~50 ℃. O-aminobenzonitrile is dissolved in cyclohexanone, equimolar anhydrous zinc dichloride is added, and the reflux is stirred. Cool and filter, the solid is washed with ether several times, and then suspended in water. Add 30% sodium hydroxide to strong alkaline and extract with dichloromethane. The extract was washed, dried, concentrated and recrystallized with toluene to obtain yellowish flake tacrine crystals with 92.6% yield and melting point 182~184 ℃.

Last Update：2024-04-10 22:29:15