Molindone hydrochloride
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Molindone hydrochloride
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CAS No:
15622-65-8
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Formula:
C16H24N2O2.ClH
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Chemical Name:
Molindone hydrochloride
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Synonyms:
4H-Indol-4-one,3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-,hydrochloride (1:1);Indol-4(5H)-one,3-ethyl-6,7-dihydro-2-methyl-5-(morpholinomethyl)-,monohydrochloride;4H-Indol-4-one,3-ethyl-1,5,6,7-tetrahydro-2-methyl-5-(4-morpholinylmethyl)-,monohydrochloride;Molindone hydrochloride;EN 1733A;Lindone;Moban;(±)-Molindone hydrochloride;3-Ethyl-2-methyl-5-(morpholinomethyl)-6,7-dihydro-1H-indol-4(5H)-one hydrochloride;3-Ethyl-2-methyl-5-[(morpholin-4-yl)methyl]-4,5,6,7-tetrahydro-1H-indol-4-one hydrochloride
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CAS No:
Characteristics
45.33000
2.70270
211-213°C
462.9ºC
233.7ºC
9.51E-09mmHg at 25°C
LD50 orally in rats: 261 mg/kg (Goldenthal)
Molindone hydrochloride Use and Manufacturing
Diethyl ketone may be reacted with methyl nitrite and that product in turn reacted with cyclohexan-1,3-dione to give 3-ethyl-4,5,6,7-tetrahydro-2- methyl-4-oxoindole. 3-ethyl-4,5,6,7-tetrahydro-2-methyl-4-oxoindole 14.1 g (0.08 mol), 14.8 g morpholine hydrochloride (0.12 mol), and 3.6 g paraformaldehyde (0.12 mol) were refluxed in 200 ml ethanol for 40 hours. The solution was evaporated to dryness in vacuo on a steam bath and the residue digested with a mixture of 150 ml water and 10 ml 2N HCl. An insoluble residue of unreacted starting material was filtered off. To the acid solution, ammonia water was added dropwise with stirring and the amine crystallized out. It was purified by dissolving in 1N HCl and addition of ammonia, then by 2 crystallizations from benzene followed by 2 crystallizations from isopropanol, to yield 3-ethyl- 4,5,6,7-tetrahydro-2-methyl-4-oxoindole, melting point 180°C to 181°C.
Antipsychotic;Dopamine receptor antagonist
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