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HomeProduct name listANPIRTOLINE HYDROCHLORIDE

ANPIRTOLINE HYDROCHLORIDE

ANPIRTOLINE HYDROCHLORIDE Structural

What is ANPIRTOLINE HYDROCHLORIDE?

Originator

Anpirtoline Hydrochloride,YQBio (Shanghai) Co. Ltd.

The Uses of ANPIRTOLINE HYDROCHLORIDE

Anpirtoline Hydrochloride is a SR-1B agonist.

What are the applications of Application

Anpirtoline hydrochloride is a SR-1B agonist

Definition

ChEBI: 2-chloro-6-(4-piperidinylthio)pyridine is an aryl sulfide.

Manufacturing Process

2-Chloro-6-(4-piperidinylthio)pyridine:
The reaction is carried out under an argon atmosphere. 0.27 g of 80% sodium hydride (0.009 mol) are suspended in 10 ml of dimethylacetamide; the mixture is cooled with ice and then 0.615 g (0.004 mol) of solid 4- mercaptopiperidine hydrochloride are added and stirred for 10 minutes. A solution of 0.588 g (0.004 mol) of 2,6-dichloropyridine in 5 ml of dimethylacetamide are then added dropwise to this mixture and the reaction mixture is stirred for 2.5 hours at room temperature.
Working up of the reaction mixture: 25 ml of water are added dropwise with cooling, 20 ml of methylene chloride are then added, the organic phase is separated off, the aqueous phase is then extracted twice with 15 ml of methylene chloride each time, the combined organic phase is washed twice, in each case with 10 ml of water, dried with sodium sulfate, the solution is concentrated on a rotary evaporator, the residue is mixed with 10 ml of absolute ethanol and then reconcentrated.
The product which is obtained on removal of the eluant is diluted with 10 ml of ether, an equivalent quantity of HCl in isopropanol is added dropwise and the mixture is placed for several hours in a deep freezer after addition of seed crystals. The hydrochloride of the 2-chloro-6-(4-piperidinylthio)pyridine which crystallizes out is filtered off with suction, washed with ether and dried under oil pump vacuum at 50°C. Melting point of the hydrochloride 132°-133°C.

Therapeutic Function

Analgesic, Antidepressant

Biological Activity

Highly potent 5-HT 1B receptor agonist (K i values are 28, 150 and 1490 nM at 5-HT 1B , 5-HT 1A and 5-HT 2 receptors respectively). Decreases central serotonin synthesis and attenuates aggressive behavior in vivo . Also acts as an antagonist at 5-HT 3 receptors (K i = 29.5 nM) and is brain penetrant.

Properties of ANPIRTOLINE HYDROCHLORIDE

storage temp.  Desiccate at +4°C

Safety information for ANPIRTOLINE HYDROCHLORIDE

Computed Descriptors for ANPIRTOLINE HYDROCHLORIDE

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