Chemistry:Anpirtoline

From HandWiki

Anpirtoline (INN; developmental code name D-16949), also known as 2-chloro-6-piperidin-4-ylsulfanylpyridine, is a serotonin receptor modulator which was under development for the treatment of major depressive disorder (MDD) and pain but was never marketed.[1][2][3]

It is a serotonin 5-HT1B and 5-HT1D receptor agonist, a serotonin 5-HT1A receptor ligand, a serotonin 5-HT3 receptor antagonist, and also binds to the serotonin 5-HT2 receptors with weak affinity.[2][3] However, it acts preferentially as a serotonin 5-HT1B receptor agonist and is sometimes described as being selective in this action.[2] It causes a decrease in serotonin synthesis and a reduction in aggressive behavior.

Anpirtoline is a synthetic compound. Anpirtoline hydrochloride appears as a white solid and is soluble in water. Being synthetic, the compound can be purchased from suppliers.

Properties

Physical

Anpirtoline hydrochloride appears as a white solid at room temperature and is soluble in water and DMSO. Its has a density of 1.27 g/cm3[4] and a molar mass of 265.20. Structurally, the most notable parts of anpirtoline hydrochloride are two six-membered rings bonded via a sulfur atom.[5]

Chemical

The melting point of anpirtoline hydrochloride is 126-128 °C. The flash point of the compound is 174 °C. Many of Anpirtoline hydrochloride's chemical properties remain unknown or untested.[5]

Uses

Currently, anpirtoline is primarily used for research purposes due to its receptor agonist and receptor antagonist properties. Studies involving social instigation, aggression, and other behavioral traits make ample use of the compound.[6]

Storage

Anpirtoline hydrochloride should be stored in a cool, well-ventilated area that is not exposed to direct sunlight.

References

  1. ↑ "Anpirtoline". 8 February 2011. https://adisinsight.springer.com/drugs/800000671. 
  2. ↑ 2.0 2.1 2.2 "Anpirtoline, a novel, highly potent 5-HT1B receptor agonist with antinociceptive/antidepressant-like actions in rodents". Br J Pharmacol 105 (3): 732–738. March 1992. doi:10.1111/j.1476-5381.1992.tb09047.x. PMID 1628159. 
  3. ↑ 3.0 3.1 "5-HT3 receptor antagonism by anpirtoline, a mixed 5-HT1 receptor agonist/5-HT3 receptor antagonist". Br J Pharmacol 114 (2): 269–274. January 1995. doi:10.1111/j.1476-5381.1995.tb13222.x. PMID 7881726. 
  4. ↑ "Anpirtoline Hydrochloride". Chem-Info. http://www.chem-info.com/trade/sell/Anpirtoline-hydrochloride-892253.html. Retrieved 2012-10-19. 
  5. ↑ 5.0 5.1 "Product Block - Chemicals - Serotonergics - Anpirtoline Hydrochloride". Santa Cruz Biotechnology, Inc.. http://www.scbt.com/datasheet-201108-Anpirtoline-hydrochloride.html. Retrieved 2012-10-19. 
  6. ↑ "Aggression escalated by social instigation or by discontinuation of reinforcement ("frustration") in mice: inhibition by anpirtoline: a 5-HT1B receptor agonist". Neuropsychopharmacology 27 (2): 171–181. August 2002. doi:10.1016/S0893-133X(02)00291-9. PMID 12093591. 



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:Anpirtoline&oldid=4033587"