Anpirtoline (chemical formula C10H13ClN2S) is a synthetic chemical compound used as a 5-HT1B receptor agonist as well as a 5-HT3 receptor antagonist, causing a decrease in serotonin synthesis and a reduction in aggressive behavior. Anpirtoline hydrochloride appears as a white solid and is soluble in water. Being synthetic, the compound can be purchased from suppliers.

Anpirtoline
Names
IUPAC name
2-Chloro-6-piperidin-4-ylsulfanylpyridine
Other names
6-Chloro-2-[piperidinyl-4-thio]pyridine
Identifiers
3D model (JSmol)
UNII
  • InChI=1S/C10H13ClN2S/c11-9-2-1-3-10(13-9)14-8-4-6-12-7-5-8/h1-3,8,12H,4-7H2
    Key: GGALEXMXDMUMDM-UHFFFAOYSA-N
  • C1CNCCC1SC2=NC(=CC=C2)Cl
Properties
C10H13ClN2S
Molar mass 228.74 g·mol−1
Appearance White solid
Density 1.27 g/cm3
Melting point 126–128 °C (259–262 °F; 399–401 K) (HCl)
25 mg/ml (HCl)
Solubility in DMSO 100 mM (HCl)
Hazards
Flash point 174 °C (345 °F; 447 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Properties

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Physical

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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[1] 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.[2]

Chemical

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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.[3]

Uses

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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.[4]

Storage

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

References

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  1. ^ "Anpirtoline Hydrochloride". Chem-Info. Retrieved 2012-10-19.
  2. ^ "Product Block - Chemicals - Serotonergics - Anpirtoline Hydrochloride". Santa Cruz Biotechnology, Inc. Retrieved 2012-10-19.
  3. ^ "Product Block - Chemicals - Serotonergics - Anpirtoline Hydrochloride". Santa Cruz Biotechnology, Inc. Retrieved 2012-10-19.
  4. ^ De Almeida, R. M.; Miczek, K. A. (2002). "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. doi:10.1016/S0893-133X(02)00291-9. PMID 12093591. S2CID 24466803.