Anpirtoline

Anpirtoline
Names
	IUPAC name 2-Chloro-6-piperidin-4-ylsulfanylpyridine
	Other names 6-Chloro-2-[piperidinyl-4-thio]pyridine
Identifiers
CAS Number	98330-05-3 ; HCl: 99201-87-3;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:92968;
ChEMBL	ChEMBL1316374;
ChemSpider	59266;
PubChem CID	65854; HCl: 6917943;
UNII	32K9S228IK ;
CompTox Dashboard (EPA)	DTXSID7045659 ;
	InChI 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;
	SMILES C1CNCCC1SC2=NC(=CC=C2)Cl;
Properties
Chemical formula	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)
Solubility in water	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). Infobox references

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.

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^[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

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

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

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

References

^ "Anpirtoline Hydrochloride". Chem-Info. Retrieved 2012-10-19.
^ "Product Block - Chemicals - Serotonergics - Anpirtoline Hydrochloride". Santa Cruz Biotechnology, Inc. Retrieved 2012-10-19.
^ "Product Block - Chemicals - Serotonergics - Anpirtoline Hydrochloride". Santa Cruz Biotechnology, Inc. Retrieved 2012-10-19.
^ 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.

[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.

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