Phenylbiguanide

Phenylbiguanide (PBG) is a 5-HT3 agonist used to study the role of 5-HT3 receptors in the central nervous system.[1] It has been found to trigger dopamine release in the nucleus accumbens of rats.[2]

Phenylbiguanide

Legal status
Legal status	UN: Unscheduled
Identifiers
IUPAC name 1-Phenylbiguanide
CAS Number	102-02-3
PubChem CID	4780
ChemSpider	4616
UNII	W8PKA3T2I3
ChEBI	CHEBI:75377
ChEMBL	ChEMBL13791
CompTox Dashboard (EPA)	DTXSID90144508
ECHA InfoCard	100.002.726
Chemical and physical data
Formula	C8H11N5
Molar mass	177.211 g·mol^−1
3D model (JSmol)	Interactive image
Melting point	135–142 °C (275–288 °F)
SMILES c1ccc(cc1)NC(=N)NC(=N)N
InChI InChI=1S/C8H11N5/c9-7(10)13-8(11)12-6-4-2-1-3-5-6/h1-5H,(H6,9,10,11,12,13) Key:CUQCMXFWIMOWRP-UHFFFAOYSA-N

Derivatives

• Phenylbiguanide is used to make amanozine and benfosformin.

References

1. Higgins GA, Joharchi N, Sellers EM (March 1993). "Behavioral effects of the 5-hydroxytryptamine3 receptor agonists 1-phenylbiguanide and m-chlorophenylbiguanide in rats". The Journal of Pharmacology and Experimental Therapeutics. Journal of Pharmacology and Experimental Therapeutics. 264 (3): 1440–9. PMID 8450478.
2. Chen JP, van Praag HM, Gardner EL (March 1991). "Activation of 5-HT3 receptor by 1-phenylbiguanide increases dopamine release in the rat nucleus accumbens". Brain Research. Brain Research. 543 (2): 354–7. doi:10.1016/0006-8993(91)90050-6. PMID 1711914.