Phenylbiguanide

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;

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]

Derivatives

↑ 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. 264 (3). Journal of Pharmacology and Experimental Therapeutics: 1440–9. PMID 8450478.
↑ 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. 543 (2). Brain Research.: 354–7. doi:10.1016/0006-8993(91)90050-6. PMID 1711914. S2CID 37426395.
↑ Clauder Otto Dr Dipl Ing Chem; Zemplen Bela Dr; Bulcsu Gyula, AT168063 (1951 to Gedeon Richter), C.A. 47, 8097h (1953).
↑ Overberger, C. G.; Shapiro, Seymour L. (1954). "Monomer Synthesis.1Triazines. The Reaction of Phenylbiguanide with Ethyl Oxalate and Ethyl Formate". Journal of the American Chemical Society. 76 (1): 93–96. doi:10.1021/ja01630a025.
↑ DE2130303 idem J Anatol, H Vidalenc, G Loiseau, US3769406 (1973 to Ugine Kuhlmann).