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Details

Stereochemistry ACHIRAL
Molecular Formula C8H11N5
Molecular Weight 177.2064
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENYL BIGUANIDE

SMILES

NC(=N)NC(=N)NC1=CC=CC=C1

InChI

InChIKey=CUQCMXFWIMOWRP-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C8H11N5
Molecular Weight 177.2064
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Phenyl biguanide (phenylbuguanide, PBG) is a 5-hydroxytryptamine receptor 3 agonist used to study the role of serotonin receptors in the central nervous system. It has been found to trigger dopamine release in the nucleus accumbens of rats. Phenylbiguanide is used to make amanozine.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
7.1 null [pKi]

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Phenylbiguanide (PBG) and 2-methyl-5-hydroxytryptamine (2-methyl-5-HT) were found to mimic the effects of 5-hydroxytryptamine (5-HT) on the rat isolated cervical vagus nerve. Their EC50 values were respectively 2.0 fold and 3.9 fold greater than that of 5-HT. Metoclopramide behaved as a reversible competitive antagonist of depolarization induced by PBG and 2-methyl-5-HT, with pKb values of 6.48 +/- 0.04, respectively.
Substance Class Chemical
Record UNII
W8PKA3T2I3
Record Status Validated (UNII)
Record Version