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164216

1-Phenylbiguanide

Name: 1-Phenylbiguanide
Brand: ALDRICH

98%

Synonym(s):

1-(Diaminomethylidene)-2-phenylguanidine, 1-Carbamimidamido-N-phenylmethanimidamide, N-Phenyl-N′-guanylguanidine, N-Phenylbiguanide, N-Phenylimidodicarbonimidic diamide, N1-Phenylbiguanide, PBG

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About This Item

Linear Formula:

C₆H₅NHC(=NH)NHC(=NH)NH₂

CAS Number:

102-02-3

Molecular Weight:

177.21

NACRES:

NA.22

PubChem Substance ID:

24850064

UNSPSC Code:

12352100

EC Number:

202-998-5

MDL number:

MFCD00179077

Assay:

98%

Form:

solid

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Properties

Quality Level

100

assay

98%

form

solid

mp

135-142 °C (lit.)

solubility

alcohol: freely soluble, water: freely soluble

functional group

amine

SMILES string

NC(=N)\N=C(/N)Nc1ccccc1

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)

InChI key

CUQCMXFWIMOWRP-UHFFFAOYSA-N

Gene Information

mouse ... Htr3a(15561)

Description

General description

1-Phenylbiguanide is a 5-hydroxytryptamine receptor agonist and increases extracellular dopamine release in rat nucleus accumbens in vivo. It serves as building block for synthesis of heterocyclic compounds.

Application

1-Phenylbiguanide was used in one pot synthesis of :

4-chloro-2,5-dihydro-2,5-dioxonaphtho[1,2-d]imidazole-3-carboxylic acid phenyl amide
6-chloro-8-phenylamino-9H-7,9,11-triaza-cyclohepta[a]naphthalene-5,10-dione
4-dimethylamino-5,10-dioxo-2-phenylimino-5,10-dihydro-2H-benzo[g]quinazoline-1-carboxylic acid amide

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Neuroinflammation in the NTS is associated with changes in cardiovascular reflexes during systemic inflammation.

Mateus R Amorim et al.

Journal of neuroinflammation, 16(1), 125-125 (2019-06-22)

Lipopolysaccharide (LPS)-induced systemic inflammation (SI) is associated with neuroinflammation in the brain, hypotension, tachycardia, and multiple organs dysfunctions. Considering that during SI these important cardiovascular and inflammatory changes take place, we measured the sensitivity of the cardiovascular reflexes baroreflex, chemoreflex

Activation of 5-HT3 receptor by 1-phenylbiguanide increases dopamine release in the rat nucleus accumbens.

J P Chen et al.

Brain research, 543(2), 354-357 (1991-03-15)

The serotonin-3 (5-HT3) agonist 1-phenylbiguanide (0.1-1.0 mM in perfusate) caused a robust, dose-dependent enhancement of extracellular dopamine content in nucleus accumbens as measured by in vivo microdialysis. This action was antagonized by co-perfusion of the 5-HT3 antagonists zacopride and GR38032F

The role of NMDA and non-NMDA receptors in the NTS in mediating three distinct sympathoinhibitory reflexes.

Daniela M Sartor et al.

Naunyn-Schmiedeberg's archives of pharmacology, 376(4), 241-252 (2007-11-17)

Cholecystokinin (CCK) elicits a sympathetic vasomotor reflex that is implicated in gastrointestinal circulatory control. We sought to determine (1) the site in the solitary tract nucleus (NTS) responsible for mediating this reflex and (2) the possible involvement of excitatory amino

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Global Trade Item Number

SKU	GTIN
164216-25G	04061838747990