Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

164216

Sigma-Aldrich

1-Phenylbiguanide

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5NHC(=NH)NHC(=NH)NH2
CAS Number:
102-02-3
Molecular Weight:
177.21
EC Number:
202-998-5
MDL number:
MFCD00179077
UNSPSC Code:
12352100
PubChem Substance ID:
24850064
NACRES:
NA.22

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)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBD6566V
S42463V
S42750
15528JE
S37189

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Reaction of 2, 3-Dichloro-1, 4-Naphthoquinone with 1-Phenylbiguanide and 2-Guanidinebenzimidazole.
El-Shaieb KM.
J. Chin. Chem. Soc., 54(5), 1353-1358 (2007)
Irena Matulková et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 170, 256-266 (2016-07-29)
Three polymorphic modifications of bis(N-phenylbiguanidium(1+)) oxalate are reported, and their characterization is discussed in this paper. The non-centrosymmetric bis(N-phenylbiguanidium(1+)) oxalate (I), which was obtained from an aqueous solution at 313K, belongs to the monoclinic space group Cc (a=6.2560(2)Å, b=18.6920(3)Å, c=18.2980(5)Å
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
Domitila A Huber et al.
The Journal of physiology, 588(Pt 9), 1515-1525 (2010-03-10)
Adult obese Zucker rats (OZRs) have reduced sympathetic responses to evoked changes in arterial pressure (AP) compared to lean Zucker rats (LZRs). This study examined whether attenuated sympathetic baroreflexes in OZRs may be due to altered sensory or central mechanisms.
Debra I Diz et al.
Journal of cardiovascular pharmacology, 51(6), 542-548 (2008-05-14)
Endogenous angiotensin (Ang)-(1-7) enhances, while Ang II attenuates, baroreceptor sensitivity (BRS) for reflex control of heart rate (HR) in Sprague-Dawley (SD) rats. In (mRen2)27 renin transgenic rats [(mRen2)], there is overexpression of the mouse Ren2 gene in brain, leading to
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service