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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

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25 G
$435.00

$435.00

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25 G
$435.00

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

$435.00

Available to ship onMay 01, 2025Details

Request a Bulk Order

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)

General description

1-Phenylbiguanide is a 5-hydroxytryptamine receptor agonist and increases extracellular dopamine release in rat nucleus accumbens in vivo[1]. It serves as building block for synthesis of heterocyclic compounds[2].

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
STBD6566V
S42463V
S42750
15528JE
S37189

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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
Y L Kuo et al.
Journal of applied physiology (Bethesda, Md. : 1985), 105(2), 611-620 (2008-06-07)
Sensitization of vagal lung C fibers has been postulated to contribute to the development of asthma, but support for this notion is still lacking. We investigated the characteristics and function of pulmonary C fibers (PCFs) in ovalbumin (OVA)-sensitized Brown Norway
S Kanoo et al.
Acta physiologica (Oxford, England), 196(4), 365-373 (2009-01-13)
This study was performed to delineate the kinin (receptor)-dependent pathways in the Indian red scorpion (Mesobuthus tamulus; MBT) venom-induced pulmonary oedema as well as the augmentation of cardio-pulmonary reflexes evoked by phenyldiguanide (PDG). In urethane-anaesthetized adult rats, the effect of
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
John Eme et al.
Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology, 181(7), 981-990 (2011-03-30)
Hypoxia is a naturally occurring environmental challenge for embryonic non-avian reptiles, and this study is the first to investigate the impact of chronic hypoxia on a possible chemoreflex loop in a developing non-avian reptile. We measured heart rate and blood
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