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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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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

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Certificates of Analysis (COA)

Lot/Batch Number
STBD6566V
S42463V
S42750
15528JE
S37189

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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
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)
José Ángel García-Pedraza et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 42(5), 618-627 (2019-01-31)
Sympathetic overdrive is a key player in hypertension, where the mesenteric vasculature plays a relevant role in modulating blood pressure. Although 5-HT inhibits noradrenergic mesenteric neurotransmission in normotensive rats, its effect on the mesenteric sympathetic drive in hypertensive rats has
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
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