ChemicalBook > CAS DataBase List > 5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE

5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE

Product Name
5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE
CAS No.
5334-43-0
Chemical Name
5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE
Synonyms
MB-3670;AKOS B018556;AKOS UB-20252;AKOS BBS-00000722;BUTTPARK 51\09-65;TIMTEC-BB SBB005515;ART-CHEM-BB B018556;1-PHENYL-4-CYANO-5-AMINOPYRAZOLE;5-AMINO-4-CYANO-1-PHENYLPYRAZOLE;3-Amino-4-cyano-1-phenylpyrazole
CBNumber
CB9777187
Molecular Formula
C10H8N4
Formula Weight
184.2
MOL File
5334-43-0.mol
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5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE Property

Melting point:
132-137 °C (lit.)
Boiling point:
402.0±30.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
-1.12±0.10(Predicted)
form 
Solid
color 
Pale Yellow to Dark Yellow
BRN 
161503
Stability:
Stable
CAS DataBase Reference
5334-43-0(CAS DataBase Reference)
NIST Chemistry Reference
5-Amino-4-cyano-1-phenyl pyrazole(5334-43-0)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-36
RIDADR 
3276
WGK Germany 
3
Hazard Note 
Irritant
HazardClass 
6.1
PackingGroup 
III
HS Code 
29331990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
389595
Product name
5-Amino-1-phenylpyrazole-4-carbonitrile
Purity
96%
Packaging
1g
Price
$38.9
Updated
2023/06/20
TRC
Product number
A626250
Product name
5-Amino-1-phenylpyrazolo-4-carbonitrile
Packaging
50g
Price
$875
Updated
2021/12/16
Usbiological
Product number
258489
Product name
5-Amino-1-phenylpyrazolo-4-carbonitrile
Packaging
1g
Price
$350
Updated
2021/12/16
Usbiological
Product number
A1379-88B
Product name
5-Amino-1-phenylpyrazolo-4-carbonitrile
Packaging
5g
Price
$403
Updated
2021/12/16
TRC
Product number
A626250
Product name
5-Amino-1-phenylpyrazolo-4-carbonitrile
Packaging
5g
Price
$110
Updated
2021/12/16
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5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE Chemical Properties,Usage,Production

Chemical Properties

Off-White Powder

Uses

Shown to have chemiluminescence activity, antifilarial activity and to possess adenosine receptor affinity.

Definition

ChEBI: 5-amino-1-phenyl-1H-pyrazole-4-carbonitrile is a member of pyrazoles and a ring assembly.

Synthesis

100-63-0

123-06-8

5334-43-0

3.2 Synthesis of 5-amino-4-cyano-1-phenyl-1H-pyrazole (3a) Phenylhydrazine (2d) (0.45 mL, 4.2 mmol) was dissolved in ethanol (4 mL) with ethoxymethylene malononitrile (1b) (0.51 g, 4.2 mmol). Microwave irradiation was carried out using a CEM Discover microwave synthesizer at 120 °C for 45 min in a sealed pressure rated Pyrex tube (10 mL) with an initial power setting of 100 W. The reaction was carried out in a compressed air chamber with the microwave irradiated at 120 °C for 1 min. Upon completion of the reaction, the solvent was cooled in a stream of compressed air and subsequently removed by decompression distillation. The product was purified by silica gel column chromatography with petroleum ether/ethyl acetate (5:1 v/v) as eluent to afford 1-phenyl-4-cyano-5-aminopyrazole (0.738 g, 95% yield) as a light brown solid with a melting point of 137-139 °C (literature value: 137 °C). High-resolution mass spectrum (measured value: 185.0827, C10H9N4 [MH]+ calculated value: 185.0822); Fourier transform infrared spectra (KBr, cm?1) νmax: 3302 (NH), 3240 (NH), 2230 (CN), 1577, 1530, 1368; 1H NMR (400 MHz, CDCl3) δ: 7.58 (1H, s, H-3), 7.49-7.37 (5H, m, Ph), 4.52 (2H, br s, disappears after exchange of D2O, NH2); 13C NMR (100 MHz, CDCl3) δ: 141.9 (CH), 135.0 (C), 129.3 (CH), 125.5 (CH), 124.1 ( CH), 121.3 (CH), 115.6 (C), 86.2 (C); low resolution mass spectra (APcI) m/z (relative intensity): 226 ([M + MeCNH]+, 100), 185 ([MH]+, 64).

References

[1] Tetrahedron, 2013, vol. 69, # 39, p. 8429 - 8438
[2] Phosphorus, Sulfur and Silicon and the Related Elements, 2006, vol. 181, # 3, p. 591 - 599
[3] European Journal of Organic Chemistry, 2018, vol. 2018, # 13, p. 1514 - 1524
[4] Synthetic Communications, 2011, vol. 41, # 10, p. 1500 - 1507
[5] Heterocyclic Communications, 2005, vol. 11, # 5, p. 385 - 388

5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE Preparation Products And Raw materials

Raw materials

Malononitrile Ethanol Triethyl orthoformate Phenylhydrazine

Preparation Products

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5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE Suppliers

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5334-43-0, 5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILERelated Search:

5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE 5-AMINO-1-(3-CHLOROPHENYL)-1H-PYRAZOLE-& 5-AMINO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE 5-AMINO-1-(4-NITROPHENYL)-1H-PYRAZOLE-4-CARBONITRILE 5-AMINO-1-(4-CHLOROPHENYL)-1H-PYRAZOLE-4-CARBONITRILE 5-AMINO-4-CYANO-3-CYANOMETHYL-1-PHENYLPYRAZOLE 5-AMINO-1-(2-CHLOROPHENYL)-1H-PYRAZOLE-4 5-AMINO-1-PHENYLPYRAZOLE 1-PHENYLPYRAZOLE 4-CYANOPYRAZOLE 5-AMINO-1-(4-BROMOPHENYL)-1H-PYRAZOLE-4-CARBONITRILE 5-AMINO-1-(2,4-DICHLOROPHENYL)-1H-PYRAZOLE-4-CARBONITRILE 1-PHENYL-5-(1H-PYRROL-1-YL)-1H-PYRAZOLE-4-CARBONITRILE 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE 5-AMINO-1-(3-METHYLPHENYL)-1H-PYRAZOLE-4-CARBONITRILE 5-AMINO-4-CYANO-1-(4-FLUOROPHENYL)PYRAZOLE 5-AMINO-1-(3,4-DICHLOROPHENYL)-1H-PYRAZOLE-4-CARBONITRILE 1-(3-CHLOROPHENYL)-5-(1H-PYRROL-1-YL)-1H-PYRAZOLE-4-CARBONITRILE

  • 1H-Pyrazole-4-carbonitrile, 5-amino-1-phenyl-
  • TIMTEC-BB SBB005515
  • AKOS UB-20252
  • AKOS BBS-00000722
  • AKOS B018556
  • 5-AMINO-1-PHENYL-1H-PYRAZOLE-4-CARBONITRILE
  • 5-AMINO-1-PHENYLPYRAZOLE-4-CARBONITRILE
  • 5-AMINO-1-PHENYLPYRAZOLO-4-CARBONITRILE
  • 5-AMINO-4-CYANO-1-PHENYLPYRAZOLE
  • 1-PHENYL-4-CYANO-5-AMINOPYRAZOLE
  • ART-CHEM-BB B018556
  • BUTTPARK 51\09-65
  • MB-3670
  • 5-Amino-1-phenylpyrazole-4-carbonitrile ,98%
  • 5-Amino-1-phenylpyrazole-3-carbonitrile
  • 3-Amino-4-cyano-1-phenylpyrazole
  • 5-Amino-4-cyano-1-phenyl-1H-pyrazole
  • 5-amino-1-phenyl-1H-pyrazole-3-carbonitrile
  • 5-Amino-1-phenyl-4-pyrazolecarbonitrile
  • 5-amino-1-phenylpyrazol-4-nitrile
  • 5334-43-0
  • ARYL ISOCYANATE
  • Pyrazoles
  • Nucleotides and Nucleosides
  • Bases & Related Reagents
  • Nucleotides
  • Building Blocks
  • Heterocyclic Building Blocks
  • Pyrazoles
  • Imidazoles, Pyrroles, Pyrazoles, Pyrrolidines
  • Heterocyclic Compounds