| Identification | More | [Name]
5-AMINO-4-CYANO-1-(4-FLUOROPHENYL)PYRAZOLE | [CAS]
51516-70-2 | [Synonyms]
AKOS B029474
BUTTPARK 51\09-64
TIMTEC-BB SBB000407
5-Amino-1-(4-fluorophenyl)
5-AMINO-4-CYANO-1-(4-FLUOROPHENYL)PYRAZOLE
5-Amino-4-cyano-1-(4-fluorophenyl)-1H-pyrazole
5-Amino-4-cyano-1-(4-fluorophenyl)-1H-pyrazole97%
5-Amino-4-cyano-1-(4-fluorophenyl)-1H-pyrazole 97%
5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOLE-4-CARBONITRILE
1H-Pyrazole-4-carbonitrile, 5-amino-1-(4-fluorophenyl)-
5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile97%
5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile 97% | [Molecular Formula]
C10H7FN4 | [MDL Number]
MFCD00102729 | [Molecular Weight]
202.19 | [MOL File]
51516-70-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
164-165°C | [Boiling point ]
394.1±37.0 °C(Predicted) | [density ]
1.36±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
solid | [pka]
-0.92±0.10(Predicted) | [Appearance]
Yellow to brown Solid | [InChI]
1S/C10H7FN4/c11-8-1-3-9(4-2-8)15-10(13)7(5-12)6-14-15/h1-4,6H,13H2 | [InChIKey]
SZEJYPAPBGNEMH-UHFFFAOYSA-N | [SMILES]
Nc1c(cnn1-c2ccc(F)cc2)C#N | [CAS DataBase Reference]
51516-70-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3439 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HS Code ]
2933199090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1 |
| Hazard Information | Back Directory | [Uses]
5-Amino-1-(4-fluorophenyl)pyrazole-4-carbonitrile was used in the preparation of compounds that were shown to have anti-viral activity against TMV. | [Synthesis]
GENERAL METHOD: (4-Fluorophenyl)hydrazine (0.001 mol) was mixed with 10 mL of ethanol, stirred and heated to reflux. Subsequently, ethoxymethylene malononitrile (0.001 mol) dissolved in 10 mL of ethanol was added slowly and dropwise. The reaction mixture was kept at reflux for 2 hours. After completion of the reaction, the mixture was poured into 50 mL of ice water. The precipitate was collected by filtration and washed with cold water to afford 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile (10a) in 61% yield. The product characterization data were as follows: melting point: 173-174 °C. IR (cm^-1): 3297-3183 (NH2); 2225 (CN); 1662; 1568. ^1H NMR (400 MHz, DMSO-d6, TMS, δ in ppm): 7.31-7.25 (m, 2H, H3', H5'); 7.54- 7.49 (m, 2H, H2', H6'); 7.67 (s, 1H, H3). ^13C NMR (100 MHz, DMSO-d6, TMS, δ in ppm): 73.2 (C4); 114.8 (CN); 116.3 (d, J = 22.8 Hz, C3', C5'); 126.9 (d, J = 8.9 Hz, C2', C6'); 133.7 (d, J = 2.8 Hz, C1'); 141.7 (C5); 151.4 (C3); 161.2 (d, J = 243.6 Hz, C4'). ^19F NMR (376 MHz, DMSO-d6, TMS, δ in ppm): -114.26. EI-MS [M + 1]^+: 203.07. | [References]
[1] European Journal of Organic Chemistry, 2018, vol. 2018, # 13, p. 1514 - 1524
[2] Tetrahedron Letters, 2008, vol. 49, # 2, p. 305 - 310
[3] Medicinal Chemistry Research, 2018, vol. 27, # 8, p. 1876 - 1884
[4] Journal of Medicinal Chemistry, 1991, vol. 34, # 9, p. 2892 - 2898
[5] Organic and Biomolecular Chemistry, 2007, vol. 5, # 17, p. 2758 - 2761 |
|
|