433853
5-Chloro-3-methyl-1-phenyl-4-pyrazolecarboxaldehyde
99%
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About This Item
Formula empirica (notazione di Hill):
C11H9ClN2O
Numero CAS:
Peso molecolare:
220.65
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22
Prodotti consigliati
Saggio
99%
Stato
solid
Punto di fusione
145-148 °C (lit.)
Gruppo funzionale
aldehyde
chloro
Stringa SMILE
Cc1nn(c(Cl)c1C=O)-c2ccccc2
InChI
1S/C11H9ClN2O/c1-8-10(7-15)11(12)14(13-8)9-5-3-2-4-6-9/h2-7H,1H3
DKZPJLZXLKAMDO-UHFFFAOYSA-N
Descrizione generale
5-Chloro-3-methyl-1-phenyl-4-pyrazolecarboxaldehyde (5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxaldehyde) can be synthesized from 3-methyl-1-phenyl-1Hpyrazol-5(4H)-one under Vilsmeier-Haack reaction conditions.[1] Knoevenagel condensation of 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxaldehyde with ethylcyanoacetate at 0°C has been reported to afford ethyl-2-cyano-3-(5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-yl)propionate.[2] It participates in the synthesis of 2-((5-phenoxy-3-methyl-1-phenyl-1H-pyrazol- 4-yl)methylene)hydrazinecarbothiomide derivatives with a potential anticonvulsant property.[3]
Applicazioni
5-Chloro-3-methyl-1-phenyl-4-pyrazolecarboxaldehyde (5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxaldehyde) may be employed as starting material for the following syntheses:
- 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxaldehyde hydrazone[1]
- N1-((5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene)thiosemicarbazone[1]
- pyrazole derivatives, which were pharmacologically evaluated for analgesic (tail flick) and anti-inflammatory (based on carrageenan-induced paw edema) activities[4]
- N′-[(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4- yl)methylene] 2/4-substituted hydrazides[5]
Avvertenze
Warning
Indicazioni di pericolo
Consigli di prudenza
Classi di pericolo
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Organi bersaglio
Respiratory system
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
dust mask type N95 (US), Eyeshields, Gloves
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I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.
New pyrazole derivatives of potential biological activity.
Farghaly A-R, et al.
ARKIVOC (Gainesville, FL, United States), 7, 228-241 (2012)
Convenient Synthesis and Characterization of Pyrazolones and Schiff Bases.
Girisha KS and Kalluraya B.
Synthetic Communications, 42(20), 3097-3102 (2012)
Pharmacological screening for anti-inflammatory, analgesic activity of pyrazolyl derivatives along with molecular docking studies.
Kaushik D, et al.
Medicinal Chemistry Research, 21(11), 3646-3655 (2012)
Design and Synthesis of Pyrazolyl Thiosemicarbazones as New Anticonvulsants.
Deng XQ and Song MX.
Bull. Korean Chem. Soc., 35(9), 2733-2733 (2014)
Darpan Kaushik et al.
European journal of medicinal chemistry, 45(9), 3943-3949 (2010-06-25)
A series of N'-[(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene] 2/4-substituted hydrazides were synthesized using appropriate synthetic route and characterized by elemental analysis and spectral data. The anticonvulsant activity of some of the synthesized compounds were evaluated against maximal electroshock induced seizure (MES) and subcutaneous pentylenetetrazol
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