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Merck
CN

433853

5-氯-3-甲基-1-苯基吡唑-4-甲醛

99%

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关于此项目

经验公式(希尔记法):
C11H9ClN2O
化学文摘社编号:
分子量:
220.65
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
99%
Form:
solid
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assay

99%

form

solid

mp

145-148 °C (lit.)

functional group

aldehyde, chloro

SMILES string

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

InChI key

DKZPJLZXLKAMDO-UHFFFAOYSA-N

General description

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. 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. 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.

Application

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
  • N1-((5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene)thiosemicarbazone
  • pyrazole derivatives, which were pharmacologically evaluated for analgesic (tail flick) and anti-inflammatory (based on carrageenan-induced paw edema) activities
  • N′-[(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4- yl)methylene] 2/4-substituted hydrazides


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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分析证书(COA)

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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)



全球贸易项目编号

货号GTIN
433853-5G04061832249162