864426-87-9

Basic information

• Product Name: ETHYL 3-(4-CHLOROPHENYL)-1-METHYL-1H-PYRAZOLE-5-CARBOXYLATE
• Synonyms: ETHYL 3-(4-CHLOROPHENYL)-1-METHYL-1H-PYRAZOLE-5-CARBOXYLATE;5-(4-chloro-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester
• CAS NO: 864426-87-9
• Molecular Formula: C₁₃H₁₃ClN₂O₂
• Molecular Weight: 264.71
• Mol File: 864426-87-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 3-(4-CHLOROPHENYL)-1-METHYL-1H-PYRAZOLE-5-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(4-CHLOROPHENYL)-1-METHYL-1H-PYRAZOLE-5-CARBOXYLATE(864426-87-9)
• EPA Substance Registry System: ETHYL 3-(4-CHLOROPHENYL)-1-METHYL-1H-PYRAZOLE-5-CARBOXYLATE(864426-87-9)

Safety Data

• Hazardous Substances Data: 864426-87-9(Hazardous Substances Data)

Upstream product

• 5814-38-0 ethyl 4-chlorobenzoylpyruvate 
• 60-34-4 methylhydrazine 
• 938182-43-5 5-(4-chloro-phenyl)-2H-pyrazole-3-carboxylic acid ethyl ester 
• 77-78-1 dimethyl sulfate 

Relevant articles and documents

La(OTf)3-catalysed one-pot synthesis of pyrazole tethered imidazo[1,2-: A] azine derivatives and evaluation of their light emitting properties

A facile and efficient protocol has been unfolded towards the diversity-oriented synthesis of highly fluorescent pyrazole C-3(5) tethered imidazo[1,2-a]azines via an La(OTf)3 catalysed one-pot multicomponent assembly of pyrazole carbaldehydes, 2-aminoazines and isonitriles. This present protocol offers several advantages such as multiple bond formation in a single step, low catalyst loading, short reaction time, appreciable atom economy, good functional group tolerance, scalability and easy to perform reaction conditions. The optical properties of pyrazolyl imidazo[1,2-a]azines were also studied, and they exhibited an excellent fluorescence quantum yield (ΦF up to 83%).

Development of novel bis-pyrazole derivatives as antitumor agents with potent apoptosis induction effects and DNA damage

A series of bis-pyrazole derivatives were designed and synthesized, and their antitumor effects in vitro and in vivo were investigated. Several compounds displayed good antiproliferative activity with IC50 values in low-micromolar range against three human cancer cell lines in vitro, superior to 5-FU. The most potent compound 10M selectively inhibited human hepatocellular carcinoma cells but not non-tumor liver cell proliferation in vitro, and significantly triggered SMMC-7721 cell apoptosis by cleavage of both PARP and caspase-3 in a concentration-dependent manner. Further study revealed that the potent activity in the cell growth inhibition and apoptosis induction effects of 10M were related to DNA damage and activation of the p53 signaling pathway. Moreover, 10M showed low acute toxicity to mice and significant growth inhibition of the hepatoma tumor in vivo.

TOSYLACETATE BASED COMPOUNDS AND DERIVATIVES THEREOF AS PHGDH INHIBITORS

The present invention encompasses compounds of formula (I), wherein the groups R1 to R, A1 to A4 and n have the meanings given in the claims and specification, their use as inhibitors of PHGDH, pharmaceutical compositions

1. 3, 5 - tri-substituted pyrazole compound and its preparation method and application

The invention discloses 1,3,5-trisubstituted pyrazole compounds, and a preparation method and application thereof. The structure of the compounds is shown as a general formula (I), and in the general formula (I), R1 is hydrogen, halogens, methyl or triflu

Indolyl derivatives

This invention relates to compounds of the formula I: wherein one of R6, R7 and R8 is and R1 to R15 and n are as defined in the description, and all enantiomers and pharmaceutically acceptable salts a