137278-71-8

Basic information

• Product Name: 5-AMINO-1-(4-CHLORO-BENZYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: ETHYL 5-AMINO-1-(4-CHLOROBENZYL)-1H-PYRAZOLE-4-CARBOXYLATE;AKOS BBS-00002584;5-AMINO-1-(4-CHLORO-BENZYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;5-amino-1-(4-chlorobenzyl)pyrazole-4-carboxylic acid ethyl ester;5-amino-1-[(4-chlorophenyl)methyl]-4-pyrazolecarboxylic acid ethyl ester;AG-690/10401052;ethyl 5-amino-1-[(4-chlorophenyl)methyl]pyrazole-4-carboxylate;Oprea1_755004
• CAS NO: 137278-71-8
• Molecular Formula: C₁₃H₁₄ClN₃O₂
• Molecular Weight: 279.72
• Mol File: 137278-71-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-AMINO-1-(4-CHLORO-BENZYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1-(4-CHLORO-BENZYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(137278-71-8)
• EPA Substance Registry System: 5-AMINO-1-(4-CHLORO-BENZYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(137278-71-8)

Safety Data

• Hazardous Substances Data: 137278-71-8(Hazardous Substances Data)

Upstream product

• 25198-45-2 4-chlorobenzylhydrazine 
• 94-05-3 ethyl (ethoxymethylene)cyanoacetate 
• 42466-67-1 ethyl (ethoxymethylene)cyanoacetate 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 

Downstream Products

• 137278-79-6 1-(4-Chlorobenzyl)-4-ethoxycarbonyl-5-<(3-oxo-1-cyclohexen-1-yl)amino>pyrazole 
• 137279-17-5 1-(4-Chlorobenzyl)-7,8-dihydro-6H,9H-pyrazolo<3,4-b>quinoline-4,5-dione 
• 137279-12-0 7-(4-Chlorobenzyl)-4,5-dihydro-3H-isoxazolo<5,4,3-de>pyrazolo<3,4-b>quinoline 
• 137278-84-3 4-Carboxy-1-(4-chlorobenzyl)-5-<(3-oxo-1-cyclohexen-1-yl)amino>pyrazole 

Relevant articles and documents

Design, synthesis and biological evaluation of spiropyrazolopyridone derivatives as potent dengue virus inhibitors

The effective treatment for dengue virus infection continues to be a challenge. We herein reported our continued SAR exploration on the spiropyrazolopyridone scaffold. Introducing different substituents at the 3?- or 5?-site of the pyrazolopyridone core or moving the benzyl chain to the adjacent nitrogen led to a significant loss of potency on DENV-2. While a narrow range of substitutions were tolerated at the para-position of the phenyl ring, di-substitution on the phenyl ring is beneficial for DENV-2 potency and has variable influences on DENV-3 potency depending on the exact compound. Among these molecules, compounds 22 (JMX0376) with 4-chloro-3-fluorobenzyl and 24 (JMX0395) with 2,4-bis(trifluoromethyl)benzyl showed the most potent and broadest inhibitory activities against DENV-1 to ?3 with nanomolar to low micromolar EC50 values.

Lead optimization of spiropyrazolopyridones: A new and potent class of dengue virus inhibitors

Spiropyrazolopyridone 1 was identified, as a novel dengue virus (DENV) inhibitor, from a DENV serotype 2 (DENV-2) high-throughput phenotypic screen. As a general trend within this chemical class, chiral resolution of the racemate revealed that R enantiomer was significantly more potent than the S. Cell-based lead optimization of the spiropyrazolopyridones focusing on improving the physicochemical properties is described. As a result, an optimal compound 14a, with balanced in vitro potency and pharmacokinetic profile, achieved about 1.9 log viremia reduction at 3 × 50 mg/kg (bid) or 3 × 100 mg/kg (QD) oral doses in the dengue in vivo mouse efficacy model.

SPIROPYRAZOLOPYRIDINE DERIVATIVES AND USES THEREOF FOR THE TREATMENT OF VIRAL INFECTIONS

A compound of Formula (I) is provided that has been shown to be useful for treating a disease caused by a viral infection: (I) wherein R1, R2, R3, R4, R5, R6, R7, R8, X1, X2, X3 and X4, are as defined herein.

Synthesis of 7,8-Dihydro-6H-pyrazoloquinolin-5-ones and Related Derivatives

This paper describes the synthesis of a new series of 4-amino-1-(unsubstituted and chloro or fluoro substituted benzyl)-7,8-dihydro-6H-pyrazoloquinolin-5-ones 8 and the corresponding 7,8-dihydro-6H,9H-pyrazoloquinoline-4,5-diones 13.The deri