1185869-39-9

Basic information

• Product Name: 6-chloro-1,4-dihydro-4-oxoquinoline-3-carbohydrazide
• CAS NO: 1185869-39-9
• Molecular Weight: 237.645
• Mol File: 1185869-39-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 6-chloro-1,4-dihydro-4-oxoquinoline-3-carbohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-1,4-dihydro-4-oxoquinoline-3-carbohydrazide(1185869-39-9)
• EPA Substance Registry System: 6-chloro-1,4-dihydro-4-oxoquinoline-3-carbohydrazide(1185869-39-9)

Safety Data

• Hazardous Substances Data: 1185869-39-9(Hazardous Substances Data)

Upstream product

• 106-47-8 4-chloro-aniline 
• 19056-79-2 diethyl 4-chloroanilinomethylenemalonate 
• 79607-22-0 6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 

Downstream Products

• 1462359-44-9 6-chloro-4-oxo-1,4-dihydro-3-[1-oxo-2-hydrazino-3-{p-toluenesulfonyl}]quinoline 

Relevant articles and documents

Quinolone-N-acylhydrazone hybrids as potent Zika and Chikungunya virus inhibitors

This work reports the synthesis of quinolone-N-acylhydrazone hybrids, namely 6-R-N'-(2-hydxoxybenzylidene)-4-oxo-1,4-dihydroquinoline-3-carbohydrazide (R = H: 5a, F: 5b, Cl: 5c and Br: 5d), which exhibited excellent activity against arbovirus Zika (ZIKV) and Chikungunya (CHIKV). In vitro screening towards ZIKV and CHIKV inhibition revealed that all substances have significant antiviral activity, most of them being more potent than standard Ribavirin (5a-d: EC50 = 0.75–0.81 μM, Ribavirin: EC50 = 3.95 μM for ZIKV and 5a-d: 1.16–2.85 μM, Ribavirin: EC50 = 2.42 μM for CHIKV). The quinolone-N-acylhydrazone hybrids were non-toxic against Vero cells, in which compounds 5c and 5d showed the best selectivities (SI = 1410 and 630 against ZIKV and CHIKV, respectively). Antiviral activity was identified by inhibition of viral RNA production in a dose-dependent manner. In the evaluation of the time of addition of the compounds, we observed that 5b and 5c remain with strong effect even in the addition for 12 h after infection. The above results indicate that quinolone-N-acylhydrazones represent a new and promising class to be further investigated as anti-ZIKV and anti-CHIKV agents.

Synthesis of substituted-4-oxo-1, 4-dihydro-3-[1-oxo-2-hydrazino-3-{p- toluenesulfon}]quinoline derivatives and their biological activity against bacterial infections

We have synthesized a series of quinolone and fluoroquinolones derivatives substituted with p-tosyl group. All these compounds were screened as antibacterial and datas were compared with reference marketed drug viz.; Ciprofloxacin & Norfloxacin.