132815-69-1

Basic information

• Product Name: ethyl chloro[(4-methylphenyl)hydrazono]acetate
• Synonyms: acetic acid, 2-chloro-2-[2-(4-methylphenyl)hydrazinylidene]-, ethyl ester; Ethyl chloro[(4-methylphenyl)hydrazono]acetate; ethyl (2Z)-chloro[(4-methylphenyl)hydrazono]ethanoate; ethyl (2E)-chloro[(4-methylphenyl)hydrazono]ethanoate; ; Acetic acid, 2-chloro-2-[2-(4-methylphenyl)hydrazinylidene]-, ethyl ester, (2E)-; Ethyl (2E)-chloro[(4-methylphenyl)hydrazono]acetate; ETHYL 2-CHLORO-2-[2-(4-METHYLPHENYL)HYDRAZONO]ACETATE
• CAS NO: 132815-69-1
• Molecular Formula: C₁₁H₁₃ClN₂O₂
• Molecular Weight: 240.6861
• Mol File: 132815-69-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 325°C at 760 mmHg
• Flash Point: 150.4°C
• Density: 1.19g/cm³
• Vapor Pressure: 0.000237mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: ethyl chloro[(4-methylphenyl)hydrazono]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl chloro[(4-methylphenyl)hydrazono]acetate(132815-69-1)
• EPA Substance Registry System: ethyl chloro[(4-methylphenyl)hydrazono]acetate(132815-69-1)

Safety Data

• Hazardous Substances Data: 132815-69-1(Hazardous Substances Data)

Upstream product

• 2028-84-4 p-methylbenzenediazonium chloride 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 56-23-5 tetrachloromethane 
• 7782-50-5 chlorine 
• 18804-77-8 ethyl 3-oxo-2-(p-tolylhydrazono)butanoate 
• 106-49-0 p-toluidine 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 1239370-34-3 5-cyclopropyl-1-(4-methylphenyl)-1H-pyrazole-3,4-dicarboxylic acid 
• 63514-80-7 ethyl 4-acetyl-5-methyl-1-(p-tolyl)-1H-pyrazole-3-carboxylate 
• 204512-10-7 3-(p-Tolyl-hydrazono)-3,4-dihydro-1H-quinoxalin-2-one 

Relevant articles and documents

Stereoselective synthesis of spiro and condensed pyrazolines of steroidal α,β-unsaturated ketones and nitrilimines by 1,3-dipolar cycloaddition

Effective syntheses of endo- and exocyclic α,β-unsaturated ketones as C{double bond, long}C dipolarophiles were carried out in the 13α-estrone series. The 1,3-dipolar cycloadditions of 15,16α,β-unsaturated ketones of 13α-estrone 3-methyl and 3-benzyl ethe

Azologization of serotonin 5-HT3 receptor antagonists

The serotonin 5-hydroxytryptamine 3 receptor (5-HT3R) plays a unique role within the seven classes of the serotonin receptor family, as it represents the only ionotropic receptor, while the other six members are G protein-coupled receptors (GPCRs). The 5-HT3 receptor is related to chemo-/radiotherapy provoked emesis and dysfunction leads to neurodevelopmental disorders and psychopathologies. Since the development of the first serotonin receptor antagonist in the early 1990s, the range of highly selective and potent drugs expanded based on various chemical structures. Nevertheless, on-off-targeting of a pharmacophore’s activity with high spatiotemporal resolution as provided by photopharmacology remains an unsolved challenge bearing additionally the opportunity for detailed receptor examination. In the presented work, we summarize the synthesis, photochromic properties and in vitro characterization of azobenzene-based photochromic derivatives of published 5-HT3R antagonists. Despite reported proof of principle of direct azologization, only one of the investigated derivatives showed antagonistic activity lacking isomer specificity.

TOLL-LIKE RECEPTOR ANTAGONIST COMPOUNDS AND METHODS OF USE

The invention relates to compounds of formula (I): or a salt or solvate thereof, wherein the variables are as described herein. Compounds of formula (I) and pharmaceutical compositions thereof are antagonists of toll-like receptors such as TLR7, TLR8 and/or TLR9 that are useful for inhibiting immune response and treating diseases associated with undesirable immune response.