124010-11-3

Basic information

• Product Name: ethyl 4-(acetyloxy)-6-chloro-5,8-dimethoxynaphthalene-2-carboxylate
• Synonyms: ethyl 4-acetoxy-6-chloro-5,8-dimethoxy-2-naphthoate; Ethyl-4-acetoxy-6-chlor-5,8-dimethoxy-2-naphthoat
• CAS NO: 124010-11-3
• Molecular Formula: C₁₇H₁₇ClO₆
• Molecular Weight: 352.7663
• Mol File: 124010-11-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 501.214°C at 760 mmHg
• Flash Point: 191.971°C
• Density: 1.28g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: ethyl 4-(acetyloxy)-6-chloro-5,8-dimethoxynaphthalene-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(acetyloxy)-6-chloro-5,8-dimethoxynaphthalene-2-carboxylate(124010-11-3)
• EPA Substance Registry System: ethyl 4-(acetyloxy)-6-chloro-5,8-dimethoxynaphthalene-2-carboxylate(124010-11-3)

Safety Data

• Hazardous Substances Data: 124010-11-3(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 124010-10-2 3-(Carbethoxy)-4-(4'-chloro-2',5'-dimethoxyphenyl)-3-butenoic acid 
• 124010-13-5 1-(bromomethyl)-4-chloro-2,5-dimethoxybenzene 
• 2675-78-7 2-Chloro-5-methyl-1,4-dimethoxybenzene 
• 24599-58-4 2,5-dimethoxy toluene 
• 95-71-6 2-methylbenzene-1,4-diol 
• 90064-48-5 4-chloro-2,5-dimethoxybenzaldehyde 
• 2100-42-7 2-chloro-1,4-dimethoxybenzene 
• 124010-10-2 3-Carbethoxy-4-(4-chloro-2,5-dimethoxyphenyl)-3-butenoic acid 
• 127-09-3 sodium acetate 

Downstream Products

• 25186-77-0 4-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid 
• 481-72-1 1,8-dihydroxy-3-hydroxymethyl-9,10-anthracenedione 
• 569-05-1 1,8-dihydroxy-3-hydroxymethyl-6-methoxy-anthraquinone 
• 481-73-2 citreorosein 
• 147589-46-6 6-Chloro-4-hydroxy-5,8-dimethoxy-naphthalene-2-carboxylic acid ethyl ester 

Relevant articles and documents

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Scavenger receptor A (SRA) has been known as an immunosuppressive factor and therefore therapeutic inhibition of SRA may be potentially exploited for cancer immunotherapy. Our previously work suggested that rhein may act as an inhibitor of SRA in reversin

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The "aglycone" of pluraflavin A (2) has been synthesized. The key features of this synthesis include a 1,3-dipolar cycloaddition between a nitrile oxide (cf. 14) and an olefin (22) to yield an isoxazoline followed by subsequent conversion into the γ-pyrone of pluraflavin A. The epoxide moiety linked to the pyrone is installed prior to Diels-Alder installation of the D ring, which allows access to a number of potentially active cytotoxic intermediates en route to the final compound. The preliminary in vitro results of two such compounds are also included with the racemic title compound exhibiting cytotoxicity in the nanomolar range.

AN EFFICIENT ROUTE TO 3-CHLOROJUGLONES

The novel 4-chloro-2,5-dimethoxybenzaldehyde 1 has been prepared and converted in only three steps to 5-acetoxy-7-carboethoxy-3-chloro-1,4-naphthaquinone 4.Subsequent Diels-Alder reaction affords a tetracyclic enol ether 9 in a regiospecific manner.