1785-67-7

Basic information

• Product Name: naphthalene-1,2,4-triyl triacetate
• Synonyms: naphthalene-1,2,4-triyl triacetate;1,2,4-Naphthalenetriol triacetate;1,2,4-Triacetoxynaphthalene;1,2,4-Naphthalenetriol, 1,2,4-triacetate
• CAS NO: 1785-67-7
• Molecular Formula: C₁₆H₁₄O₆
• Molecular Weight: 302.27876
• EINECS: 217-239-3
• Mol File: 1785-67-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 449.7°Cat760mmHg
• Flash Point: 200°C
• Appearance: /
• Density: 1.278g/cm³
• Vapor Pressure: 2.79E-08mmHg at 25°C
• Refractive Index: 1.574
• CAS DataBase Reference: naphthalene-1,2,4-triyl triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: naphthalene-1,2,4-triyl triacetate(1785-67-7)
• EPA Substance Registry System: naphthalene-1,2,4-triyl triacetate(1785-67-7)

Safety Data

• Hazardous Substances Data: 1785-67-7(Hazardous Substances Data)

Usage

General Description

Naphthalene-1,2,4-triyl triacetate is a chemical compound with the formula C16H14O6. This organic compound is derived from naphthalene, a polycyclic aromatic hydrocarbon, through substituting three hydrogen atoms with acetate groups. As is typical with naphthalene derivatives, it is likely to be a solid at room temperature and may have a distinct, typically unpleasant, odor. It is a relatively complex substance that may be used in various applications in the chemical industry, but safety precautions should be taken in its handling and use due to potential toxicity, similar to other naphthalene derivatives. Details about its specific applications, toxicology, and environmental impact depend on the particular usage and the nature of its waste disposal.

InChI:InChI=1/C16H14O6/c1-9(17)20-14-8-15(21-10(2)18)16(22-11(3)19)13-7-5-4-6-12(13)14/h4-8H,1-3H3

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 108-24-7 acetic anhydride 
• 524-42-5 1,2-naphthoquinone 
• 130-15-4 [1,4]naphthoquinone 
• 13302-29-9 1,1-bis(benzoyloxy)-2(1H)-naphthalenone 
• 571-60-8 1,4-Dihydroxynaphthalene 
• 7664-93-9 sulfuric acid 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 134-32-7 1-amino-naphthalene 
• 90-15-3 α-naphthol 
• 6655-90-9 4-chloronaphthalene-1,2-dione 
• 127-09-3 sodium acetate 
• 95525-97-6 2,2-bis(benzoyloxy)-1(2H)-naphthalenone 
• 1785-65-5 2-acetoxy-1,4-naphthoquinone 

Downstream Products

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 13302-67-5 naphthalene-1,2,4-triol 
• 33440-64-1 2,2'-bis(3-hydroxy-1,4-naphthoquinone) 
• 83280-65-3 2-acetylnaphtho[2,3-b]furan-4,9-quinone 
• 83889-95-6 2-(1-hydroxy-ethyl)-naphtho[2,3-b]furan-4,9-dione 
• 6486-72-2 benzo[a]naphtho[2',3':4,5]furo[2,3-c]phenazine-11,16-dione 
• 2089-82-9 benzo[a]phenazin-5-ol 
• 4445-05-0 1,18-bis-(4-methoxy-phenyl)-octadecane 
• 388-89-6 2-hydroxy-3-(3-trifluoromethyl-phenethyl)-[1,4]naphthoquinone 
• 18100-21-5 2-hydroxy-3-[4-(4-phenoxy-phenyl)-butyl]-[1,4]naphthoquinone 
• 5394-71-8 2-hydroxy-3-[3-(4-phenoxy-phenyl)-propyl]-[1,4]naphthoquinone 
• 860248-29-9 2-[3-(4-benzyl-phenyl)-propyl]-3-hydroxy-[1,4]naphthoquinone 

Relevant articles and documents

Triflic acid an efficient catalyst for the Thiele-Winter reaction

Triflic acid is a convenient and non hazardous acid for the Thiele-Winter reaction of quinones. The synthetic scope of the Thiele-Winter reaction was increased by the use of triflic acid.

Discovery of juglone and its derivatives as potent SARS-CoV-2 main proteinase inhibitors

SARS-CoV-2 as a positive-sense single-stranded RNA coronavirus caused the global outbreak of COVID-19. The main protease (Mpro) of the virus as the major enzyme processing viral polyproteins contributed to the replication and transcription of SARS-CoV-2 in host cells, and has been characterized as an attractive target in drug discovery. Herein, a set of 1,4-naphthoquinones with juglone skeleton were prepared and evaluated for the inhibitory efficacy against SARS-CoV-2 Mpro. More than half of the tested naphthoquinones could effectively inhibit the target enzyme with an inhibition rate of more than 90% at the concentration of 10 μM. In the structure-activity relationships (SARs) analysis, the characteristics of substituents and their position on juglone core scaffold were recognized as key ingredients for enzyme inhibitory activity. The most active compound, 2-acetyl-8-methoxy-1,4-naphthoquinone (15), which exhibited much higher potency in enzyme inhibitions than shikonin as the positive control, displayed an IC50 value of 72.07 ± 4.84 nM towards Mpro-mediated hydrolysis of the fluorescently labeled peptide. It fit well into the active site cavity of the enzyme by forming hydrogen bonds with adjacent amino acid residues in molecular docking studies. The results from in vitro antiviral activity evaluation demonstrated that the most potent Mpro inhibitor could significantly suppress the replication of SARS-CoV-2 in Vero E6 cells within the low micromolar concentrations, with its EC50 value of about 4.55 μM. It was non-toxic towards the host Vero E6 cells under tested concentrations. The present research work implied that juglone skeleton could be a primary template for the development of potent Mpro inhibitors.

BBI608 derivative as well as preparation and application thereof

The invention belongs to the technical field of medicines, and relates to a BBI608 derivative and application of the BBI608 derivative in an anti-tumor medicine. The structures of the derivative and apharmacologically acceptable salt are as follows: as shown in the specification, wherein X, R1, R2 and R3 are as described in claims and the specification. The derivative and the pharmacologically acceptable salt can be used for preparing the anti-tumor medicine, particularly a medicine for treating the stomach cancer (including gastric esophageal cancer) and the pancreatic cancer. An HepG2 cellactivity research finds that the cell inhibition activities of most compounds are obviously higher than that of the anti-tumor medicine BBI608.(Refer to Specification).