10288-72-9

Basic information

• Product Name: 6-HYDROXY-1,4-BENZODIOXANE
• Synonyms: 2,3-DIHYDRO-1,4-BENZODIOXIN-6-OL;6-HYDROXY-1,4-BENZODIOXANE;CHEMBRDG-BB 4003146;6-Hydroxy-1.4-benxodioxane;2,3-dihydrobenzo[b][1,4]dioxin-6-ol;2-(1,3-dioxoisoindolin-2-yl)ethanesulfonyl chloride;2,3-dihydro-1,4-benzodioxin-6-ol(SALTDATA: FREE);2,3-Dihydro-6-hydroxy-1,4-benzodioxin
• CAS NO: 10288-72-9
• Molecular Formula: C₈H₈O₃
• Molecular Weight: 152.15
• Product Categories: Aromatics;Heterocycles;Miscellaneous Reagents
• Mol File: 10288-72-9.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 291℃
• Flash Point: 130℃
• Appearance: Yellow oil
• Density: 1.302
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• PKA: 10.12±0.20(Predicted)
• CAS DataBase Reference: 6-HYDROXY-1,4-BENZODIOXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXY-1,4-BENZODIOXANE(10288-72-9)
• EPA Substance Registry System: 6-HYDROXY-1,4-BENZODIOXANE(10288-72-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 10288-72-9(Hazardous Substances Data)

Usage

Description

6-Hydroxy-1,4-benzodioxane, with the chemical formula C8H8O3 and CAS number 10288-72-9, is an organic compound characterized by a benzene ring with two oxygen atoms forming a dioxolane ring fused to it and a hydroxyl group attached at the 6th position. It is a yellow oil at room temperature and is known for its utility in organic synthesis.

Uses

Used in Organic Synthesis:
6-Hydroxy-1,4-benzodioxane is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a versatile building block for the creation of complex organic molecules, particularly in the pharmaceutical and chemical industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 6-Hydroxy-1,4-benzodioxane is used as a precursor for the development of new drugs. Its chemical properties make it suitable for the synthesis of bioactive molecules with potential therapeutic applications.
Used in Chemical Industry:
6-Hydroxy-1,4-benzodioxane is also utilized in the chemical industry for the production of specialty chemicals, such as dyes, pigments, and fragrances. Its ability to form a variety of chemical bonds makes it a valuable component in the synthesis of these products.
Used in Research and Development:
6-Hydroxy-1,4-benzodioxane serves as a valuable compound in research and development settings, where it is used to explore new chemical reactions and investigate the properties of novel organic molecules. Its unique structure and reactivity make it an interesting subject for scientific study.

InChI:InChI=1/C8H8O3/c9-6-1-2-7-8(5-6)11-4-3-10-7/h1-2,5,9H,3-4H2

Upstream product

• 107-21-1 ethylene glycol 
• 106-51-4 p-benzoquinone 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 52287-51-1 6-bromo-1,4-benzodioxane 
• 120-80-9 benzene-1,2-diol 
• 493-09-4 benzo-1,4-dioxane 
• 782471-87-8 formic acid 2,3-dihydro-benzo[1,4]dioxin-6-yl ester 
• 7159-14-0 2,3-dihydro-1,4-benzodioxin-6-yl acetate 
• 78541-20-5 40tert-butoxy-1,2-ethylenedioxybenzene 
• 29668-44-8 2,3-dihydro-benzo[1,4]dioxin-6-carbaldehyde 
• 22013-33-8 6-amino-3,4-benzodioxane 
• 57744-67-9 6-iodo-1,4-benzodioxane 
• 164014-95-3 2.3-dihydro-1,4-benzodioxin-6-ylboronic acid 

Downstream Products

• 10288-82-1 2-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)oxy)acetic acid 
• 1222555-14-7 1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-one 
• 1245647-80-6 3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-indol-2-one 
• 226400-22-2 C₂₅H₂₉NO₇S 
• 1233733-46-4 1-(diphenylmethyl)-3-hydroxy-3-(7-hydroxy-2,3-dihydro-1,4-benzodioxin-6-yl)-1,3-dihydro-2H-pyrrolo[3,2-b]pyridin-2-one 
• 197584-99-9 7-hydroxy-2,3-dihydro-benzo[1,4]dioxin-6-carboxylic acid 
• 128650-18-0 5H-<2> benzopyranno <3,4-g> benzodioxinne-1,4 one-5 

Relevant articles and documents

SYNTHESE D'UN ANALOGUE DIOXINIQUE DU PSORALENE

The synthesis of a new analog of psoralen built on a benzodioxinic moiety have been efficiently achieved using as a key intermediate the 6-hydroxy 7-formyl 1,4-benzodioxan.

Synthesis and antifungal activity of 2-hydroxy-4,5-methylenedioxyaryl ketones as analogues of kakuol

In a study aiming to determine the structural elements essential to the antifungal activity of kakuol, we synthesized a series of 2-hydroxy-4,5- methylenedioxyaryl ketones, and we assayed their in vitro antifungal activity. The most sensitive target organisms to the action of these class of compounds were Phytophthora infestans, Phytium ultimum, Cercospora beticola, Cladosporium cucumerinum, and Rhizoctonia solani. Most of the analogs showed a remarkable in vitro activity, and some of them appeared significantly more effective than the natural product. The biological activity was mainly affected by introducing structural modification on the carbonyl moiety of the natural-product molecule. In particular, compound 5a, bearing a C=C bond conjugated to the C=O group, was found active with a MIC value of 10 μg ml-1 against Cladosporium cucumerinum. The results suggest that 2-hydroxy-4,5-methylenedioxyaryl ketones can be considered promising candidates in the development of new antifungal compounds.

From off-to on-target: New BRAF-inhibitor-template-derived compounds selectively targeting mitogen activated protein kinase kinase 4 (MKK4)

The mitogen-activated protein kinase (MAP) kinase 4 (MKK4) was found to be a major regulator of liver regeneration and could be a valuable drug target addressing liver related diseases by restoring its intrinsic regenerative capacity. We report on the synthesis and optimization of novel MKK4 inhibitors following a target-hopping strategy from the FDA-approved BRAFV600E inhibitor PLX4032 (8). Applying an iterative multi-parameter optimization process we carved out essential structural features yielding in compounds with a low nanomolar affinity for MKK4 and excellent selectivity profiles against the main off-targets MKK7 and JNK1, which, upon relevant inhibition, would totally abrogate the pro-regenerative effect of MKK4 inhibition, as well as against the off-targets MAP4K5, ZAK and BRAF with selectivity factors ranging from 40 to 430 for our best-balanced compounds 70 and 73.

CONDENSED HETEROCYCLIC COMPOUND HAVING 1,4-BENZO DIOXANE RING OR SALT THEREOF, AND ANTI-JUVENILE HORMONE AGENT COMPOSED OF THE COMPOUND

PROBLEM TO BE SOLVED: To provide a pest control agent containing a practical juvenile hormone antagonist activity compound as an active ingredient. SOLUTION: By using a reporter gene assay system that uses a juvenile hormone sequence, a heterocyclic compound having an antagonist activity is discovered, and a pest control agent containing the compound as an active ingredient is provided. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT