68293-32-3

Basic information

• Product Name: 5-Methyl-7-hydroxy-1-indanone
• Synonyms: 5-Methyl-7-hydroxy-1-indanone;7-Hydroxy-5-Methyl-1-indanone;7-hydroxy-5-methyl-2,3-dihydro-1H-inden-1-one
• CAS NO: 68293-32-3
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162
• Mol File: 68293-32-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 336.464 °C at 760 mmHg
• Flash Point: 143.11 °C
• Appearance: /
• Density: 1.25 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 5-Methyl-7-hydroxy-1-indanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-7-hydroxy-1-indanone(68293-32-3)
• EPA Substance Registry System: 5-Methyl-7-hydroxy-1-indanone(68293-32-3)

Safety Data

• Hazardous Substances Data: 68293-32-3(Hazardous Substances Data)

Usage

General Description

5-Methyl-7-hydroxy-1-indanone is a specialized aromatic organic compound primarily recognized for its role in chemical research and development. 5-Methyl-7-hydroxy-1-indanone belongs to the family of Indanones, which are cyclic ketones containing an indan, a saturated bicyclic hydrocarbon, bearing a ketone group. The precise structure of 5-Methyl-7-hydroxy-1-indanone includes a hydroxy group attached at the 7th carbon and a methyl group at the 5th carbon of the cyclic ketone. Its precise properties such as molecular weight, boiling point, melting point, and solubility may vary significantly based on additional factors, but it is typically characterized by its colorless or light-yellow appearance.

InChI:InChI=1/C10H10O2/c1-6-4-7-2-3-8(11)10(7)9(12)5-6/h4-5,12H,2-3H2,1H3

Upstream product

• 158304-80-4 3-methylphenyl β-chloropropionate 
• 137937-52-1 3-methylphenyl 2-chloropropanoate 
• 1265683-72-4 2-benzyloxy-4,6-dimethylacetophenone 
• 1265683-81-5 2-benzyloxy-4,6-dimethylphenacyl bromide 
• 1265683-82-6 2-benzyloxy-4,6-dimethylphenacyl benzoate 
• 877-82-7 5-acetoxy-m-xylene 
• 108-68-9 3,5-Dimethylphenol 
• 1265683-79-1 2-(2-hydroxy-4,6-dimethylphenyl)-2-oxoethyl benzoate 
• 16108-50-2 1-(2-hydroxy-4,6-dimethylphenyl)ethanone 
• 173381-64-1 5-acetoxy-2-bromo-3-methylbenzyl bromide 
• 173381-68-5 3-(2'-bromo-5'-hydroxy-3'-methylphenyl)propanoic acid 
• 173381-60-7 4-bromo-3-methylphenyl 3-chloropropionate 
• 173381-61-8 1-(5'-bromo-2'-hydroxy-4'-methylphenyl)-3-chloro-1-propanone 
• 173381-65-2 2-bromo-5-hydroxy-3-methylbenzyl alcohol 

Downstream Products

• 20294-32-0 6-methyl-4-indanol 

Relevant articles and documents

The Discovery of (S)-1-(6-(3-((4-(1-(Cyclopropanecarbonyl)piperidin-4-yl)-2-methylphenyl)amino)-2,3-dihydro-1 H -inden-4-yl)pyridin-2-yl)-5-methyl-1 H -pyrazole-4-carboxylic Acid, a Soluble Guanylate Cyclase Activator Specifically Designed for Topical Ocular Delivery as a Therapy for Glaucoma

Soluble guanylate cyclase (sGC), the endogenous receptor for nitric oxide (NO), has been implicated in several diseases associated with oxidative stress. In a pathological oxidative environment, the heme group of sGC can be oxidized becoming unresponsive to NO leading to a loss in the ability to catalyze the production of cGMP. Recently a dysfunctional sGC/NO/cGMP pathway has been implicated in contributing to elevated intraocular pressure associated with glaucoma. Herein we describe the discovery of molecules specifically designed for topical ocular administration, which can activate oxidized sGC restoring the ability to catalyze the production of cGMP. These efforts culminated in the identification of compound (+)-23, which robustly lowers intraocular pressure in a cynomolgus model of elevated intraocular pressure over 24 h after a single topical ocular drop and has been selected for clinical evaluation.

The power of solvent in altering the course of photorearrangements

A clean bifurcation between two important photochemical reactions through competition of a triplet state Type II H-abstraction reaction with a photo-Favorskii rearrangement for (o/p)-hydroxy-o-methylphenacyl esters that depends on the water content of the solvent has been established. The switch from the anhydrous Type II pathway that yields indanones to the aqueous-dependent pathway producing benzofuranones occurs abruptly at low water concentrations (～8%). The surprisingly clean yields suggest that such reactions are synthetically promising.

An Improved Preparation of 7-Hydroxyindan-1-ones

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