4483-47-0

Basic information

• Product Name: 1-(3,4-dimethoxyphenyl)-3-ethyl-5,6-dimethoxy-2-methyl-2,3-dihydro-1H-indene
• CAS NO: 4483-47-0
• Molecular Formula: C₂₂H₂₈O₄
• Molecular Weight: 356.4553
• Mol File: 4483-47-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 448.5°C at 760 mmHg
• Flash Point: 111.3°C
• Density: 1.06g/cm³
• Vapor Pressure: 8.18E-08mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: 1-(3,4-dimethoxyphenyl)-3-ethyl-5,6-dimethoxy-2-methyl-2,3-dihydro-1H-indene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-dimethoxyphenyl)-3-ethyl-5,6-dimethoxy-2-methyl-2,3-dihydro-1H-indene(4483-47-0)
• EPA Substance Registry System: 1-(3,4-dimethoxyphenyl)-3-ethyl-5,6-dimethoxy-2-methyl-2,3-dihydro-1H-indene(4483-47-0)

Safety Data

• Hazardous Substances Data: 4483-47-0(Hazardous Substances Data)

Usage

Description

1-(3,4-dimethoxyphenyl)-3-ethyl-5,6-dimethoxy-2-methyl-2,3-dihydro-1H-indene, also known as Glaucine, is a complex chemical compound with a unique structure. It is a natural alkaloid predominantly found in the Papaveraceae family of plants and has garnered interest for its potential pharmaceutical applications. Glaucine possesses a range of pharmacological properties, including anti-inflammatory, antitussive, and bronchodilator effects, which position it as a promising candidate for the treatment of respiratory conditions. Moreover, its analgesic potential and its influence on neurotransmitter receptor activity in the brain have been subjects of ongoing research, with the aim of uncovering its full therapeutic potential.

Uses

Used in Pharmaceutical Industry:
Glaucine is utilized as a pharmaceutical agent for its potential anti-inflammatory properties, making it a candidate for the development of treatments targeting inflammation-related conditions.
1-(3,4-dimethoxyphenyl)-3-ethyl-5,6-dimethoxy-2-methyl-2,3-dihydro-1H-indene is used as an antitussive agent for its ability to suppress cough reflexes, which could be beneficial in managing conditions characterized by excessive coughing.
In the Respiratory Therapy Sector:
Glaucine serves as a bronchodilator, aiding in the relaxation of smooth muscles in the respiratory tract and thus improving airflow for patients with respiratory disorders.
Used in Pain Management:
As an analgesic, Glaucine is employed for its pain-relieving properties, offering potential relief for individuals suffering from various types of pain.
In Neurotransmission Research:
Glaucine is used as a research compound to study its effects on neurotransmitter receptor activity, which could lead to advancements in understanding and treating neurological conditions.

Upstream product

• 7647-01-0 hydrogenchloride 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 7664-93-9 sulfuric acid 
• 1208-70-4 (+/-)-3.4-dimethoxy-1-(erythro-1.2-dibromo-propyl)-benzene 
• 120-58-1 isosafrole 
• 522-09-8 1β-ethyl-5-hydroxy-6-methoxy-3α-(4'-hydroxy-3'-methoxyphenyl)-2β-methylindane 
• 77-78-1 dimethyl sulfate 
• 93-16-3 Methylisoeugenol 
• 4043-71-4 isosafrole 
• 1835-04-7 ethyl 3,4-dimethoxyphenyl ketone 
• 91-16-7 1,2-dimethoxybenzene 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 74-88-4 methyl iodide 
• 111222-50-5 N-1-(3,4-dimethoxyphenyl)propylformamide 

Downstream Products

• 15462-91-6 3-[2-(3,4-dimethoxybenzoyl)-4,5-dimethoxyphenyl]pentan-2-one 
• 120-80-9 benzene-1,2-diol 
• 7249-36-7 2-(3,4-Dimethoxy-benzoyl)-4,5-dimethoxy-benzoic acid 
• 93-07-2 Veratric acid 
• 19452-42-7 3-Ethyl-5,6-dihydroxy-2-methyl-1-(3',4'-dihydroxyphenyl)-indan 
• 82005-32-1 (+/-)-5.6-dimethoxy-2c-methyl-1r-ethyl-3c-(6-bromo-3.4-dimethoxy-phenyl)-indan 

Relevant articles and documents

Stereocontrolled syntheses of (-)- And (+)-γ-diisoeugenol along with optically active eight stereoisomers of 7,8′-epoxy-8,7′-neolignan

It was shown that reduction of the tertiary benzylic hydroxy group of (2R,3S,4R,5S)-3,5-bis(4-benzyloxy-3-methoxyphenyl)-2,4-dimethyltetrahydro-3-furanol 17 followed by the intramolecular Friedel-Crafts reaction gave exclusively indane with (7S,7′S,8R,8′R)-2,7′-cyclo-7,8′-neolignan structure 18 along with (7S,7′R,8S,8′R)-7,8′-epoxy-8,7′-neolignan structure 19. Indane 18 was converted to (-)-γ-diisoeugenol ((-)-4). On the other hand, (2S,3R,4R,5S)-3,5-bis(4-benzyloxy-3-methoxyphenyl)-2,4-dimethyltetrahydro-3-furanol 22 did not afford indane, but the tetrahydrofuran structure with (7S,7′S,8S,8′S)-7,8′-epoxy-8,7′-neolignan structure 23 and 7′-epi-23.

Gold-Catalyzed Dimeric Cyclization of Isoeugenol and Related 1-Phenylpropenes in Ionic Liquid: Environmentally Friendly and Stereoselective Synthesis of 1,2,3-Trisubstituted 2,3-Dihydro-1 H -indenes

Gold-catalyzed dimerization of isoeugenol and related 1-phenylpropenes in ionic liquid enabled environmentally friendly, stereoaselective synthesis of 1,2,3-trisubstituted 2,3-dihydro-1H-indenes. Dimerization of isoeugenol or isohomogenol afforded diisoeu

Anomalous behaviour of Pd(II) on phenylpropanoids

Exposure of phenylpropanoids like methyleugenol, eugenol and methylchavicol to Pd(II) chloride in acetic acid results in α,β linked unsymmetrical dimers. Dimeric coupling is characteristic of phenylpropanoids whereas cyclisation to indanes require the pre