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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.

4483-47-0

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4483-47-0 Usage

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.

Check Digit Verification of cas no

The CAS Registry Mumber 4483-47-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,8 and 3 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4483-47:
(6*4)+(5*4)+(4*8)+(3*3)+(2*4)+(1*7)=100
100 % 10 = 0
So 4483-47-0 is a valid CAS Registry Number.

4483-47-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(3,4-dimethoxyphenyl)-3-ethyl-5,6-dimethoxy-2-methyl-2,3-dihydro-1H-indene

1.2 Other means of identification

Product number -
Other names Diisohomoeugenol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4483-47-0 SDS

4483-47-0Relevant academic research and scientific papers

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

Takubo, Tatsuaki,Kikuchi, Nao,Nishiwaki, Hisashi,Yamauchi, Satoshi

, p. 2168 - 2176 (2021/03/26)

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.

holds the non-rope to divide method for the preparation of intermediates

-

Paragraph 0026-0029, (2017/02/24)

The invention relates to a preparation method of a tofisopam intermediate 3-[2-(3,4-dimethoxy benzoic acyl)-4,5-dimethoxyphenyl]-penta-2-ketone, and belongs to the technical field of pharmaceutical synthesis. The method comprises the following step: carrying out reaction on 1-(3,4-dimethoxy-phenyl)-3-ethyl-5,6-dimethoxy-2-methyl-indan as an initial material, copper compounds as catalysts, and hydrogen peroxide as an oxidant under an acid condition, so as to prepare the tofisopam intermediate 3-[2-(3,4-dimethoxy benzoic acyl)-4,5-dimethoxyphenyl]-penta-2-ketone. According to the preparation method, the content of heavy metals in the wastewater is greatly lowered, chromium compounds with carcinogenesis are avoided, the production capacity of tofisopam is released, and the environment is protected.

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

Morita, Nobuyoshi,Mashiko, Rie,Hakuta, Dai,Eguchi, Daisuke,Ban, Shintaro,Hashimoto, Yoshimitsu,Okamoto, Iwao,Tamura, Osamu

, p. 1927 - 1933 (2016/07/06)

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

First green protocols for the large-scale preparation of γ-diisoeugenol and related dihydro(1H)indenes via formal [3+2] cycloaddition reactions

Kouznetsov, Vladimir V.,Merchan Arenas, Diego R.

experimental part, p. 1546 - 1549 (2009/06/21)

Trans-isoeugenol and related styrenes (trans-isohomogenol or O-benzylated isoeugenol), important components of the essential oil of various tropical plants, dimerize easily in the presence of catalytic amounts of BF3·OEt2 in poly(ethylene glycol) with Mn = 400 (PEG-400) or SiO2-OSO3H in MeCN via formal [3+2] cycloaddition reaction to give respective natural products (diisoeugenol and its O-substituted analog) with the 1,2-trans-2,3-trans-configuration in excellent yields. γ-Diisoeugenol scale-up preparation has also been described.

Anomalous behaviour of Pd(II) on phenylpropanoids

Thappa,Agarwal,Dhar

, p. 731 - 733 (2007/10/03)

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

Studies on chromium trioxide-based oxidative coupling reagents and synthesis of lignan-cagayanone

Kuo,Lin

, p. 1507 - 1512 (2007/10/02)

Oxidation of 1-arylprop-1-enes by using the reagent system CrO3-HClO4- CH3CN at 0-5°C gave seven products from methyl isoeugenol, five from ethyl isoeugenol, four from benzyl isoeugenol, and five from isosafrole. Cagayanone was obtained from isosafrole in one step. The structures of the products were elucidated and the mechanism of their formation is discussed.

Synthesis of r-1-Ethyl-t-2-methyl-t-3-arylindans

Alesso, Elba N.,Iglesias, Graciela Y. Moltrasio,Mufato, Jorge D.,Aguirre, Jose M.

, p. 1753 - 1758 (2007/10/02)

Although there are four possible racemates of the 1-ethyl-2-methyl-3-arylindans (α, β, γ and δ), only three (α, β and γ) have been synthesized or obtained from propenylbenzenes with acid reagents.Now we present a synthetic route for the preparation of the

Reaction of some N-acyl-1-alkylamines with polyphosphoric ester PPE: nuclear magnetic resonance and stereochemistry of reaction products

Alesso, Elba N.,Tombari, Dora G.,Iglesias, Graciela Y. Moltrasio,Aguirre, Jose M.

, p. 2568 - 2574 (2007/10/02)

Phenylindanes were obtained from the reaction of N-acyl-1-arylalkylamines with polyphosphoric ester (PPE). cis-1-Methyl-3-(3,4-dimethoxyphenyl)-5,6-dimethoxyindane was synthesized to determine which stereoisomer was produced by N-formyl and N-acetyl-1-(3,4-dimethoxyphenyl)ethylamine with PPE.Nuclear magnetic resonance specta (1H and 13C) of several mono-, 1,3-di-, and 1,2,3-tri-substituted indanes were fully analyzed to provide information on steric interactions and conformation of the cyclopentene ring.Possible cyclodimerization pathways are proposed.

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