2883-98-9

Basic information

• Product Name: alpha-Asarone
• Synonyms: alpha-Asarion;alpha-Asaron;2,4,5-Trimethoxy-1-propenylbenzene alpha-Asarone trans-1,2,4-Trimethoxy-5-(1-propenyl)benzene trans-1-Propenyl-2,4,5-trimethoxybenzene;ASARONE;ASARONE, A-;(e)-1,2,4-trimethoxy-5-(1-propenyl)benzene;A-ASARONE;ALPHA-ASARONE
• CAS NO: 2883-98-9
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.25
• EINECS: 220-743-6
• Product Categories: API;Aromatic Ethers
• Mol File: 2883-98-9.mol
• Article Data: 20

Chemical Properties

• Melting Point: 57-61 °C(lit.)
• Boiling Point: 296 °C(lit.)
• Flash Point: 107.7 °C
• Appearance: monoclinic needles from water
• Density: 1.1227 (rough estimate)
• Vapor Pressure: 0.0026mmHg at 25°C
• Refractive Index: 1.5060 (estimate)
• Storage Temp.: −20°C
• Solubility: Soluble in chloroform, methanol.
• Sensitive: Light Sensitive
• BRN: 1910606
• CAS DataBase Reference: alpha-Asarone(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-Asarone(2883-98-9)
• EPA Substance Registry System: alpha-Asarone(2883-98-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25
• WGK Germany: 3
• RTECS: DC2975000
• Hazardous Substances Data: 2883-98-9(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 2883-98-9 differently. You can refer to the following data:
1. α-Asarone was used in the synthesis of series of α-asarone isomers and were investigated for their hypolipidemic and antiplatelet activities.
2. α-Asarone was used in the synthesis of series of α-asarone isomers and were investigated for their hypolipidemic and antiplatelet activities. It is used in the synthesis of anti-inflammatory neolignan. Also used in lignan syntheses for antiallergic agents. It is clinically used as medication for treating epilepsy, cough, bronchitis and asthma. It exhibits neuroprotective, anti-oxidative, anticonvulsive and cognitive enhancing action.

Definition

ChEBI: The trans-isomer of asarone.

General Description

Asarones are toxic morphogenetic agents. It is also known for its chemosterlant and oviposition stimulant properties. Naturally it can be extracted from Acorus calamus. α-Asarone is considered as growth inhibitor. This isomer acts as antifeedant with less toxicity.

InChI:InChI=1/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+

Upstream product

• 86543-59-1 3-Hydroxy-2-methyl-3-(2,4,5-trimethoxy-phenyl)-propionic acid 
• 5353-15-1 1-allyl-2,4,5-trimethoxybenzene 
• 29652-82-2 1-(2,4,5-Trimethoxyphenyl)propan-1-ol 
• 621-59-0 isovanillin 
• 19784-98-6 Isochavibetol 
• 1106676-02-1 C₁₄H₂₀O₅ 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 4460-86-0 asaraldehyde 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 6906-65-6 1-propyl-2,4,5-trimethoxybenzene 
• 123-62-6 propionic acid anhydride 
• 137-40-6 sodium proprionate 
• 1398321-45-3 benzenesulfonic acid 2-(2-bromo-4,5-dimethoxyphenyl)-1-methylethyl ester 
• 494-40-6 asarone 

Downstream Products

• 80434-33-9 γ-diasarone 
• 146830-05-9 1-(2,4,5-Trimethoxyphenyl)-1,2-dihydroxypropane 
• 5273-86-9 C₁₂H₁₆O₃ 
• 4460-86-0 asaraldehyde 
• 82645-86-1 3-Methoxy-3-(2,4,5-trimethoxyphenyl)-propan 
• 70280-35-2 Heterotropan 
• 70280-35-2 andamanicin 
• 1072432-04-2 magnoshinin 
• 70280-35-2 C₂₄H₃₂O₆ 
• 93376-03-5 (±)-magnosalicin 
• 93376-03-5 (2R,3S,4R,5S)-2,4-Dimethyl-3,5-bis-(2,4,5-trimethoxy-phenyl)-tetrahydro-furan 
• 93376-03-5 (2S,3S,4R,5S)-2,4-Dimethyl-3,5-bis-(2,4,5-trimethoxy-phenyl)-tetrahydro-furan 
• 93376-03-5 (2S^*,3S^*,4R^*,5R^*)-2,4-dimethyl-3,5-bis(2',4',5'-trimethoxyphenyl)tetrahydrofuran 
• 6906-65-6 1-propyl-2,4,5-trimethoxybenzene 

Relevant articles and documents

Sustainable Synthesis of the Naturally Hypolipidemic Agent α-Asarone

(Chemical Equation Presented). A short and practical preparation of α-asarone was developed using the inexpensive methylisoeugenol as a starting material. The utilization of a sequence of tribromination, debromination, and copper-mediated aromatic substitution enabled the stereoselective formation of only the E-isomer of α-asarone in good yield.

A donor-acceptor complex enables the synthesis of: E -olefins from alcohols, amines and carboxylic acids

Olefins are prevalent substrates and functionalities. The synthesis of olefins from readily available starting materials such as alcohols, amines and carboxylic acids is of great significance to address the sustainability concerns in organic synthesis. Metallaphotoredox-catalyzed defunctionalizations were reported to achieve such transformations under mild conditions. However, all these valuable strategies require a transition metal catalyst, a ligand or an expensive photocatalyst, with the challenges of controlling the region- and stereoselectivities remaining. Herein, we present a fundamentally distinct strategy enabled by electron donor-acceptor (EDA) complexes, for the selective synthesis of olefins from these simple and easily available starting materials. The conversions took place via photoactivation of the EDA complexes of the activated substrates with alkali salts, followed by hydrogen atom elimination from in situ generated alkyl radicals. This method is operationally simple and straightforward and free of photocatalysts and transition-metals, and shows high regio- and stereoselectivities.

Green and simple preparation process of alpha-asarone

The invention relates to the technical field of medicine, in particular to a green and simple preparation process of alpha-asarone. 1,2,4-trimethoxybenzene is adopted as a raw material, and three steps, namely, an acylation reaction, a reduction reaction and a dehydration reaction are included. Through the preparation process of alpha-asarone, the total yield can reach 62.3% or above, all organicsolvents can be recycled repeatedly, and the process has the advantages of low cost, small pollution, safe and convenient operation, high yield and the like.