29652-81-1

Usage

Uses

Used in Fragrance and Flavor Industry:
1-(3,4,5-Trimethoxyphenyl)Propan-1-Ol is used as a synthetic ingredient for creating scents and flavors that resemble natural substances. Its sweet, floral odor makes it a valuable addition to the fragrance and flavor industry, enhancing the sensory experience of various products.
Used in Pharmaceutical Production:
In the pharmaceutical sector, 1-(3,4,5-Trimethoxyphenyl)Propan-1-Ol is utilized in the development and manufacturing of various medicinal compounds. Its chemical properties contribute to the formulation of drugs, playing a significant role in the pharmaceutical industry.
Used in Agrochemicals:
1-(3,4,5-Trimethoxyphenyl)Propan-1-Ol also finds application in the agrochemical industry, where it is employed in the production of chemical compounds used in agriculture. Its role in this sector is vital for enhancing crop protection and productivity.
Used as an Intermediate in Organic Synthesis:
Furthermore, 1-(3,4,5-Trimethoxyphenyl)Propan-1-Ol serves as an intermediate in organic synthesis, facilitating the creation of a wide range of chemical compounds. Its versatility in this capacity makes it an essential component in various chemical reactions and processes.

Upstream product

• 925-90-6 ethylmagnesium bromide 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 74-96-4 ethyl bromide 

Downstream Products

• 487-12-7 isoelemicin 
• 5658-50-4 1-(3,4,5-trimethoxyphenyl)propan-1-one 
• 24316-20-9 Di-isoelemicin 
• 487-12-7 Isoelemicin 
• 267003-32-7 3-(3,4,5-trimethoxyphenyl)-3-pentanol 

Relevant academic research and scientific papers

Alpha,beta-unsaturated ketone derivatives, preparation method of derivatives and application of derivatives as medicines

The invention relates to the technical field of medicine, and proposes alpha,beta-unsaturated ketone derivatives and a preparation method thereof. The derivatives have a structural general formula represented by a formula I shown in the specification, whe

Synthesis, Evaluation, and Mechanism Study of Novel Indole-Chalcone Derivatives Exerting Effective Antitumor Activity Through Microtubule Destabilization in Vitro and in Vivo

Twenty-nine novel indole-chalcone derivatives were synthesized and evaluated for antiproliferative activity. Among them, 14k exhibited most potent activity, with IC50 values of 3-9 nM against six cancer cells, which displayed a 3.8-8.7-fold increase in activity when compare with compound 2. Further investigation revealed 14k was a novel tubulin polymerization inhibitor binding to the colchicine site. Its low cytotoxicity toward normal human cells and nearly equally potent activity against drug-resistant cells revealed the possibility for cancer therapy. Cellular mechanism studies elucidated 14k arrests cell cycle at G2/M phase and induces apoptosis along with the decrease of mitochondrial membrane potential. Furthermore, good metabolic stability of 14k was observed in mouse liver microsomes. Importantly, 14k and its phosphate salt 14k-P inhibited tumor growth in xenograft models in vivo without apparent toxicity, which was better than the reference compound CA-4P and 2. In summary, 14k deserves consideration for cancer therapy.

Combretastatin-like chalcones as inhibitors of microtubule polymerization. Part 1: Synthesis and biological evaluation of antivascular activity

The α-methyl chalcone SD400 is a potent inhibitor of tubulin assembly and possesses potent anticancer activity. Various chalcone analogues were synthesized and evaluated for their cell growth inhibitory properties against the K562 human chronic myelogenous leukemia cell line (SD400, IC50 0.21 nM; combretastatin A4 CA4, IC50 2.0 nM). Cell cycle analysis by flow cytometry indicated that these agents are antimitotic (SD400, 83% of the cells are in G2/M phase; CA4 90%). They inhibit tubulin assembly at low concentration (SD400, IC50 0.46 μM; CA4, 0.10 μM) and compete with [3H]colchicine for binding to tubulin (8% [3H]colchicine remained bound to tubulin after competition with SD400 or CA4). Upon treatment with SD400, remarkable cell shape changes were elicited in HUVEC cells, consistent with vasculature damaging activity.

Application of the McMurry coupling reaction in the synthesis of tri- and tetra-arylethylene analogues as potential cancer chemotherapeutic agents

Structural redesign of selected non-steroidal estrogen receptor binding compounds has previously been successful in the discovery of new inhibitors of tubulin assembly. Accordingly, tetra-substituted alkene analogues (21-30) were designed based in part on combinations of the structural and electronic components of tamoxifen and combretastatin A-4 (CA4). The McMurry coupling reaction was used as the key synthetic step in the preparation of these tri- and tetra-arylethylene analogues. The structural assignment of E, Z isomers was determined on the basis of 2D-NOESY experiments. The ability of these compounds to inhibit tubulin polymerization and cell growth in selected human cancer cell lines was evaluated. Although the compounds were found to be less potent than CA4, these analogues significantly advance the known structure-activity relationship associated with the colchicine binding site on β-tubulin.

Unexpected formation of aryl dialkyl carbinol as a side product from the reaction of methoxyarylaldehydes with Grignard reagents

In the attempted formation of secondary aryl alkyl carbinols from the reaction of methoxyarylaldehydes with Grignard reagents, aryl dialkyl carbinols were formed as unexpected side products. A mechanism for their formation is proposed.

An effective system to synthesize hypolipidemic active α-asarone and related methoxylated (E)-arylalkenes

Methoxylated (E)-arylalkenes (1a-1k) were prepared in two steps by an improved Grignard reaction comprising the reverse addition of alkylmagnesium bromide to benzaldehydes (2a-2k) in anhydrous ether and toluene into arylalkanols (3a-3k) in high yield, followed by dehydration with silica gel under microwave irradiation for 3-12 min, depending upon the substituents attached to the aromatic ring to afford hypolipidemic active α-asarone (1a) and related methoxylated (E)-arylalkenes (1b-1k).

Feeding-deterrent activity of α-asarone isomers against some stored Coleoptera

All isomers of α-asarone [(E)-4-prop-1-enyl-1,2,5-trimethoxybenzene] were tested for their feeding deterrent activity against adults of Sitophilus granarius and Tribolium confusum and larvae of Trogoderma granarium and Tribolium confusum. (E)-2-prop-1-eny

Synthesis and hypolipidemic and antiplatelet activities of α-asarone isomers in humans (in vitro), mice (in vivo), and rats (in vivo)

A series of α-asarone isomers was synthesized and investigated for their hypolipidemic and antiplatelet activity. Considering the hypolipidemic activity in rats at a dose of 80 mg/kg/day, some isomers were more potent than clofibrate at 150 mg/kg. Compoun

Potent antimitotic and cell growth inhibitory properties of substituted chalcones

A series of substituted chalcones was synthesised and screened for cytotoxic activity against the K562 human leukaemia cell line. (E)-3-(3'- Hydroxy-4'-methoxyphenyl)-2-methyl-1-(3',4',5'-trimethoxyphenyl)-prop-2-en- 1-one [IC50 (K562) 0.21 nM] was found to be the most active. A relationship between the conformation and cytotoxicity of the chalcones is discussed.

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

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.