83948-39-4

Usage

Uses

Used in Pharmaceutical Industry:
(E)-1-Phenylhexa-1,5-dien-3-amine is used as a therapeutic agent for the treatment of Parkinson's disease. It serves to improve muscle control and reduce tremors and muscle stiffness by increasing dopamine levels in the brain.
Used in Treatment of Extrapyramidal Symptoms:
Benzhexol is used as a medication to alleviate extrapyramidal symptoms that are often induced by antipsychotic medications. These symptoms can include muscle rigidity, tremors, and other movement disorders.
Used in Recreational Substances:
Although not recommended due to its potential for abuse and dependence, benzhexol is used recreationally for its euphoric and stimulant effects. However, it is important to note that it is classified as a Schedule IV controlled substance in the United States, and its recreational use can lead to legal and health consequences.

Upstream product

• 100-52-7 benzaldehyde 
• 14371-10-9 (E)-3-phenylpropenal 
• 1730-25-2 allylmagnesium bromide 
• 83948-28-1 N-(trimethylsilyl)cinnamaldimine 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1000681-40-2 N-((R,E)-1-phenylhexa-1,5-dien-3-enyl)benzamide 
• 1160755-06-5 (E)-6-styryl-5,6-dihydropyridin-2(1H)-one 

Relevant academic research and scientific papers

Highly γ-Regioselective 1,2-Addition of α,β-Unsaturated Oxime Ethers with Allylzinc Bromides: A Straightforward Approach for the Synthesis of Homoallylic Amines

A highly regioselective reaction between allylzinc bromide reagents and α,β-unsaturated oxime ethers for the one-step synthesis of the homoallylic amines is reported. This process is a regioselective 1,2-addition reaction providing a new γ-position with carbon-carbon bond formation. Furthermore, the reaction substrates are widely applicable and can be produced in a high yield.

Synthesis of methoxylated goniothalamin, aza-goniothalamin and γ-pyrones and their in vitro evaluation against human cancer cells

The present work describes the preparation of three novel series of compounds based on the structure of goniothalamin, a natural styryl lactone which has been found to display cytotoxic and antiproliferative activities against a variety of cancer cell lines. A focused library of 29 novel goniothalamin analogues was prepared and evaluated against seven human cancer cell lines. While the γ-pyrones and the aza-goniothalamin analogues were less potent than the lead compound, 2,4-dimethoxy analogue 88 has shown to be more potent in vitro than goniothalamin against all cancer cell lines evaluated. Furthermore, it was more potent than doxorubicin against NCI-ADR/RES, OVCAR-03 and HT-29 while being less toxic to human keratinocytes (HaCat). The 3,5-dimethoxy analogue 90 and 2,4,5-trimethoxy analogue 92 also displayed promising antiproliferative activity when compared to goniothalamin (1). These results provide new elements for the design and synthesis of novel representatives of this family of natural compounds.

α-aminoallylation of aldehydes in aqueous ammonia

α-Aminoallylation of aldehydes in aqueous ammonia has been developed; commercial aqueous ammonia was successfully used, and this method does not require anhydrous conditions thus leading to easy and practical operations.

α-aminoallylation of aldehydes with ammonia: Stereoselective synthesis of homoallylic primary amines

Three-component reactions of aldehydes, ammonia, and allylboronates were found to provide homoallylic primary amines in high yields with high chemo- and stereoselectivities. A two-step, one-pot, stereoselective synthesis of an uncommon α-amino acid, alloisoleucine, was achieved utilizing this reaction. Copyright

Preparation of Primary Amines and 2-Azetidinones via N-Trimethylsilyl Imines

Nonenolizable aldehydes react with lithium bis(trimethylsilyl)amide at ambient temperatures to afford solutions of N-trimethylsilyl aldimines.Treatment of these solutions with Grignard reagents or alkyllithiums followed by an aqueous workup gives primary amines in moderate to excellent yields.Treatment of N-trimethylsilyl aldimines with ester enolates provides an expedient route to 1-unsubstituted 2-azetidinones.