550-43-6

Usage

Uses

Used in Pharmaceutical Research:
Angustifoline is used as a research compound for investigating the toxicity of dietary lupin alkaloids and understanding its adverse effects. This application is crucial in the pharmaceutical industry to ensure the safety and efficacy of lupin-based products and to develop potential therapeutic agents derived from these alkaloids.
Used in Toxicology Studies:
In the field of toxicology, angustifoline serves as a valuable tool for studying the effects of lupin alkaloids on biological systems. This helps in assessing the potential risks associated with the consumption of lupin-based products and contributes to the development of safer alternatives or mitigation strategies.
Used in Agricultural Research:
Angustifoline is also used in agricultural research to study the impact of lupin alkaloids on the overall health and productivity of livestock. This knowledge can be applied to improve the safety and nutritional value of lupin-based animal feeds, ultimately benefiting the agricultural industry and the consumers of animal products.

InChI:InChI=1/C14H22N2O/c1-2-4-12-11-7-10(8-15-12)13-5-3-6-14(17)16(13)9-11/h2,10-13,15H,1,3-9H2/t10-,11-,12+,13-/m1/s1

Upstream product

• 1476-39-7 1,5-diaminopentane dihydrochloride 

Downstream Products

• 550-90-3 (+)-lupanine 

Related news

Further investigation of the chemistry and structure of angustifoline (cas 550-43-6) and its derivatives07/14/2019

Most of the structural assignments presented in this paper were based on the conformation of angustifoline selectively deuterated at the 13β position (13β2H I). To confirm the absolute stereoselectivity of the reaction introducing 2H at 13C on the β face, 13β2H I was transformed into four de...detailed

Relevant academic research and scientific papers

Synthesis of Cadaverine and its Incorporation into five Quinolizidine Alkaloids

Cadaverine dihydrochloride (13) was synthesised by the sequential introduction of two equivalents of sodium cyanide to a C3 precursor, and it was fed to Lupinus luteus and L. polyphyllus plants.Complete labelling patterns were obtained in five quinolizidine alkaloids by 13C n.m.r. spectroscopy.The 13C-13C doublets observed in the spectra of (-)-lupinine (3), (-)-sparteine (4), (+)-lupanine (5), (+)-13α-hydroxylupanine (6), and (+)-angustifoline (7) derived biosynthetically from the doubly labelled precursor (13) confirm the intact, specific incorporation of two cadaverine units into the tetracyclic quinolizidine alkaloid skeletons.The cadaverine (13) units are incorporated to about the same extent into each part of the quinolizidine alkaloids (3)-(7).Two of the 13C chemical shifts for lupanine (5) have been reassigned.The labelling pattern of the tricyclic alkaloid angustifoline (7) indicates that the allyl group originates by degradation of one ring of a tetracyclic precursor.