34341-05-4

Usage

Uses

Used in Organic Synthesis:
Cyclopentadecanone oxime is used as a reagent for its ability to participate in various chemical reactions, including hydrolysis, which is crucial for the synthesis of different organic compounds.
Used as a Protecting Group:
In the context of organic synthesis, Cyclopentadecanone oxime is used as a protecting group for carbonyl compounds. This role is essential for preventing unwanted side reactions and ensuring the desired product is formed during the synthesis process.
Used in the Preparation of Nitrogen-Containing Compounds:
Cyclopentadecanone oxime serves as a precursor in the preparation of nitrogen-containing compounds, which are vital in various chemical and pharmaceutical applications.
Used in Pharmaceutical Research:
Due to its potential biological activities, Cyclopentadecanone oxime is used in pharmaceutical research as an intermediate. Its antimicrobial and antioxidant properties are of particular interest for the development of new drugs.
Used in Antimicrobial Applications:
Cyclopentadecanone oxime is studied for its antimicrobial properties, which could be harnessed in the development of treatments for bacterial infections.
Used in Antioxidant Applications:
CYCLOPENTADECANONE OXIME's antioxidant properties make it a candidate for use in applications that require protection against oxidative stress, which is implicated in various diseases and conditions.
Used in Agriculture:
Given its potential antimicrobial and antioxidant properties, Cyclopentadecanone oxime may also find applications in agriculture, possibly in the development of pesticides or preservatives to protect crops.

InChI:InChI=1/C15H29NO/c17-16-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-15/h17H,1-14H2

Upstream product

• 502-72-7 cyclopentadecanone 

Downstream Products

• 295-66-9 azacyclohexadecane 
• 502-72-7 cyclopentadecanone 
• 114401-62-6 cyclopentadecanone-(O-picryl oxime ) 

Relevant academic research and scientific papers

Chlorination of oximes with aqueous H2O2/HCl system: Facile synthesis of gem-chloronitroso- and gem-chloronitroalkanes, gem-chloronitroso- and gem-chloronitrocycloalkanes

Chlorination of cyclic and linear ketone oximes with aqueous H 2O2/HCl in a two-phase dichloromethane-water system selectively affords gem-chloronitroso compounds in yields of up to 94%. One-pot oxidation of the resulting gem-chloronitroso compounds with peracetic acid, prepared in situ, gives gem-chloronitroalkanes and cycloalkanes in yields of up to 82%. The advantages of the method are that it is facile and environmentally benign and does not require gaseous chlorine. Georg Thieme Verlag Stuttgart.

Motuporamines, anti-invasion and anti-angiogenic alkaloids from the marine sponge Xestospongia exigua (Kirkpatrick): Isolation, structure elucidation, analogue synthesis, and conformational analysis

Extracts of the sponge Xestospongia exigua collected in Papua New Guinea were positive in a new assay for anti-invasion activity. Bioassay-guided fractionation led to the identification of the three known motuporamines A (1), B (2), and C (3) along with the new motuporamines D (4), E (5), and F (6) and a mixture of G, H, and I (15). Motuporamines A (1), B (2), and C (3) and the mixture of G, H, and I (15) were responsible for the anti-invasion activity of the crude extract. Motuporamine C (3) has also been found to be anti-angiogenic. A series of analogues of the motuporamines have been synthesized and evaluated for anti-invasive activity. These SAR results revealed that a saturated 15-membered cyclic amine fused to the natural motuporamine diamine side chain (13) represented the optimal structure for anti-invasive activity in this family. Single-crystal X-ray diffraction analysis of one of the analogues 20 showed that in the solid state its 16-membered macrocyclic amine fragment adopted the [4444] quadrangular conformation predicted by calculations to be the lowest energy conformation for the corresponding cycloalkane, cyclohexadecane. These data along with literature X-ray data and conformational analysis for derivatives of azacyclotridecane have been used as precedents for predicting the lowest energy ring conformations of other motuporamines. The SAR data from the natural and synthetic motuporamines have been combined with the conformational analyses to provide an outline of the functionality and shape required for activity in this family of alkaloids and to design a new analogue 49 that showed good anti-invasion activity.