10-Nitro Oleic Acid

Base Information

• Chemical Name: 10-Nitro Oleic Acid
• CAS No.: 875685-46-4
• Molecular Formula: C18H33NO4
• Molecular Weight: 327.464
• Mol file: 875685-46-4.mol

Synonyms:10-Nitro Oleic Acid;

Chemical Property of 10-Nitro Oleic Acid

Chemical Property:

• PSA: 83.12000
• LogP: 6.23610

Purity/Quality:

99.90% ^*data from raw suppliers

10-NitroOleicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Nitroalkene derivative of oleic acid (OA-NO2) activated receptor-γ (PPARγ) activation, or induction of heme oxygenase-1 expression. Nitroalkene derivative of oleic acid (OA-NO2) inhibits lipopolysaccharide-induced secretion of proinflammatory cytokines in macrophages independent of nitric oxide formation, peroxisome proliferator-activated receptor-γ (PPARγ) activation, or induction of heme oxygenase-1 expression.

Technology Process of 10-Nitro Oleic Acid

There total 34 articles about 10-Nitro Oleic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(E)-methyl 10-nitrooctadec-9-enoate (294659-11-3) → 10-Nitrooleic Acid (875685-46-4)

Guidance literature:

With water; In tert-butyl methyl ether; at 20 ℃; Enzymatic reaction;

DOI:10.1021/jo101806m

Reference yield: 95.0%

(E)-10-nitro-octadec-9-enoic acid allyl ester (911029-57-7) → 10-Nitrooleic Acid (875685-46-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; formic acid; In tetrahydrofuran; for 24h; Heating;

DOI:10.1021/ol0613463

Reference yield: 44.5%

1-nitrononane (2216-21-9) + methyl ester of azelaic acid aldehyde (1931-63-1) → 10-Nitrooleic Acid (875685-46-4)

Guidance literature:

upstream raw materials:

(E)-methyl 10-nitrooctadec-9-enoate

(E)-10-nitro-octadec-9-enoic acid allyl ester

cis-Octadecenoic acid

9-oxononanoic acid allyl ester

Refernces

• 1、 Dietz, Ulrich,Frank, Andrea,Lehr, Alexander,Münch, Winfried,Nubbemeyer, Udo. "Synthesis of 1-Palmitoyl-2-((E)-9- and (E)-10-nitrooleoyl)- sn -glycero-3-phosphatidylcholines". supporting information. p. 3295 - 3304. Retrieved 2019/08/28.
• 2、 Turell, Lucía,Vitturi, Darío A.,Coiti?o, E. Laura,Lebrato, Lourdes,M?ller, Matías N.,Sagasti, Camila,Salvatore, Sonia R.,Woodcock, Steven R.,Alvarez, Beatriz,Schopfer, Francisco J.. "The chemical basis of thiol addition to nitro-conjugated linoleic acid, a protective cell-signaling lipid". . p. 1145 - 1159. Retrieved 2017/07/11.