74009-48-6

Upstream product

• 702660-47-7 2-methoxy-4-pentadecylbenzoic acid 
• 501-26-8 3-[(Z)-8-pentadecenyl]phenol 
• 330555-87-8 7-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 
• 89-86-1 4-hydroxysalicylic acid 
• 437764-49-3 2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-7-yl trifluoromethanesulfonate 
• 150094-85-2 1-Methoxymethoxy-3-pentadecyl-benzene 
• 501-24-6 3-n-Pentadecylphenol 
• 52122-69-7 1-(2-hydroxy-4-pentadecylphenyl)ethanone 
• 852305-43-2 2'-methoxy-4'-pentadecylacetophenone 
• 301168-92-3 2-Methoxymethoxy-4-pentadecyl-benzoic acid 

Downstream Products

• 35151-94-1 2-hydroxymethyl-5-n-pentadecylphenol 
• 702660-45-5 methyl 2-methoxy-4-pentadecylbenzoate 

Relevant academic research and scientific papers

Phenolic Lipids Derived from Cashew Nut Shell Liquid to Treat Metabolic Diseases

Metabolic diseases are increasing at staggering rates globally. The peroxisome proliferator-activated receptors (PPARα/γ/δ) are fatty acid sensors that help mitigate imbalances between energy uptake and utilization. Herein, we report compounds derived from phenolic lipids present in cashew nut shell liquid (CNSL), an abundant waste byproduct, in an effort to create effective, accessible, and sustainable drugs. Derivatives of anacardic acid and cardanol were tested for PPAR activity in HEK293 cell co-transfection assays, primary hepatocytes, and 3T3-L1 adipocytes. In vivo studies using PPAR-expressing zebrafish embryos identified CNSL derivatives with varying tissue-specific activities. LDT409 (23) is an analogue of cardanol with partial agonist activity for PPARα and PPARγ. Pharmacokinetic profiling showed that 23 is orally bioavailable with a half-life of 4 h in mice. CNSL derivatives represent a sustainable source of selective PPAR modulators with balanced intermediate affinities (EC50 ～100 nM to 10 μM) that provide distinct and favorable gene activation profiles for the treatment of diabetes and obesity.

Synthesis and Evaluation of Ginkgolic Acid Derivatives as SUMOylation Inhibitors

SUMOylation has emerged as an important post-translational modification that has been shown to modulate protein activity associated with various signaling pathways, and consequently, it has emerged as an important therapeutic target. While several natural products have been shown to inhibit enzymes involved in the SUMOylation process, there has been little progress toward the development of more selective and potent SUMOylation inhibitors. Ginkgolic acid was one of the first natural products discovered to inhibit the SUMO E1 enzyme. Despite its use to mechanistically investigate the SUMOylation process, ginkgolic acid also modulates other pathways as well. In this Letter, preliminary structure-activity relationships for ginkgolic acid as a SUMOylation inhibitor are presented.

Liquid crystallinity of 2-fluorenyl 4-alkylbenzoates

The liquid crystallinity values of 2-fluorenyl 4-alkyl (pentadecyl, n-, or s-butyl)-benzoates were compared with those of biphenyl homologues. Cyano group or hydrogen was used as the end group at the 7-position of 2-fluorenol moiety. Methoxy and hydroxy groups in addition to hydrogen were examined as a lateral substituent at the 2-position of 4-alkylbenzoic acid unit. 7-Cyano-2-fluorenyl 2-hydroxy-4-pentadecylbenzoate shows very similar properties to those of 4′-cyanobiphenyl-4-yl 2-hydroxy-4-pentadecylbenzoate.

A new and efficient conversion of alkylphenols into the corresponding substituted salicylic acids

A three-step sequence suitable for the synthesis of alkyl substituted salicylic acids from the corresponding alkylphenols involves ortho-directed lithiation of the methoxymethyl aryl ethers followed by quenching with carbon dioxide and deprotection under acidic conditions.

Metal extraction using a novel group of compounds and chemical purification method

Compounds of the formula STR1 in which; X represents a straight chain hydrocarbyl group containing from 8 to 17 carbon atoms; Y represents H or the group--CH=NOH, and Z represents H or the group--CH=NOH or the group--CPh=NOH, provided that at least one of Y and Z represents H; or such compound containing at least one electronegative substituent in the aromatic ring, may be prepared from anacardic acid and its analogues, and are useful for the extraction of copper from acidic aqueous solution. Cardanol, which has the formula STR2 where n=0, 2, 4 or 6 is recovered from cashew nut shell liquid containing cardol and other dihydric phenols by reacting the dihydric phenols in the CNSL with an aldehyde while leaving the cardanol substantially unreacted, and vacuum distilling the cardanol from the reaction mixture.