146004-98-0

Basic information

• Product Name: 16-(Benzyloxy)-16-Oxohexadecanoic Acid
• Synonyms: 16-(Benzyloxy)-16-Oxohexadecanoic Acid;Hexadecanedioic acid, 1-(phenylmethyl) ester
• CAS NO: 146004-98-0
• Molecular Formula: C₂₃H₃₆O₄
• Molecular Weight: 376.52954
• Mol File: 146004-98-0.mol

Chemical Properties

• Boiling Point: 505.8±23.0 °C(Predicted)
• Appearance: /
• Density: 1.023±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.78±0.10(Predicted)
• CAS DataBase Reference: 16-(Benzyloxy)-16-Oxohexadecanoic Acid(CAS DataBase Reference)
• NIST Chemistry Reference: 16-(Benzyloxy)-16-Oxohexadecanoic Acid(146004-98-0)
• EPA Substance Registry System: 16-(Benzyloxy)-16-Oxohexadecanoic Acid(146004-98-0)

Safety Data

• Hazardous Substances Data: 146004-98-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
16-(Benzyloxy)-16-Oxohexadecanoic Acid is used as a pharmaceutical agent for its potential anti-inflammatory and anti-cancer properties. Its unique structure allows it to modulate biological pathways and target specific cellular processes, making it a promising candidate for the development of new therapeutics.
Used in Organic Chemistry:
In the field of organic chemistry, 16-(Benzyloxy)-16-Oxohexadecanoic Acid serves as a versatile building block for the synthesis of a wide range of bioactive molecules. Its chemical properties enable the creation of diverse compounds with potential applications in various industries.
Used in Drug Development:
16-(Benzyloxy)-16-Oxohexadecanoic Acid is utilized in drug development as a key intermediate in the synthesis of novel pharmaceuticals. Its unique structure and functional groups facilitate the design and synthesis of new drug candidates with improved efficacy and selectivity.
Used in Chemical Synthesis Industry:
In the chemical synthesis industry, 16-(Benzyloxy)-16-Oxohexadecanoic Acid is employed as a valuable precursor for the production of various specialty chemicals and materials. Its unique structure and reactivity make it suitable for the development of innovative products with specific properties and applications.

Upstream product

• 100-51-6 benzyl alcohol 
• 505-54-4 thapsic acid 
• 104-57-4 benzyl formate 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 1460-18-0 pentadecanedioic acid 
• 1034470-47-7 hexadecanedioic acid-anhydride 

Downstream Products

• 949588-03-8 benzyl 16-((2,5-dioxopyrrolidin-1-yl)oxy)-16-oxohexadecanoate 
• 949588-04-9 benzylhexadecandioyl-L-Glu-OBn 
• 949588-05-0 benzylhexadecandioyl-L-Glu(OSu)-OBn 
• 1292292-57-9 C₅₁H₈₁NO₈ 
• 1292292-52-4 C₅₂H₈₄NO₈⁽¹⁺⁾*I^(1-) 
• 362707-53-7 1,14-tetradecanedicarboxylic acid monochloride monobenzyl ester 

Relevant articles and documents

Method for preparing long aliphatic chain diacid derivative and application of long aliphatic chain diacid derivative

The invention provides a method for preparing a long aliphatic chain diacid derivative. The method comprises the following steps of: (1) carrying out a cyclization reaction on long aliphatic chain diacid, the long aliphatic chain diacid having a structure as shown in a formula (A); (2) reacting the long aliphatic chain diacid cyclization product with benzyl alcohol to obtain long aliphatic chain diacid monobenzyl ester; (3) carrying out an esterification reaction on the long aliphatic chain diacid monobenzyl ester and N-hydroxysuccinimide so as to obtain long aliphatic chain diacid succinimide benzyl ester; (4) carrying out a nucleophilic addition amidation reaction on the long aliphatic chain diacid succinimide benzyl ester and a compound as shown in a formula (B) to obtain a compound as shown in a formula (C); (5) carrying out an esterification reaction on the compound as shown in the formula (C) and N-hydroxysuccinimide again so as to obtain a compound as shown in a formula (D); and (6) carrying out a debenzylation reaction on the compound shown in the formula (D) so as to obtain a compound shown in a formula (E).

Method for preparing long-chain fatty diacid monobenzyl ester and application of long-chain fatty diacid monobenzyl ester

The invention provides a method for preparing long-chain fatty acid monobenzyl ester. The method comprises the following steps: 1) carrying out esterification reaction on long-chain fatty diacid to obtain long-aliphatic chain dibenzyl ester; and 2) carrying out hydrolysis reaction on the long-aliphatic chain dibenzyl ester to obtain long-chain fatty diacid monobenzyl ester; wherein the long-chainfatty diacid has a structure shown as formula (A), and X is an integer of 6-32. Compared with the prior art, the method has the advantages of cheap and easily available reaction reagent, simple operation, low product related impurity content, simple intermediate purification, short production period, high yield, low cost, little generated waste liquid, no generation of solid waste and low environmental protection pressure.

Preparation method of long-chain diacid mono-benzyl ester compound

The invention relates to the field of chemical organic synthesis, in particular to a preparation method of a long-chain diacid mono-benzyl ester compound. The preparation method comprises the following steps: taking long-chain dicarboxylic acid as an initial raw material, firstly preparing a dibenzyl ester compound, and then carrying out lithium hydroxide mono-hydrolysis to obtain the long-chain diacid mono-benzyl ester compound. The provided preparation method overcomes the defects of long steps, complex method, poor selectivity and low yield of a traditional process. Besides, the prepared long-chain diacid mono-benzyl ester compound is used as an important synthesis intermediate, has an active reaction group and can be used for preparing a series of long-chain compounds.

Method for preparing alkyl diacid monobenzyl ester

The invention relates to a method for preparing an alkyl diacid monobenzyl ester, and belongs to the technical field of chemical engineering. According to the method provided by the invention, an alkyl diacid is used as a raw material and is subjected to esterification reaction with benzyl bromide or benzyl chloride in a mixed system of an organic solvent and water under the action of an alkali toobtain the alkyl diacid monobenzyl ester. The method is good in selectivity, convenient to operate, high in yield, low in cost and beneficial to implementation.

Improved Syntheses of Benzyl Hydraphile Synthetic Cation-Conducting Channels

The tris(macrocycle)s that function in bilayer membranes as ion channels have recently shown versatile new applications such as antibiotic synergists and as agents for direct injection chemotherapy. This report records the development of new and versatile approaches to these molecules that produce significantly better overall yields for a group of previously reported hydraphiles having spacer chains ranging from octylene to hexadecylene.

Synthesis, characterization, and in vitro transfection activity of charge-reversal amphiphiles for DNA delivery

A series of charge-reversal lipids were synthesized that possess varying chain lengths and end functionalities. These lipids were designed to bind and then release DNA based on a change in electrostatic interaction with DNA. Specifically, a cleavable ester linkage is located at the ends of the hydrocarbon chains. The DNA release from the amphiphile was tuned by altering the length and position of the ester linkage in the hydrophobic chains of the lipids through the preparation of five new amphiphiles. The amphiphiles and corresponding lipoplexes were characterized by DSC, TEM, and X-ray, as well as evaluated for DNA binding and DNA transfection. For one specific charge-reversal lipid, stable lipoplexes of approximately 550 nm were formed, and with this amphiphile, effective in vitro DNA transfection activities was observed.

ACYLATED SINGLE CHAIN INSULIN

The invention is related to an acylated, single-chain insulin comprising the B- and the A-chain of human insulin or an analogue thereof connected by a connecting peptide, wherein a lysine residue being substituted for the natural amino acid residue in at

NOVEL ASYMMETRICALLY BICIPITAL LIPID AND TUBULAR AGGREGATE FORMED BY USING THE SAME

The present invention offers a novel asymmetric double-headed lipid capable of forming a stable, nanometer scale micro-tubular aggregated material of containing a sugar and a carboxylic acid at each end.The present invention is an asymmetric double-headed lipid represented by the general formulaR-NHCO- (CH2)n-COOH (in the formula, R represents an aldopyranose radical from which the terminal reducing hydroxyl group is excluded and n is from six to twenty) and a hollow micro-tubular aggregated material formed from the asymmetric double-headed lipid. The external diameter of the micro-tubular aggregated material is 10-300 nm, and the length is 0.3-10 μm. The micro-tubular aggregated material can be manufactured by dispersing the asymmetric double-headed lipid described above in water at pH of two to eight, next heating to 80-100°C to dissolve it and then gradually cooling the aqueous solution obtained.