95548-26-8

Basic information

• Product Name: CIS-VACCENOYL CHLORIDE
• Synonyms: CIS-VACCENOYL CHLORIDE
• CAS NO: 95548-26-8
• Molecular Formula: C₁₈H₃₃ClO
• Molecular Weight: 300.91
• Product Categories: Acid ChloridesUnsaturated fatty acids and derivatives;Monoenoic fatty acids;Others;Unsaturated fatty acids and derivatives
• Mol File: 95548-26-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 170 °C2 mm Hg(lit.)
• Flash Point: 113 °C
• Appearance: /liquid
• Density: 0.912 g/mL at 25 °C(lit.)
• Storage Temp.: −20°C
• CAS DataBase Reference: CIS-VACCENOYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-VACCENOYL CHLORIDE(95548-26-8)
• EPA Substance Registry System: CIS-VACCENOYL CHLORIDE(95548-26-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-36/37/39-45
• RIDADR: UN 1760 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 95548-26-8(Hazardous Substances Data)

Usage

General Description

Cis-vaccenoyl chloride is an organic compound belonging to the family of fatty acyl chlorides. It is derived from vaccenic acid, a naturally occurring fatty acid found in various plant and animal oils. Cis-vaccenoyl chloride is commonly used in organic synthesis as a reactive intermediate for the production of various chemical compounds such as pharmaceuticals, agrochemicals, and materials. It is a colorless liquid with a pungent odor and is highly reactive due to the presence of a reactive chlorine atom. It is important to handle and store cis-vaccenoyl chloride with caution due to its potential for causing skin and respiratory irritation.

Upstream product

• 506-17-2 cis-vaccenic acid 

Relevant articles and documents

Discovery of Hydrolysis-Resistant Isoindoline N -Acyl Amino Acid Analogues that Stimulate Mitochondrial Respiration

N-Acyl amino acids directly bind mitochondria and function as endogenous uncouplers of UCP1-independent respiration. We found that administration of N-acyl amino acids to mice improves glucose homeostasis and increases energy expenditure, indicating that this pathway might be useful for treating obesity and associated disorders. We report the full account of the synthesis and mitochondrial uncoupling bioactivity of lipidated N-acyl amino acids and their unnatural analogues. Unsaturated fatty acid chains of medium length and neutral amino acid head groups are required for optimal uncoupling activity on mammalian cells. A class of unnatural N-acyl amino acid analogues, characterized by isoindoline-1-carboxylate head groups (37), were resistant to enzymatic degradation by PM20D1 and maintained uncoupling bioactivity in cells and in mice.

Syntheses of glucose-containing lipid A analogues and their LPS-antagonistic activities

Three anomeric pairs of lipid A-type disaccharides containing a glucose on their reducing end were synthesized, and their LPS-antagonistic activities were measured. The inhibitory activities (IC50) on the LPS-induced TNFα production of these six compounds (16α, 16β, 28α, 28β, 40α, and 40β) toward human whole blood cells were 0.35, 0.42, 2.37, 1.16, 2.89, and 7.70 nM, respectively.