40480-10-2

Basic information

• Product Name: MARGAROYL CHLORIDE
• Synonyms: MARGAROYL CHLORIDE;HEPTADECANOYL CHLORIDE;N-HEPTADECANOYL CHLORIDE;N-HEPTADECANOYL CHLORIDE 97%;Heptadecanoic acid chloride
• CAS NO: 40480-10-2
• Molecular Formula: C₁₇H₃₃ClO
• Molecular Weight: 288.9
• Mol File: 40480-10-2.mol
• Article Data: 14

Chemical Properties

• Melting Point: 13 °C
• Boiling Point: 176 °C4 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /liquid
• Density: 0.883 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.05E-05mmHg at 25°C
• Refractive Index: n20/D 1.453(lit.)
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• BRN: 1781006
• CAS DataBase Reference: MARGAROYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: MARGAROYL CHLORIDE(40480-10-2)
• EPA Substance Registry System: MARGAROYL CHLORIDE(40480-10-2)

Safety Data

• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-21
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 40480-10-2(Hazardous Substances Data)

Usage

Uses

Heptadecanoyl chloride was used in the synthesis of N-heptadecanoylethanolamine by reacting with ethanolamine.

General Description

Heptadecanoyl chloride reacts with 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphoethanolamine to form 1-palmitoyl-2-oleoyl-N-heptadecanoyl phosphatidylethanolamine.

InChI:InChI=1/C17H33ClO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3

Upstream product

• 79-37-8 oxalyl dichloride 
• 506-12-7 heptadecanoic acid 
• 544-76-3 Hexadecane 

Downstream Products

• 855890-69-6 1-(2-hydroxy-4-methoxy-6-methyl-phenyl)-heptadecan-1-one 
• 855890-85-6 1-(2-hydroxy-4-methoxy-3-methyl-phenyl)-heptadecan-1-one 
• 855954-88-0 1-(2-hydroxy-4-methoxy-3,6-dimethyl-phenyl)-heptadecan-1-one 
• 7373-13-9 octadecan-2-one 
• 5667-74-3 C₁₈H₃₄N₂O 
• 55334-37-7 3-oxo-nonadecanoic acid methyl ester 
• 186454-86-4 1-(3,4-dimethoxy-phenyl)-heptadecan-1-one 
• 53832-59-0 heptadecanoylethanolamide 
• 29400-43-9 D-sphingine 
• 103045-05-2 2-heptadecyl-1,4-dimethoxy-benzene 
• 102898-50-0 heptadecyl-[1,4]benzoquinone 
• 855362-11-7 5-heptadecyl-4-hydroxy-2-methoxy-3-methyl-benzaldehyde 
• 872286-12-9 3-heptadecyl-4-hydroxy-6-methoxy-2-methyl-benzaldehyde 
• 859783-31-6 6-Heptadecyl-3-methoxy-2,4-dimethyl-phenol 

Relevant articles and documents

Synthesis and Biophysical Characterization of an Odd-Numbered 1,3-Diamidophospholipid

Nanomedicine suffers from low drug delivery efficiencies. Mechanoresponsive vesicles could provide an alternative way to release active compounds triggered by the basic physics of the human body. 1,3-Diamidophospholipids with C16 tails proved to be an effective building block for mechanoresponsive vesicles, but their low main phase transition temperature prevents an effective application in humans. As the main phase transition temperature of a membrane depends on the fatty acyl chain length, we synthesized a C17 homologue of a 1,3-diamidophospholipid: Rad-PC-Rad. The elevated main phase transition temperature of Rad-PC-Rad allows mechanoresponsive drug delivery at body temperature. Herein, we report the biophysical properties of Rad-PC-Rad monolayer and bilayer membranes. Rad-PC-Rad is an ideal candidate for advancing the concept of physically triggered drug release.

SUGAR FATTY ACID ESTER AND OIL GELLING AGENT

PROBLEM TO BE SOLVED: To provide a compound that can gel various oils. SOLUTION: The present invention provides a compound containing 1,5-anhydro-D-glucitol fatty acid ester, represented by formula (1), or 1,5-anhydro-D-mannitol fatty acid ester, and a gelling agent containing the compound. (R1 independently represent an acyl group derived from a C10, 11 or 13-22 linear saturated fatty acid). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT

Structure, supramolecular organization and phase behavior of N-acyl-β-alanines: Structural homologues of mammalian brain constituents N-acylglycine and N-acyl-GABA

N-Acyl-β-alanines (NABAs) are structural homologues of N-acylglycines (NAGs) and N-acyl-γ-aminobutyric acids (NAGABAs), and achiral isomers of N-acylalanines, which are all present in mammalian brain and other tissues and modulate activity of biological receptors with various functions. In the present study, we synthesized and characterized a homologous series of NABAs bearing saturated acyl chains (n = 8-20) and investigated their supramolecular organization and thermotropic phase behavior. In differential scanning calorimetric (DSC) studies, most of the NABAs gave one or two minor transitions before the main chain-melting phase transition in the dry state as well as upon hydration with water, but gave only a single transition when hydrated with buffer (pH 7.6). Transition enthalpies (ΔHt) and entropies (ΔSt), obtained from the DSC studies showed linear dependence on the chain length in the dry state and upon hydration with buffer, whereas odd-even alteration was observed when hydrated with water. The crystal structures of N-lauroyl-β-alanine (NLBA) and N-myristoyl-β-alanine (NMBA) were solved in monoclinic system in the P21/c space group. Both NLBA and NMBA were packed in tilted bilayers with head-to-head (and tail-to-tail) arrangement with tilt angles of 33.28° and 34.42°, respectively. Strong hydrogen bonding interactions between [sbnd]COOH groups of the molecules from opposite leaflets as well as N[sbnd]H?O hydrogen bonds between the amide groups from adjacent molecules in the same leaflet as well as dispersion interactions between the acyl chains stabilize the bilayer structure. The d-spacings calculated from powder X-ray diffraction studies showed odd-even alteration with odd-chain length compounds exhibiting higher values as compared to the even-chain length ones and the tilt angles calculated from the PXRD data are higher for the even chain NABAs. These observations are relevant to developing structure-activity relationships for these amphiphiles and understand how NABAs differ from their homologues and isomers, namely NAGs, NAGABAs, and N-acylalanines.