56255-31-3

Basic information

• Product Name: N-Hexadecanoyl-L-alanine
• Synonyms: N-HEXADECANOYL-ALANINE;N-HEXADECANOYL-L-ALANINE;(S)-2-Palmitamidopropanoic acid
• CAS NO: 56255-31-3
• Molecular Formula: C19H37NO3
• Molecular Weight: 327.5
• Mol File: 56255-31-3.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Refractive Index: 1.467
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-Hexadecanoyl-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Hexadecanoyl-L-alanine(56255-31-3)
• EPA Substance Registry System: N-Hexadecanoyl-L-alanine(56255-31-3)

Safety Data

• Hazardous Substances Data: 56255-31-3(Hazardous Substances Data)

Usage

Uses

suzuki reaction

InChI:InChI=1/C19H37NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(21)20-17(2)19(22)23/h17H,3-16H2,1-2H3,(H,20,21)(H,22,23)/t17-/m0/s1

Upstream product

• 14464-31-4 palmitic acid N-succinimide ester 
• 56-41-7 L-alanin 
• 16480-55-0 sodium L-alaninate 
• 112-67-4 n-hexadecanoyl chloride 
• 35661-39-3 N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 
• 57-10-3 1-hexadecylcarboxylic acid 
• 81912-48-3 N-hexadecanoyl-L-alanine methyl ester 
• 338-69-2 D-Alanine 

Downstream Products

• 1147761-50-9 C₂₈H₄₆N₂O₄ 

Relevant articles and documents

Synthesis, Characterization and Biocompatibility of N-palmitoyl L-alanine-based Organogels as Sustained Implants of Granisetron and Evaluation of thier Antiemetic Effect

Purpose: To assess the gelation power of N-palmitoyl L-alanine derivatives in injectable oils and to use the best chosen organogel as parenteral implant of granisetron for the treatment of emesis. Methods: Twelve N-palmitoyl L-alanine derived organogels were developed and evaluated in terms of morphology, thermal properties and in vivo performance. The ability of the selected formula to form in situ gel upon subcutaneous injection in rats and its biocompatibility were monitored over 2?weeks by histopathological examination of the injection site. Results: The acid derivative (N-palmitoyl L-alanine; PA) was superior to ester derivatives. The chosen formula (PA/safflower oil 10% w/v) was successful in forming an in situ gel of granisetron when subcutaneously injected in rats, lasting for 2?weeks and proved to be biocompatible by histopathological examination. Moreover, it exerted an extended antiemetic activity by decreasing the cisplatin-induced pica for a duration of 96?h and reduced preprotachykinin A mRNA expression and Substance P level for up to 4?days (gastric tissue) or 5?days (medulla oblongata) in rats. Conclusion: Granisetron organogel could be considered as a safe, sustained-release and supportive anticancer treatment in both acute and chronic emesis as well as an accompanying treatment with chemotherapeutics in cancer cases.

Improvements in or Relating to Organic Compounds

A stock solution comprising a compound of formula (I) Wherein R1 together with the carbonyl group to which it is attached is a residue of a carboxylic acid, and NR2R3, in which R3 is H or together with R2 and the N-atom to which they are attached, a 5-membered ring, is a residue of an amino acid, in particular a proteinogenic amino acid, ornithine, gamma-aminobutyric acid or beta alanine, or a 1-amino cycloalkyl carboxylic acid.

New N-acylamino acids and derivatives from renewable fatty acids: Gelation of hydrocarbons and thermal properties

This work reports the synthesis of new fatty N-acylamino acids and N-acylamino esters from the C16:0, C18:0, C18:1, and C18:1(OH) fatty acid families and demonstrates the activity of these compounds as organogel agents. Compounds were heated and dissolved in various solvents (n-hexane, toluene, and gasoline). Only saturated C16:0 and C18:0 derived from alanine were able to form gels in toluene, and saturated C16:0 derived from phenylalanine showed gelation in n-hexane. This is the first evidence that fatty N-acylamino esters and N-acylamino acid derivatives of l-serine and fatty acids C16:0, C18:0, and C18:1 are able to form gels with hexane. This observation confirms the importance of the hydroxyl group in the segment derivative of l-serine in forming good gels.