5440-61-9

Basic information

• Product Name: diethyl (acetylamino)(hexadecyl)propanedioate
• CAS NO: 5440-61-9
• Molecular Formula: C₂₅H₄₇NO₅
• Molecular Weight: 441.6444
• Mol File: 5440-61-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 527.4°C at 760 mmHg
• Flash Point: 272.8°C
• Density: 0.972g/cm³
• Vapor Pressure: 3.27E-11mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: diethyl (acetylamino)(hexadecyl)propanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl (acetylamino)(hexadecyl)propanedioate(5440-61-9)
• EPA Substance Registry System: diethyl (acetylamino)(hexadecyl)propanedioate(5440-61-9)

Safety Data

• Hazardous Substances Data: 5440-61-9(Hazardous Substances Data)

Upstream product

• 13433-00-6 diethyl aminomalonate hydrochloride 
• 544-77-4 1-iodohexadecane 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 112-82-3 hexadecanyl bromide 

Downstream Products

• 6955-16-4 2-aminostearic acid hydrochloride 
• 50886-79-8 (+/-)-2-Acetamino-octadecansaeure-⁽¹⁾ 

Relevant articles and documents

Synthesis of new ligands for targeting the S1P1 receptor

Sphingosine-1-phosphate (S1P) influences various fundamental biological processes by interacting with a family of five G protein-coupled receptors (S1P1-5). FTY720, a sphingosine analogue, which was approved for treatment of relapsing forms of multiple sclerosis, is phosphorylated in vivo and acts as an agonist of four of the five S1P receptor subtypes. Starting from these lead structures we developed new agonists for the S1P1 receptor. The biological activity was tested in vivo and promising ligands were fluorinated at different positions to identify candidates for positron emission tomography (PET) imaging after [18F]-labelling. The radioligands shall enable the imaging of S1P1 receptor expression in vivo and thus may serve as novel imaging markers of S1P-related diseases.

NEW LIGANDS FOR TARGETING OF S1P RECEPTORS FOR IN VIVO IMAGING AND TREATMENT OF DISEASES

The present invention relates to novel compounds of formulae (I) and (II) which are useful in the prevention, treatment and diagnosis, in vivo diagnosis of diseases or disorders related to S1P receptors, in particular, in diseases which are connected to the regulatory function of sphingosine-1-phosphate (S1P) and its analogues, such as inflammation, pain, autoimmune diseases and cardiovascular diseases.

Pro-apoptotic activity of lipidic α-amino acids isolated from Protopalythoa variabilis

Lipidic α-amino acids (LAAs) have been described as non-natural amino acids with long saturated or unsaturated aliphatic chains. In the continuing prospect to discover anticancer agents from marine sources, we have obtained a mixture of two cytotoxic LAAs (1a and 1b) from the zoanthid Protopalythoa variabilis. The anti-proliferative potential of 14 synthetic LAAs and 1a/1b were evaluated on four tumor cell lines (HCT-8, SF-295, MDA-MB-435, and HL-60). Five of the synthetic LAAs showed high percentage of tumor cell inhibition, while 1a/1b completely inhibited tumor cell growth. Additionally, apoptotic effects of 1a/1b were studied on HL-60 cell line. 1a/1b-treated cells showed apoptosis morphology, loss of mitochondrial potential, and DNA fragmentation.