Colfosceril palmitate

Base Information

• Chemical Name: Colfosceril palmitate
• CAS No.: 63-89-8
• Deprecated CAS: 875249-75-5
• Molecular Formula: C40H80NO8P
• Molecular Weight: 734.051
• Hs Code.: 29232000
• European Community (EC) Number: 200-567-6
• UNII: 319X2NFW0A
• DSSTox Substance ID: DTXSID5046720
• Wikipedia: Dipalmitoylphosphatidylcholine,Colfosceril_palmitate
• Wikidata: Q5144764
• NCI Thesaurus Code: C47462
• RXCUI: 69782
• Metabolomics Workbench ID: 13381
• ChEMBL ID: CHEMBL1200737
• Mol file: 63-89-8.mol

Synonyms:1,2-dipalmitoyl-sn-glycero-3-phosphocholine;colfosceril palmitate

Chemical Property of Colfosceril palmitate

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 229-229.5 °C
• PSA: 121.00000
• LogP: 11.68200
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 13.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 40
• Exact Mass: 733.56215551
• Heavy Atom Count: 50
• Complexity: 826

Purity/Quality:

99%,98%, ^*data from raw suppliers

1,?2-?Dipalmitoyl-?sn-?glycero-?3-?phosphocholine(ColfoscerilPalmitate) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC
• Recent EU Clinical Trials: A Multinational, Multicenter, Masked, Randomized, Parallel Group, Controlled Study to Assess the Safety and Efficacy of Lucinactant for Inhalation versus nCPAP alone in Preterm Neonates 26 to 32 Weeks Gestational Age with Respiratory Distress Syndrome.
• Description: DPPC, also known as 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine, is a phospholipid containing the 16 carbon fatty acid/palmitic acid (16:0) at the sn-1 and sn-2 positions. It is commonly used in the generation of micelles, liposomes, and other types of artificial membranes. Due to the medium size of fatty acid chain, DLPC is used to form thinner membranes or lipid bilayers.
• Uses: 1,2-dipalmitoyl-sn-glycero-3-phosphocholine is a major phospholipid constituent and primary surface tension lowering component of natural lung surfactant. Colfosceril Palmitate is used as pulmonary surfactant and diagnostic aid (fetal lung maturity). 16:0 PC (DPPC) has been used in the generation of thymoquinone (TQ) liposomes, gold nanorods and calcium chloride encapsulated liposomes and bilayers for biophysical studies. 16:0 PC (DPPC) is suitable for use:in vesicle preparationas the main phospholipid component for all ultrasound contrast agents (UCA) formulationsas a component for microbubble preparationin the preparation of lipid bilayers

Technology Process of Colfosceril palmitate

There total 31 articles about Colfosceril palmitate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

sn-glycero-3-phosphocholine cadmium chloride complex + 1-hexadecylcarboxylic acid (57-10-3) → L-dipalmitoylphosphatidylcholine (63-89-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 40h; Inert atmosphere;

DOI:10.1071/CH12404

Reference yield: 83.0%

1-α-glycerophosphocholine cadmium chloride salt + 1-hexadecylcarboxylic acid (57-10-3) → L-dipalmitoylphosphatidylcholine (63-89-8)

Guidance literature:

1-α-glycerophosphocholine cadmium chloride salt; 1-hexadecylcarboxylic acid; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

In dichloromethane;

DOI:10.1016/j.steroids.2010.08.001

Reference yield: 80.3%

L-glycero-3-phosphorylcholine (28319-77-9,563-24-6) + 1-hexadecylcarboxylic acid (57-10-3) → L-dipalmitoylphosphatidylcholine (63-89-8)

Guidance literature:

With dmap; Hyflo Supre-Cel; dicyclohexyl-carbodiimide; In chloroform; at 30 ℃;

DOI:10.1016/j.chemphyslip.2005.06.001

upstream raw materials:

palmitic anhydride

1-palmitoyl-sn-glycero-3-phosphocholine

choline tosylate

triethylammonium 1,2-di-O-hexadecanoyl-sn-glycerol 3-hydrogenphosphonate

Downstream raw materials:

C₃₆H₇₀O₈P^(1-)*Na⁽¹⁺⁾

1-palmitoyl-2-linoleoyl-sn-glycero-3-phosphocholine

1-β-D-arabinofuranosylcytosine 5'-monophosphate-L-1,2-dipalmitin sodium salt

C₃₉H₇₆O₈P^(1-)*Na⁽¹⁺⁾

Refernces

• 1、 Ellis,Kong,Muthukumar. "Polyelectrolyte adsorption on heterogeneously charged surfaces". . p. 8723 - 8729. Retrieved 2000.
• 2、 -. "Preparation method of dipalmitoyl phosphatidylcholine". Paragraph 0008; 0021-0036. . Retrieved 2020/05/05.
• 3、 Niezgoda, Natalia,Mitula, Pawel,Kempinska, Katarzyna,Wietrzyk, Joanna,Wawrzenczyk, Czeslaw. "Synthesis of phosphatidylcholine with conjugated linoleic acid and studies on its cytotoxic activity". . p. 354 - 361. Retrieved 2013/05/22.