5681-36-7

Basic information

• Product Name: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOETHANOLAMINE
• Synonyms: RAC-1,2-DIPALMITOYL-GLYCERO-3-PHOSPHOETHANOLAMINE;RAC-PHOSPHATIDYL-ETHANOLAMINE, 1,2-DIPALMITOYL;1,2-DIPALMITOYL-RAC-GLYCERO-3-PHOSPHOETHANOLAMINE;1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOETHANOLAMINE;BETA, GAMMA-DIPALMITOYL-DL-ALPHA-CEPHALIN;DL-BETA,GAMMA-DIPALMITOYL-ALPHA-CEPHALIN;DL-ALPHA-CEPHALIN (DIPALMITOYL);DL-ALPHA-PHOSPHATIDYLETHANOLAMINE, DIPALMITOYL
• CAS NO: 5681-36-7
• Molecular Formula: C₃₇H₇₄NO₈P
• Molecular Weight: 691.96
• EINECS: 227-142-8
• Mol File: 5681-36-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• Solubility: Chloroform (Slightly, Heated)
• BRN: 1730602
• CAS DataBase Reference: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOETHANOLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOETHANOLAMINE(5681-36-7)
• EPA Substance Registry System: 1,2-DIHEXADECANOYL-RAC-GLYCERO-3-PHOSPHOETHANOLAMINE(5681-36-7)

Safety Data

• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 5681-36-7(Hazardous Substances Data)

Usage

Uses

1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine is a long chain fatty acid, acting as a luminescence marker. Is used in enhancing radiotherapy for cancer treatment.

InChI:InChI=1/C37H74NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-36(39)43-33-35(34-45-47(41,42)44-32-31-38)46-37(40)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h35H,3-34,38H2,1-2H3,(H,41,42)

Upstream product

• 26849-38-7 phosphoric acid-(2,3-bis-palmitoyloxy-propyl ester)-(2-phthalimido-ethyl ester) 
• 107117-99-7 DL-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeurebenzylester-<2-tritylamino-ethylester>-Na-Salz 
• 623-65-4 palmitic anhydride 
• 19971-21-2 Silver Benzyl 2,3-Di-O-palmitoyl-D,L-glycerol 1-Phosphate 
• 19805-08-4 D,L-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeure-<2-tritylamino-ethylester>-benzylester 

Downstream Products

• 94483-00-8 Hexadecanoic acid 1-hexadecanoyloxymethyl-2-{hydroxy-[2-(trityl-amino)-ethoxy]-phosphoryloxy}-ethyl ester 
• 94451-70-4 Hexadecanoic acid 2-{(2-amino-ethoxy)-[2-(4-bromo-phenyl)-2-oxo-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 
• 94451-73-7 Hexadecanoic acid 2-{(2-amino-ethoxy)-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 
• 94472-25-0 Hexadecanoic acid 2-[[2-(4-bromo-phenyl)-2-oxo-ethoxy]-(2-tert-butoxycarbonylamino-ethoxy)-phosphoryloxy]-1-hexadecanoyloxymethyl-ethyl ester 
• 102932-38-7 Hexadecanoic acid 2-{(2-tert-butoxycarbonylamino-ethoxy)-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 
• 94451-77-1 Hexadecanoic acid 2-{[2-(4-bromo-phenyl)-2-oxo-ethoxy]-[2-(3-carboxy-propionylamino)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 
• 94451-76-0 (2R,4S)-2-((R)-{2-[(2,3-Bis-hexadecanoyloxy-propoxy)-hydroxy-phosphoryloxy]-ethylcarbamoyl}-phenylacetylamino-methyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid 
• 94451-72-6 Hexadecanoic acid 2-{[2-(4-bromo-phenyl)-2-oxo-ethoxy]-[2-(trityl-amino)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 
• 94451-71-5 Hexadecanoic acid 1-hexadecanoyloxymethyl-2-{[2-(4-nitro-phenyl)-ethoxy]-[2-(trityl-amino)-ethoxy]-phosphoryloxy}-ethyl ester 
• 94491-16-4 Hexadecanoic acid 2-{[2-(3-{(S)-1-carboxy-2-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]-ethylcarbamoyl}-propionylamino)-ethoxy]-hydroxy-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 
• 94451-74-8 (2R,4S)-2-[(R)-(2-{(2,3-Bis-hexadecanoyloxy-propoxy)-[2-(4-bromo-phenyl)-2-oxo-ethoxy]-phosphoryloxy}-ethylcarbamoyl)-phenylacetylamino-methyl]-5,5-dimethyl-thiazolidine-4-carboxylic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester 
• 94451-75-9 (2R,4S)-2-[(R)-(2-{(2,3-Bis-hexadecanoyloxy-propoxy)-[2-(4-nitro-phenyl)-ethoxy]-phosphoryloxy}-ethylcarbamoyl)-phenylacetylamino-methyl]-5,5-dimethyl-thiazolidine-4-carboxylic acid 2-(4-bromo-phenyl)-2-oxo-ethyl ester 
• 94451-78-2 Hexadecanoic acid 2-{[2-(4-bromo-phenyl)-2-oxo-ethoxy]-[2-(3-{(S)-1-carboxy-2-[4-(4-hydroxy-3,5-diiodo-phenoxy)-3,5-diiodo-phenyl]-ethylcarbamoyl}-propionylamino)-ethoxy]-phosphoryloxy}-1-hexadecanoyloxymethyl-ethyl ester 

Relevant articles and documents

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The invention discloses a novel lung intelligent drug release system which comprises a targeted structure and a polypeptide adaptor, wherein the targeted structure is multivalent long-chain fatty acylphospholipid capable of being subjected to specific identification by a lung epithelial cell surface receptor SP-A; the polypeptide adaptor is used for connecting a drug with the targeted structure and is a polypeptide chain which can be specially hydrolyzed by specific protease; and the specific protease is expressed a lot only when lung cells have pathological features. According to the invention, the long-chain fatty acyl phospholipid is used as a specifically identified group so as to mediate cells to generate endocytosis, macromolecules in nucleic acid drugs or polypeptide drugs, which are difficult to pass through cell membranes, can be transferred into cells, and polypeptide which can be hydrolyzed by the specific protease expressed a lot at lung lesion sites is combined and used as the adaptor, so that the novel drug release system can enter lung cells in a targeted mode and intelligently identify the lung lesion sites to release the drug.

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The synthesis of phospholipids. I. Phosphatidyl and lysophosphatidyl ethanolamines.

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