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Merck
CN

394580

肉豆蔻酸酐

95%

别名:

十四烷酸酐

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线性分子式:
[CH3(CH2)12CO]2O
化学文摘社编号:
分子量:
438.73
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-941-0
MDL number:
Assay:
95%
Form:
solid
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InChI key

RCRYHUPTBJZEQS-UHFFFAOYSA-N

InChI

1S/C28H54O3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27(29)31-28(30)26-24-22-20-18-16-14-12-10-8-6-4-2/h3-26H2,1-2H3

SMILES string

CCCCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCCCC

assay

95%

form

solid

mp

53-55 °C (lit.)

functional group

anhydride, ester

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General description

Myristic anhydride is an anhydride of myristic acid. Its synthesis by reacting myristoyl chloride with acetic anhydride has been reported. It participates in the synthesis of fatty acyl derivatives of macrocyclic peptides.

Application

Myristic anhydride may be used in the following studies:
  • As a reactant to synthesize cholesteryl myristate by reacting with cholesterol.
  • As a reactant in the synthesis of 1,2-dimyristoyl-sn-glycero-3-phosphocholine by acylating sn-glycero-3-phosphocholine.
  • As a reagent in the synthesis of 3-(bis-{2-(tert-butyldimethylsilyloxy)ethyl}amino)propane-1,2-diol, an intermediate of cationic lipid.
  • As a reactant to synthesize neryl myristate by reacting with nerol.
  • As a reagent to synthesize myristoylated t-butylglutamic acid by myristoylation of γ-tert-butoxy-glutamic acid.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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分析证书(COA)

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Michael H Nantz et al.
Molecular pharmaceutics, 7(3), 786-794 (2010-03-18)
We, and others, have observed that the structure of cationic lipids appears to have a significant effect on the transfection efficacy of optimized nucleic acid/cationic lipid complexes (lipoplexes) used for in vitro and in vivo gene delivery and expression. Although
Reactions of fatty acid chlorides. I. Preparation of fatty acid anhydrides.
Sonntag NOV, et al.
Journal of the American Oil Chemists' Society, 31(4), 151-157 (1954)
Bhupender S Chhikara et al.
Tetrahedron letters, 53(39), 5335-5337 (2012-11-24)
Designing microbicidal gels of anti-HIV drugs for local application to prevent HIV infection is a subject of major interest. 3'-Fluoro-3'-deoxythymidine (FLT), a nucleoside reverse transcriptase inhibitor (NRTI), was conjugated with a N-myristoyl glutamate scaffold. The conjugate showed gelation at 1%
Synthesis of saturated, unsaturated, spin-labeled, and fluorescent cholesteryl esters: Acylation of cholesterol using fatty acid anhydride and 4-pyrrolidinopyridine.
Patel KM, et al.
Lipids, 14(9), 816-818 (1979)
K M Patel et al.
Journal of lipid research, 20(5), 674-677 (1979-07-01)
A high-yield synthesis of saturated, unsaturated, and short chain phosphatidylcholines from sn-glycero-3-phosphocholine is described. The procedure offers advantages over other reported procedures for the synthesis of phosphatidylcholine in that the large-scale synthesis and purification can be achieved in a minimum

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