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295809

Sigma-Aldrich

1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane

≥96%

Synonym(s):

1,10-Diaza-18-crown-6

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About This Item

Empirical Formula (Hill Notation):
C12H26N2O4
CAS Number:
23978-55-4
Molecular Weight:
262.35
Beilstein/REAXYS Number:
609764
EC Number:
245-965-0
MDL number:
MFCD00005112
UNSPSC Code:
12352005
PubChem Substance ID:
24857813
NACRES:
NA.22

assay

≥96%

form

solid

mp

111-114 °C (lit.)

functional group

ether

SMILES string

C1COCCOCCNCCOCCOCCN1

InChI

1S/C12H26N2O4/c1-5-15-9-10-17-7-3-14-4-8-18-12-11-16-6-2-13-1/h13-14H,1-12H2

InChI key

NLMDJJTUQPXZFG-UHFFFAOYSA-N

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Application

1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane is a crown ether, which can be used:
  • In the spectroscopic studies of its complex-forming reaction with iodine.
  • To prepare the ligand 7,16-bis(5-t-butyl-2-hydroxybenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane.
  • As a ligand in the study of zirconium facilitated hydrolysis of a dipeptide at neutral pH.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBH3751
STBF7412V
STBD8281V
STBC4446V
S69180V

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Spectroscopic studies of the reaction of iodine with the mixed oxygen-nitrogen cyclic base 1, 4, 10, 13-tetraoxa-7, 16-diazacyclooctadecane
Nour E
Spectrochimica Acta Part A: Molecular Spectroscopy, 47(6), 743-747 (1991)
Tuning Zr (IV)-assisted peptide hydrolysis at near-neutral pH
Kassai M and Grant KB
Inorganic Chemistry Communications, 11(5), 521-525 (2008)
Syntheses and crystal structures of copper complexes of 7, 16-bis (5-t-butyl-2-hydroxybenzyl)-1, 4, 10, 13-tetraoxa-7, 16-diazacyclooctadecane
Ma S, et al.
Polyhedron, 22(25-26), 3249-3253 (2003)
L P Varga et al.
International journal of radiation biology, 66(4), 399-405 (1994-10-01)
To date, there has been no effective therapy to counter incorporated radionuclides of strontium. In an endeavour to solve this problem, we have synthesized and evaluated various N,N'-disubstituted derivatives of 1,4,10,13-tetraoxa-7,16-diaza-cyclooctadecane(crypt and 2.2) for their ability to mobilize 85Sr2+. These
Fran Supek et al.
European journal of medicinal chemistry, 46(8), 3444-3454 (2011-06-02)
18-crown-6 ethers are known to exert their biological activity by transporting K(+) ions across cell membranes. Using non-linear Support Vector Machines regression, we searched for structural features that influence antiproliferative activity in a diverse set of 19 known oxa-, monoaza-

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