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294721

Sigma-Aldrich

7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

97%

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Synonym(s):
1,10-Dibenzyl-1,10-diaza-18-crown-6, N,N′-Dibenzyl-4,13-diaza-18-crown-6
Empirical Formula (Hill Notation):
C26H38N2O4
CAS Number:
69703-25-9
Molecular Weight:
442.59
Beilstein:
1044804
MDL number:
MFCD00010831
UNSPSC Code:
12352005
PubChem Substance ID:
24857732
NACRES:
NA.22

Assay

97%

form

solid

mp

80-83 °C (lit.)

SMILES string

C1COCCN(CCOCCOCCN(CCO1)Cc2ccccc2)Cc3ccccc3

InChI

1S/C26H38N2O4/c1-3-7-25(8-4-1)23-27-11-15-29-19-21-31-17-13-28(24-26-9-5-2-6-10-26)14-18-32-22-20-30-16-12-27/h1-10H,11-24H2

InChI key

WAHZGOBRKWVALN-UHFFFAOYSA-N

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Application

7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane can be used:
  • As a macrocycle that facilitates the modification of the electrode used in the estimation of riboflavin or vitamin B2 in food and pharmaceutical samples.
  • As an ionophore in the preparation of poly(vinyl chloride) membrane-based Zn2+ sensor applicable in the estimation of Zn in water and drug samples.
  • To prepare a modified graphite electrode, which is used in the detection of samarium in ores and industrial effluents.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Graphite Electrode Coated with a 7, 16-Dibenzyl-1, 4, 10, 13-tetraoxa-7, 16-diazacyclooctadecane-Multiwalled Carbon Nanotube Composite as Sensor For Detection of Samarium
Agrahari SK and Srivastava AK
Electroanalysis, 23(7), 1531-1535 (2011)
Zinc (II)-selective PVC membrane potentiometric sensor for analysis of Zn2+ in drug sample and different environmental samples
Isildak O, et al.
International Journal of Environmental Analytical Chemistry, 124(1), 1-11 (2019)
Behavior of riboflavin on plain carbon paste and aza macrocycles based chemically modified electrodes
Kotkar RM, et al.
Sensors and Actuators B, Chemical, 124(1), 90-98 (2007)
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-
Marko Marjanović et al.
Journal of medicinal chemistry, 50(5), 1007-1018 (2007-02-16)
The present paper demonstrates the antiproliferative ability and structure-activity relationships (SAR) of 14 crown and aza-crown ether analogues on five tumor-cell types. The most active compounds were di-tert-butyldicyclohexano-18-crown-6 (3), which exhibited cytotoxicity in the submicromolar range, and di-tert-butyldibenzo-18-crown-6 (5) (IC50

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