Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

294721

Sigma-Aldrich

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

97%

Synonym(s):

1,10-Dibenzyl-1,10-diaza-18-crown-6, N,N′-Dibenzyl-4,13-diaza-18-crown-6

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Looking for similar products? Visit Product Comparison Guide

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

294721-5G:
294721-VAR:
294721-BULK:
294721-1G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
04822BW
14703MQ
11614KY
07107BZ
04920DZ

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 3

1 of 3

Hexacyclen ≥97.0% (NT)

Sigma-Aldrich

52045

Hexacyclen

1-Aza-18-crown-6 ≥98.0% (NT)

Sigma-Aldrich

11382

1-Aza-18-crown-6

Kryptofix® 222 for synthesis

Sigma-Aldrich

8.10647

Kryptofix® 222

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service