C5515
18-Crown-6
Synonym(s):
1,4,7,10,13,16-Hexaoxacyclooctadecane
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About This Item
Empirical Formula (Hill Notation):
C12H24O6
CAS Number:
Molecular Weight:
264.32
EC Number:
241-473-5
UNSPSC Code:
12350000
MDL number:
Beilstein/REAXYS Number:
1619616
InChI
1S/C12H24O6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h1-12H2
InChI key
XEZNGIUYQVAUSS-UHFFFAOYSA-N
SMILES string
O1CCOCCOCCOCCOCCOCC1
mp
42-45 °C (lit.)
storage temp.
2-8°C
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Application
Can be useful as phase-transfer catalysts.
Other Notes
Macrocyclic polyethers with repeating (-CH2CH2O) units. The compounds are ionophoric (form stable complexes with cations).
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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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