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Merck
CN

320684

3,3′-Diethyloxacarbocyanine iodide

98%

Synonym(s):

3-Ethyl-2-[3-(3-ethyl-2(3H)-benzoxazolylidene)-1-propenyl]benzoxazolium iodide, DOC Iodide, DiOC2(3)

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About This Item

Empirical Formula (Hill Notation):
C21H21IN2O2
CAS Number:
905-96-4
Molecular Weight:
460.31
NACRES:
NA.23
PubChem Substance ID:
57648658
UNSPSC Code:
12352103
EC Number:
212-996-6
MDL number:
MFCD00011952

Key Documents

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Product Name

3,3′-Diethyloxacarbocyanine iodide, 98%

InChI key

FIZZUEJIOKEFFZ-UHFFFAOYSA-M

InChI

1S/C21H21N2O2.HI/c1-3-22-16-10-5-7-12-18(16)24-20(22)14-9-15-21-23(4-2)17-11-6-8-13-19(17)25-21;/h5-15H,3-4H2,1-2H3;1H/q+1;/p-1

SMILES string

[I-].CCN1\C(Oc2ccccc12)=C\C=C\c3oc4ccccc4[n+]3CC

assay

98%

form

solid

mp

278 °C (dec.) (lit.)

λmax

483 nm

Quality Level

100

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Application

DiOC may be used as a conjugate for labelling cells for cytofluorometry studies . It may also be used in the imaging of carbon nanotubes(CNTs) using fluorescence microscopy. Staining of spermatozoa can potentially be done by DiOC which can be used in flow cytometric measurement and viability assay.

General description

3,3′-Diethyloxacarbocyanine iodide(DiOC) is a cyanine based dye which is used in the photosensitization of mitochondria and endoplastic recticulum in animals and plant cells.

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBR7742
SHBM9483
SHBM8824
SHBM6153
MKCD8585

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Photosensitization by 3, 3?-dihexyloxacarbocyanine iodide: specific disruption of microtubules and inactivation of organelle motility.
Lee C, et al.
Cancer Research, 55(10), 2063-2069 (1995)
Sheng-Chieh Wang et al.
International journal of molecular sciences, 21(17) (2020-09-10)
The sensitizing effect of chromone-derived compounds on UVC-induced proliferation inhibition has not been comprehensively investigated so far. The subject of this study was to examine the proliferation change of oral cancer cells while using the combined treatment of UVC (254
Lijun Yang et al.
Journal of controlled release : official journal of the Controlled Release Society, 324, 354-365 (2020-05-27)
With the emergence of drug-resistant bacteria, conventional antibiotics are becoming increasingly ineffective for the treatment of bacterial infections. Nanomaterial-modified antibiotics, denoted as "nanoantibiotics", can usually circumvent most of the shortcomings of conventional antibiotics, thus improving antibacterial activities. Here, we developed
Visualization of individual carbon nanotubes with fluorescence microscopy using conventional fluorophores.
Prakash R, et al.
Applied Physics Letters, 83(6), 1219-1221 (2003)
Picosecond flash photolysis and spectroscopy: 3,3?-diethyloxadicarbocyanine iodide (DODCI)
Magde D and Windsor MW
Chemical Physics Letters, 27(1), 31-36 (1974)
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