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2-{2-[2-(2-Mercaptoethoxy)ethoxy]ethoxy}ethanol

Name: 2-{2-[2-(2-Mercaptoethoxy)ethoxy]ethoxy}ethanol
Brand: ALDRICH

97%

Synonym(s):

MEEE, 1-Mercapto-11-hydroxy-3,6,9-trioxaundecane

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About This Item

Empirical Formula (Hill Notation):

C₈H₁₈O₄S

Molecular Weight:

210.29

NACRES:

NA.22

PubChem Substance ID:

329767336

UNSPSC Code:

12352200

MDL number:

MFCD22574773

Assay:

97%

Form:

liquid

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Properties

Quality Segment

100

assay

97%

form

liquid

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.481

density

1.098 g/mL at 25 °C

SMILES string

OCCOCCOCCOCCS

InChI

1S/C8H18O4S/c9-1-2-10-3-4-11-5-6-12-7-8-13/h9,13H,1-8H2

InChI key

GKKYNULPAQDGHI-UHFFFAOYSA-N

Description

Application

2-{2-[2-(2-Mercaptoethoxy)ethoxy]ethoxy}ethanol may be used in the synthesis of 2-(2-(2-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)ethoxy)ethoxy)ethanol, an nitrobenzoxadiazole (NBD) analog of the anticancer agent 6-((7-nitrobenzo[c][1,2,5]oxadiazol-4-yl)thio)hexan-1-ol (NBDHEX). This analog is a potent glutathione S-transferase (GST) and a potential therapeutic antimelanoma agent with enhanced water solubility and antitumor efficacy when compared to NBDHEX in a study.

Oligo-ehtylene glycol of peptides and small molecules (PEGylation)
PEG-disulfide formation
ultra-thin protein-resistant monolayers
Densely packed monolayer and a flexible-hydrophilic oligo ethylene glycol arm for avoiding non-specific adsorption

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This Item	17758	712523	712515
Sigma-Aldrich 767751 2-{2-[2-(2-Mercaptoethoxy)ethoxy]ethoxy}ethanol	Sigma-Aldrich 17758 11-Azido-3,6,9-trioxaundecan-1-amine	Sigma-Aldrich 712523 O-(3-Carboxypropyl)-O′-[2-(3-mercaptopropionylamino)ethyl]-polyethylene glycol	Sigma-Aldrich 712515 O-(3-Carboxypropyl)-O′-[2-(3-mercaptopropionylamino)ethyl]-polyethylene glycol
description 97%	description technical, ≥90% (GC)	description M_w 5000	description M_w 3000
assay 97%	assay ≥90% (GC)	assay -	assay -
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 100
reaction suitability reagent type: cross-linking reagent	reaction suitability reagent type: cross-linking reagent, reaction type: click chemistry	reaction suitability reagent type: cross-linking reagent	reaction suitability reagent type: cross-linking reagent
density 1.098 g/mL at 25 °C	density 1.10 g/mL at 20 °C (lit.)	density -	density -
refractive index n20/D 1.481	refractive index n20/D 1.470	refractive index -	refractive index -
form liquid	form liquid	form lumps	form powder

pictograms

GHS06,GHS05

signalword

Danger

hcodes

H301,H314

pcodes

P270 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Acute Tox. 3 Oral - Skin Corr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

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