2-Methoxyethanol, or methyl cellosolve, is an organic compound with formula C3H8O2 that is used mainly as a solvent. It is a clear, colorless liquid with an ether-like odor. It is in a class of solvents known as glycol ethers which are notable for their ability to dissolve a variety of different types of chemical compounds and for their miscibility with water and other solvents. It can be formed by the nucleophilic attack of methanol on protonated ethylene oxide followed by proton transfer:
C2H5O+ + CH3OH → C3H8O2 + H+
2-Methoxyethanol is used as a solvent for many different purposes such as varnishes, dyes, and resins. It is also used as an additive in airplane deicing solutions. In organometallic chemistry it is commonly used for the synthesis of Vaska's complex and related compounds such as carbonylchlorohydridotris(triphenylphosphine)ruthenium (II). During these reactions the alcohol acts as a source of hydride and carbon monoxide.
2-Methoxyethanol is toxic to the bone marrow and testicles. Workers exposed to high levels are at risk for granulocytopenia, macrocytic anemia, oligospermia, and azoospermia.
The methoxyethanol is converted by alcohol dehydrogenase into methoxyacetic acid which is the substance which causes the harmful effects. Both ethanol and acetate have a protecting effect. The methoxyacetate can enter the Krebs cycle where it forms methoxycitrate. |
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InChI=1S/C21H16ClF3N4O3/c1- 26- 19(30) 18- 11- 15(8- 9- 27- 18) 32- 14- 5- 2- 12(3- 6- 14) 28- 20(31) 29- 13- 4- 7- 17(22) 16(10- 13) 21(23,24) 25/h2- 11H,1H3,(H,26,30) (H2,28,29,31) |
MLDQJTXFUGDVEO-UHFFFAOYSA-N |
C1(=C(C=C(C=C1)NC(NC2=CC=C(C=C2)OC3=CC=NC(=C3)C(NC)=O)=O)C(F)(F)F)Cl |
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EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor
An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of non-specific serine/threonine protein kinase (EC 2.7.11.1), a kinase enzyme involved in phosphorylation of hydroxy group of serine or threonine.
tyrosine kinase inhibitor
Any protein kinase inhibitor that interferes with the action of tyrosine kinase.
anticoronaviral agent
Any antiviral agent which inhibits the activity of coronaviruses.
ferroptosis inducer
Any substance that induces or promotes ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
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antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
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View more via ChEBI Ontology
4- [4- ({[4- chloro- 3- (trifluoromethyl)phenyl]carbamoyl}amino)phenoxy]- N- methylpyridine- 2- carboxamide
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sorafenib
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WHO MedNet
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sorafénib
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WHO MedNet
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sorafenib
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WHO MedNet
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sorafenibum
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WHO MedNet
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4- (4- ((((4- Chloro- 3- (trifluoromethyl)phenyl)amino)carbonyl)amino)phenoxy)- N- methyl- 2- pyridinecarboxamide
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ChemIDplus
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N- (4- Chloro- 3- (trifluoromethyl)phenyl)- N'- (4- (2- (N- methylcarbamoyl)- 4- pyridyloxy)phenyl)urea
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ChemIDplus
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2459
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DrugCentral
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BAX
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PDBeChem
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D08524
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KEGG DRUG
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DB00398
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DrugBank
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LSM-1008
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LINCS
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Sorafenib
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Wikipedia
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View more database links |
284461-73-0
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CAS Registry Number
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ChemIDplus
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18520294
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PubMed citation
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Europe PMC
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19568496
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PubMed citation
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Europe PMC
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19633425
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PubMed citation
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Europe PMC
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19821497
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PubMed citation
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Europe PMC
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36029544
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PubMed citation
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Europe PMC
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