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polar aprotic solvent

A solvent with a comparatively high relative permittivity (or dielectric constant), greater than ca. 15, and a sizable permanent dipole moment, that cannot donate suitably labile hydrogen atoms to form strong hydrogen bonds.

ChEBI ID: 48358

Members (17)

MemberDefinitionClass
2-nitropropaneA secondary nitroalkane that is propane in which a hydrogen at position 2 has been replaced by a nitro group. Mainly used as a solvent (b.p. 120degreeC).2-nitropropane
acetoneA methyl ketone that consists of propane bearing an oxo group at C2.acetone
acetonitrileA nitrile that is hydrogen cyanide in which the hydrogen has been replaced by a methyl group.acetonitrile
acrylonitrileA nitrile that is hydrogen cyanide in which the hydrogen has been replaced by an ethenyl group.acrylonitrile
dimethyl sulfoxideA 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.dimethyl sulfoxide
dimethylformamideA member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.N,N-dimethylformamide
ethyl acetateThe acetate ester formed between acetic acid and ethanol.ethyl acetate
isobutyronitrileAn aliphatic nitrile that is acetonitrile in which two of the hydrogens have been replaced by methyl groups.isobutyronitrile
methyl acetateAn acetate ester resulting from the formal condensation of acetic acid with methanol. A low-boiling (57 degreeC) colourless, flammable liquid, it is used as a solvent for many resins and oils.methyl acetate
methyl formateA formate ester resulting from the formal condensation of formic acid with methanol. A low-boiling (31.5 degreeC) colourless, flammable liquid, it has been used as a fumigant and larvicide for tobacco and food crops.methyl formate
methylene chlorideA member of the class of chloromethanes that is methane in which two of the hydrogens have been replaced by chlorine. A dense, non-flammible colourless liquid at room temperature (b.p. 40degreeC, d = 1.33) which is immiscible with water, it is widely used as a solvent, a paint stripper, and for the removal of caffeine from coffee and tea.dichloromethane
methylethyl ketoneA dialkyl ketone that is a four-carbon ketone carrying a single keto- group at position C-2.butan-2-one
n-methylpyrrolidoneA member of the class of pyrrolidine-2-ones that is pyrrolidin-2-one in which the hydrogen attached to the nitrogen is replaced by a methyl group.N-methylpyrrolidin-2-one
nitromethaneA primary nitroalkane that is methane in which one of the hydrogens is replace by a nitro group. A polar solvent (b.p. 101 degreeC), it is an important starting material in organic synthesis. It is also used as a fuel for rockets and radio-controlled models.nitromethane
propionitrileA nitrile that is acrylonitrile in which the carbon-carbon double bond has been reduced to a single bond.propionitrile
sulfolaneA member of the class of tetrahydrothiophenes that is tetrahydrothiophene in which the sulfur has been oxidised to give the corresponding sulfone. A colourless, high-boiling (285degreeC) liquid that is miscible with both water and hydrocarbons, it is used as an industrial solvent, particularly for the purification of hydrocarbon mixtures by liquid-vapour extraction.sulfolane
tetrahydrofuranA cyclic ether that is butane in which one hydrogen from each methyl group is substituted by an oxygen.oxolane

Research

Studies (33,785)

TimeframeStudies, Drugs with This Role(%)All Drugs %
pre-199010,669 (31.58)18.7374
1990's4,744 (14.04)18.2507
2000's7,145 (21.15)29.6817
2010's8,866 (26.24)24.3611
2020's2,361 (6.99)2.80

Study Types

Publication TypeStudies, Drugs with this Role (%)All Drugs (%)
Trials485 (1.30%)5.53%
Reviews821 (2.19%)6.00%
Case Studies812 (2.17%)4.05%
Observational7 (0.02%)0.25%
Other35,281 (94.32%)84.16%

Protein Targets (48)

Potency Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
acetylcholinesteraseHomo sapiens (human)Potency17.945812
activating transcription factor 6Homo sapiens (human)Potency24.361312
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency29.921217
AR proteinHomo sapiens (human)Potency27.058511
Ataxin-2Homo sapiens (human)Potency68.938511
ATPase family AAA domain-containing protein 5Homo sapiens (human)Potency68.938511
Cellular tumor antigen p53Homo sapiens (human)Potency35.864013
Chain A, CruzipainTrypanosoma cruziPotency39.810711
Chain A, HADH2 proteinHomo sapiens (human)Potency35.716822
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency56.234111
Chain B, HADH2 proteinHomo sapiens (human)Potency35.716822
estrogen nuclear receptor alphaHomo sapiens (human)Potency31.584947
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency50.191811
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency38.659913
farnesoid X nuclear receptorHomo sapiens (human)Potency27.522311
GLI family zinc finger 3Homo sapiens (human)Potency33.317625
glp-1 receptor, partialHomo sapiens (human)Potency3.548111
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency5.928823
heat shock protein beta-1Homo sapiens (human)Potency4.029122
Inositol monophosphatase 1Rattus norvegicus (Norway rat)Potency6.309611
lamin isoform A-delta10Homo sapiens (human)Potency0.120612
lethal factor (plasmid)Bacillus anthracis str. A2012Potency31.622811
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency43.371037
nuclear receptor subfamily 1, group I, member 3Homo sapiens (human)Potency61.411633
peroxisome proliferator activated receptor gammaHomo sapiens (human)Potency58.431011
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency25.118911
pregnane X nuclear receptorHomo sapiens (human)Potency63.187811
pregnane X receptorRattus norvegicus (Norway rat)Potency84.279012
progesterone receptorHomo sapiens (human)Potency24.138711
RAR-related orphan receptor gammaMus musculus (house mouse)Potency9.036313
retinoic acid nuclear receptor alpha variant 1Homo sapiens (human)Potency33.2427212
retinoid X nuclear receptor alphaHomo sapiens (human)Potency3,333.811636
TDP1 proteinHomo sapiens (human)Potency18.079622
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency33.065635
thyroid stimulating hormone receptorHomo sapiens (human)Potency19.212338
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency0.013811

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
Beta-2 adrenergic receptorCavia porcellus (domestic guinea pig)IC5010.000011
Bromodomain adjacent to zinc finger domain protein 2BHomo sapiens (human)IC5034,000.000011
Bromodomain-containing protein 4Homo sapiens (human)IC502,660.000011
Cannabinoid receptor 1Rattus norvegicus (Norway rat)IC5034,000.000012
Cereblon isoform 4Magnetospirillum gryphiswaldenseIC5020.800011
Cereblon isoform 4Magnetospirillum gryphiswaldenseKi5,570.233333
Choline O-acetyltransferase Rattus norvegicus (Norway rat)Ki25,000.000011
CREB-binding proteinHomo sapiens (human)IC502,300.000011
Procathepsin LHomo sapiens (human)IC5010.000011
Protein cereblonHomo sapiens (human)IC50264.000011
Protein cereblonHomo sapiens (human)Ki68,568.500022

Activation Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
Insulin-like growth factor-binding protein 5Homo sapiens (human)Kd696,000.000077

Other Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)Drugs
Nuclear factor erythroid 2-related factor 2Homo sapiens (human)Activity1.508055