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128-53-0 molecular structure
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1-ethyl-2,5-dihydro-1H-pyrrole-2,5-dione

ChemBase ID: 2676
Molecular Formular: C6H7NO2
Molecular Mass: 125.12528
Monoisotopic Mass: 125.04767847
SMILES and InChIs

SMILES:
CCN1C(=O)C=CC1=O
Canonical SMILES:
CCN1C(=O)C=CC1=O
InChI:
InChI=1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3
InChIKey:
HDFGOPSGAURCEO-UHFFFAOYSA-N

Cite this record

CBID:2676 http://www.chembase.cn/molecule-2676.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-ethyl-2,5-dihydro-1H-pyrrole-2,5-dione
IUPAC Traditional name
N-ethylmaleimide
Synonyms
1-Ethyl-1H-pyrrole-2,5-dione
Maleic Acid N-Ethylimide
NSC 7638
N-Ethyl Maleimide
N-Ethylmaleimide
NEM
Maleic Acid-N-Ethylimide
USAF B-121
N-Ethylmaleimide
Ethylmaleimide
N-乙基马来酰亚胺
CAS Number
128-53-0
EC Number
204-892-4
MDL Number
MFCD00005509
Beilstein Number
112448
Merck Index
143822
PubChem SID
160966125
24278420
46509138
24845706
24894398
PubChem CID
4362
CHEBI ID
44485
CHEMBL
8211
Chemspider ID
4209
DrugBank ID
DB02967
KEGG ID
C02441
Unique Ingredient Identifier
O3C74ACM9V
Wikipedia Title
N-Ethylmaleimide

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) -0.055418905  LogD (pH = 7.4) -0.055418905 
Log P -0.055418905  Molar Refractivity 32.9967 cm3
Polarizability 12.134697 Å3 Polar Surface Area 37.38 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Log P 0.02  LOG S 0.31 
Solubility (Water) 2.54e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
95% ethanol: soluble50 mg/mL, clear to slightly hazy (colorless to faint yellow) expand Show data source
Apperance
crystalline expand Show data source
Crystalline expand Show data source
Melting Point
43-46 °C expand Show data source
43-46 °C(lit.) expand Show data source
43-46°C expand Show data source
43-46°C expand Show data source
Boiling Point
209-211°C expand Show data source
210 °C(lit.) expand Show data source
210°C expand Show data source
Flash Point
163.4 °F expand Show data source
73 °C expand Show data source
73.3°C expand Show data source
73°C(163°F) expand Show data source
Storage Condition
2-8°C, Store Under Nitrogen expand Show data source
RTECS
UX9625000 expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
Flammable Flammable (F) expand Show data source
Highly toxic Highly toxic (T+) expand Show data source
UN Number
2923 expand Show data source
2928 expand Show data source
UN2928 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
8 expand Show data source
Packing Group
2 expand Show data source
II expand Show data source
Australian Hazchem
2X expand Show data source
Risk Statements
21-28-34-43 expand Show data source
R:10-28-34 expand Show data source
Safety Statements
20-26-28-36/37/39-45 expand Show data source
26-28-36/37/39-45 expand Show data source
S:16-20-26-27/28-36/37/39-46 expand Show data source
EU Classification
CT2 expand Show data source
EU Hazard Identification Number
8A expand Show data source
Emergency Response Guidebook(ERG) Number
154 expand Show data source
TSCA Listed
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H300-H311-H314-H317 expand Show data source
H300-H311-H317-H314-H318 expand Show data source
GHS Precautionary statements
P260-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A expand Show data source
P264-P280-P301 + P310-P305 + P351 + P338-P310 expand Show data source
P280-P305+P351+P338-P302+P352-P309-P310 expand Show data source
Personal Protective Equipment
Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges expand Show data source
RID/ADR
UN 2928 6.1/PG 2 expand Show data source
Storage Temperature
2-8°C expand Show data source
Gene Information
human ... KCNQ2(3785), KCNQ4(9132), KCNQ5(56479), SLC6A3(6531), SLC6A4(6532) expand Show data source
human ... SLC6A3(6531), SLC6A4(6532) expand Show data source
Purity
≥99% expand Show data source
≥98% (HPLC) expand Show data source
≥99.0% (HPLC) expand Show data source
97-98% expand Show data source
98+% expand Show data source
99+% expand Show data source
Grade
purum p.a. expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
Ignition Residue
≤0.05% expand Show data source
≤0.1% expand Show data source
Impurities
≤0.001% Phosphorus (P) expand Show data source
≤0.1% Insoluble matter expand Show data source
Cation Traces
Al: ≤0.0005% expand Show data source
Ca: ≤0.0005% expand Show data source
Ca: ≤50 mg/kg expand Show data source
Cd: ≤50 mg/kg expand Show data source
Co: ≤50 mg/kg expand Show data source
Cu: ≤0.0005% expand Show data source
Cu: ≤50 mg/kg expand Show data source
Fe: ≤0.0005% expand Show data source
Fe: ≤50 mg/kg expand Show data source
K: ≤0.005% expand Show data source
K: ≤100 mg/kg expand Show data source
Mg: ≤0.0005% expand Show data source
Na: ≤0.005% expand Show data source
Na: ≤100 mg/kg expand Show data source
Ni: ≤50 mg/kg expand Show data source
Pb: ≤0.001% expand Show data source
Pb: ≤50 mg/kg expand Show data source
Zn: ≤0.0005% expand Show data source
Zn: ≤50 mg/kg expand Show data source
Antion Traces
chloride (Cl-): ≤0.05% expand Show data source
chloride (Cl-): ≤50 mg/kg expand Show data source
sulfate (SO42-): ≤0.05% expand Show data source
sulfate (SO42-): ≤100 mg/kg expand Show data source
Quality Level
PREMIUM expand Show data source
Empirical Formula (Hill Notation)
C6H7NO2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02195176 external link
Crystalline
Purity: 99+%
N-Protecting reagent. Also reacts specifically with sulfhydryl groups and can be used to determine such groups in peptides and proteins.
MP Biomedicals - 02190204 external link
Crystalline
Purity: 97-98%
DrugBank - DB02967 external link
Item Information
Drug Groups experimental
Description A sulfhydryl reagent that is widely used in experimental biochemical studies. [PubChem]
Sigma Aldrich - 04260 external link
Application
Reagent for the covalent modification of cysteine residues in proteins.
Biochem/physiol Actions
Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.
Sulfhydryl alkylating agent that inactivates NADP-dependent isocitrate dehydrogenase and many endonucleases.
Sigma Aldrich - E3876 external link
Application
用于共价修饰蛋白质的半胱氨酸残基的试剂。
Biochem/physiol Actions
使 NADP 依赖性异柠檬酸脱氢酶和许多核酸内切酶失活的巯基烷化剂。
增强来自交感神经元的原生 M 通道的电流,并作为 KCNQ2、KCNQ4 和 KCNQ5 通道的开放剂。
Preparation Note
NEM 以 50mg/ml 的浓度溶于乙醇可得到透明的溶液。NEM 可溶于水(在 4ml 水中的溶解量 >50mg);然而,水溶液却不稳定。水解速率为假一级,并显著依赖于 pH 值。
Sigma Aldrich - E1271 external link
Application
用于共价修饰蛋白质的半胱氨酸残基的试剂。
Biochem/physiol Actions
使 NADP 依赖性异柠檬酸脱氢酶和许多核酸内切酶失活的巯基烷化剂。
增强来自交感神经元的原生 M 通道的电流,并作为 KCNQ2、KCNQ4 和 KCNQ5 通道的开放剂。
Toronto Research Chemicals - E817900 external link
Reagent for the covalent modification of cysteine residues in proteins.NEM gives a clear solution in ethanol at 50 mg/ml. NEM dissolves in water (>50 mg in 4 ml); however, aqueous solutions are unstable. The rate of hydrolysis is pseudo-first order and si

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Sheehan, M., et al.: J. Cell Biol., 106, 1 (1988)
  • • Vogel, K., et al.: J. Biol. Chem., 275, 2959 (1988)
  • • Ramos, C., et al.: Biochem. J., 400, 393 (1988)
  • • Reactive dienophile and dipolarophile. Reagent for modification of sulfhydryl groups of cysteine residues in proteins: Methods Enzymol., 25, 449 (1972); Eur. J. Biochem., 145, 245 (1984).
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PATENTS

PATENTS

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INTERNET

INTERNET

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