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393207

Sigma-Aldrich

Diethyl 3,4-pyrroledicarboxylate

98%

Sinónimos:

3,4-Bis(ethoxycarbonyl)pyrrole, 3,4-Diethyl 1H-pyrrole-3,4-dicarboxylate, Diethyl 1H-pyrrole-3,4-dicarboxylate, Diethyl pyrrole-3,4-dicarboxylate

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About This Item

Fórmula empírica (notación de Hill):
C10H13NO4
Número de CAS:
41969-71-5
Peso molecular:
211.21
MDL number:
MFCD00192033
UNSPSC Code:
12352100
PubChem Substance ID:
24864505
NACRES:
NA.22

assay

98%

mp

147-149 °C (dec.) (lit.)

SMILES string

CCOC(=O)c1c[nH]cc1C(=O)OCC

InChI

1S/C10H13NO4/c1-3-14-9(12)7-5-11-6-8(7)10(13)15-4-2/h5-6,11H,3-4H2,1-2H3

InChI key

QKXBVVVYILIRDO-UHFFFAOYSA-N

General description

Diethyl 3,4-pyrroledicarboxylate (Diethyl 1H-pyrrole-3,4-dicarboxylate) is a 3,4-pyrrole dicarboxylic diester. It has been prepared by the hydrolysis of diethyl 1-benzoyl-3,4-pyrroledicarboxylate and confirmed by IR, NMR and mass spectra.

Application

Diethyl 3,4-pyrroledicarboxylate may be used in the synthesis of trisubstituted pyrroles like diethyl 1-hydroxymethyl-3,4-pyrroledicarboxylate and diethyl 1-benzoyloxyrmethyl-3,4-pyrroledicarboxylate. It is also used to prepare pyrrole copolymer soft actuators with reduced electrochemical creep and actuating strain.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Characterization of Pyrrole Copolymer Soft Actuators Prepared by Electrochemical Polymerization Pyrrole and Diethyl 3, 4-pyrroledicarboxylate.
Ogihara S, et al.
Mol. Cryst. Liq. Cryst., 566(1), 158-164 (2012)
Manabu Taneike et al.
PloS one, 11(3), e0152628-e0152628 (2016-03-31)
Mammalian target of rapamycin complex 1 (mTORC1) is a key regulator of cell growth, proliferation and metabolism. mTORC1 regulates protein synthesis positively and autophagy negatively. Autophagy is a major system to manage bulk degradation and recycling of cytoplasmic components and
Helena K Kim et al.
Journal of psychiatric research, 76, 59-65 (2016-02-20)
Chronic N-methyl-d-aspartate (NMDA) administration to rats may be a model to investigate excitotoxicity mediated by glutamatergic hyperactivity, and lithium has been reported to be neuroprotective. We hypothesized that glutamatergic hyperactivity in chronic NMDA injected rats would cause mitochondrial dysfunction and
Pyrrole Chemistry. XV. The Chemistry of Some 3, 4-Disubstituted Pyrroles.
Groves JK, et al.
Canadian Journal of Chemistry, 51(7), 1089-1098 (1973)
Anne Gemmink et al.
Scientific reports, 7, 42393-42393 (2017-02-15)
A 5-day High-Fat High-Calorie diet (HFHC-diet) reduces insulin-stimulated glucose disposal (Rd) in South Asian, but not Caucasian healthy lean males. We aimed to investigate if differences in myocellular lipid handling are underlying this differential response. A two-step hyperinsulinemic-euglycemic clamp and
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