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Merck

137030

Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate

99%

Synonym(s):

3,5-Dicarbethoxy-1,4-dihydrocollidine, DDC

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About This Item

Empirical Formula (Hill Notation):
C14H21NO4
CAS Number:
Molecular Weight:
267.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
211-188-0
MDL number:

Product Name

Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate, 99%

InChI key

CDVAIHNNWWJFJW-UHFFFAOYSA-N

InChI

1S/C14H21NO4/c1-6-18-13(16)11-8(3)12(14(17)19-7-2)10(5)15-9(11)4/h8,15H,6-7H2,1-5H3

SMILES string

CCOC(=O)C1=C(C)NC(C)=C(C1C)C(=O)OCC

assay

99%

form

powder

mp

130-132 °C (lit.)

Quality Level

Application

Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate was used to induce Mallory-Denk body formation in mice in vivo.

Biochem/physiol Actions

Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate blocks the heme synthesis and prevents the induction of hepatic heme oxygenase-1 in mice.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Pavel Strnad et al.
Hepatology (Baltimore, Md.), 48(3), 931-942 (2008-08-13)
The cytoplasmic hepatocyte inclusions, Mallory-Denk bodies (MDBs), are characteristic of several liver disorders, including alcoholic and nonalcoholic steatohepatitis. In mice, MDBs can be induced by long-term feeding with 3,5-diethoxycarbonyl-1,4-dihydrocollidine (DDC) for 3 to 4 months or rapidly reformed in DDC-induced
Volker Mostert et al.
Drug metabolism reviews, 39(2-3), 619-626 (2007-09-06)
Heme oxygenase (HO)-1 is induced by oxidative stress and protects against oxidant injury. We examined the effect of rapid induction of hepatic HO-1 on serum iron level. Serum iron was approximately doubled within 6 h when HO-1 was induced by
Tohru Itoh et al.
FEBS letters, 583(4), 777-781 (2009-01-29)
In injured livers where hepatocyte growth is severely limited, facultative hepatic stem/progenitor cells, termed oval cells in rodents, are known to emerge and contribute to the regeneration process. Here, we investigated a possible involvement of Wnt signaling during mouse oval
Yuya Terashima et al.
Nature communications, 11(1), 609-609 (2020-02-01)
Tumor-associated macrophages affect tumor progression and resistance to immune checkpoint therapy. Here, we identify the chemokine signal regulator FROUNT as a target to control tumor-associated macrophages. The low level FROUNT expression in patients with cancer correlates with better clinical outcomes.
Johanna R Schaub et al.
Nature, 557(7704), 247-251 (2018-05-04)
Transdifferentiation is a complete and stable change in cell identity that serves as an alternative to stem-cell-mediated organ regeneration. In adult mammals, findings of transdifferentiation have been limited to the replenishment of cells lost from preexisting structures, in the presence

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