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137030

Sigma-Aldrich

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
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

powder

mp

130-132 °C (lit.)

SMILES string

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

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

InChI key

CDVAIHNNWWJFJW-UHFFFAOYSA-N

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Leila Jemail et al.
Scientific reports, 8(1), 6415-6415 (2018-04-25)
Kupffer cells (KCs) are key players in maintaining tissue homeostasis and are involved in various liver diseases. However, the roles of KCs in the pathogenesis of cholangiopathy are largely unknown. We aimed to investigate the precise roles of KCs in
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

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