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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:
632-93-9
Molecular Weight:
267.32
EC Number:
211-188-0
MDL number:
MFCD00005950
UNSPSC Code:
12352100
PubChem Substance ID:
24848309
NACRES:
NA.22

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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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