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

Name: Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate
Brand: ALDRICH
Price: 189 USD

99%

Synonym(s):

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

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25 G

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About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₁NO₄

CAS Number:

632-93-9

Molecular Weight:

267.32

NACRES:

NA.22

PubChem Substance ID:

24848309

UNSPSC Code:

12352100

EC Number:

211-188-0

MDL number:

MFCD00005950

Key Documents

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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

100

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Chemistry & Biochemicals

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Show Differences

1 of 4

This Item	669210	D70406	660523
Sigma-Aldrich 137030 Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate	Sigma-Aldrich 669210 3,4-(2′,2′-Diethylpropylene)dioxythiophene	Sigma-Aldrich D70406 3,4-Dichlorophenol	Sigma-Aldrich 660523 3,4-(2,2-Dimethylpropylenedioxy)thiophene
assay 99%	assay 97%	assay 99%	assay 97%
Quality Level 100	Quality Level 100	Quality Level 200	Quality Level 100
mp 130-132 °C (lit.)	mp -	mp 65-67 °C (lit.)	mp 41-46 °C
form powder	form -	form crystals	form solid

Application

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

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[2].

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

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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"Toxic memory" via chaperone modification is a potential mechanism for rapid Mallory-Denk body reinduction.

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

Serum iron increases with acute induction of hepatic heme oxygenase-1 in mice.

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

Inducible expression of Wnt genes during adult hepatic stem/progenitor cell response.

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

Targeting FROUNT with disulfiram suppresses macrophage accumulation and its tumor-promoting properties.

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.

De novo formation of the biliary system by TGFβ-mediated hepatocyte transdifferentiation.

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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