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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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25 G

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CZK 2,360.00

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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

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Quality Level

100

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

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This Item
669210D70406660523
Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate 99%

Sigma-Aldrich

137030

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

3,4-(2′,2′-Diethylpropylene)dioxythiophene 97%

Sigma-Aldrich

669210

3,4-(2′,2′-Diethylpropylene)dioxythiophene

3,4-Dichlorophenol 99%

Sigma-Aldrich

D70406

3,4-Dichlorophenol

3,4-(2,2-Dimethylpropylenedioxy)thiophene 97%

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB2420
STBL0567
STBL2451
STBK6614
STBK3562

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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
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.
An Jiang et al.
The American journal of pathology, 189(3), 590-603 (2019-01-06)
Exposure of mice to a diet containing 3,5-diethoxycarbonyl-1, 4-dihydrocollidine (DDC) induces porphyrin accumulation, cholestasis, immune response, and hepatobiliary damage mimicking hepatic porphyria and sclerosing cholangitis. Although β-catenin signaling promotes hepatocyte proliferation, and macrophages are a source of Wnts, the role
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