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632-93-9

632-93-9 Structure

632-93-9 Structure
IdentificationMore
[Name]

DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE
[CAS]

632-93-9
[Synonyms]

1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLIC ACID DIETHYL ESTER
3,5-DICARBETHOXY-1,4-DIHYDRO-2,4,6-TRIMETHYLPYRIDINE
3,5-DIETHOXYCARBONYL-1,4-DIHYDRO-2,4,6-COLLIDINE
DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE
DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYLPYRIDINE-3,5-DICARBOXYLATE
5-pyridinedicarboxylicacid,1,4-dihydro-2,4,6-trimethyl-diethylester
Dicarbethoxydihydrocollidine
diethyl dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate
3,5-dicarbethoxy-1,4-dihydrocollidine, DDC
1,4-Dihydro-2,4,6-collidine-3,5-dicarboxylic acid diethyl ester
1,4-Dihydro-2,4,6-trimethylpyridine-3,5-dicarboxylic acid diethyl ester
1,4-Dihydro-3,5-dicarbethoxycollidine
3,5-Bis(ethoxycarbonyl)-1,4-dihydrocollidine
Diethyl 1,4-dihydro-s-collidine-3,5-dicarboxylate
[EINECS(EC#)]

211-188-0
[Molecular Formula]

C14H21NO4
[MDL Number]

MFCD00005950
[Molecular Weight]

267.32
[MOL File]

632-93-9.mol
Chemical PropertiesBack Directory
[Appearance]

almost white crystalline powder
[Melting point ]

130-132 °C(lit.)
[Boiling point ]

410.51°C (rough estimate)
[density ]

1.1116 (rough estimate)
[refractive index ]

1.5280 (estimate)
[storage temp. ]

Flammables area
[solubility ]

DMF: 30 mg/ml; DMF:PBS (pH 7.2); (1:7): 0.125 mg/ml; DMSO: 20 mg/ml; Ethanol: 20 mg/ml
[form ]

powder to crystal
[pka]

3.53±0.70(Predicted)
[color ]

White to Orange to Green
[InChI]

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
[InChIKey]

CDVAIHNNWWJFJW-UHFFFAOYSA-N
[SMILES]

C1(C)NC(C)=C(C(OCC)=O)C(C)C=1C(OCC)=O
[CAS DataBase Reference]

632-93-9(CAS DataBase Reference)
[EPA Substance Registry System]

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,4,6-trimethyl-, diethyl ester (632-93-9)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[RTECS ]

US7979375
[TSCA ]

TSCA listed
[HS Code ]

2933.39.9200
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Description]

Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate (DDC) inhibits heme production by inhibiting ferrochelatase, the enzyme that catalyzes the addition of Fe2+ to protoporphyrin IX to create heme B. Chronic DDC administration induces Mallory-Denk body formation, a feature of alcoholic and non-alcoholic hepatitis, and reduces IL-12A methylation in mouse liver.
[Chemical Properties]

almost white crystalline powder
[Uses]

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

ChEBI: A dihydropyridine that is 2,4,6-trimethyl-1,4-dihydropyridine substituted by ethoxycarbonyl groups at positions 3 and 5.
[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.
[Purification Methods]

Crystallise the ester from hot EtOH/water mixture. [Beilstein 22 H 147, 22 I 529, 22 II 100, 22 III/IV 1594.]
[References]

[1] J. ONISAWA R L. Effects of diethyl-1, 4-dihydro-2, 4,6-trimethylpyridine-3,5-dicarboxylate on the metabolism of porphyrins and iron.[J]. The Journal of Biological Chemistry, 1963, 44 1: 724-727. DOI: 10.1016/s0021-9258(18)81326-6
[2] QX YUAN. Mallory body induction in drug-primed mouse liver[J]. Hepatology, 1996, 24 3: Pages 603-612. DOI: 10.1053/jhep.1996.v24.pm0008781332
[3] J. OLIVA  S. W F. Changes in IL12A methylation pattern in livers from mice fed DDC[J]. Experimental and molecular pathology, 2012, 92 2: Pages 191-193. DOI: 10.1016/j.yexmp.2012.01.001
Spectrum DetailBack Directory
[Spectrum Detail]

DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE(632-93-9)MS
DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE(632-93-9)1HNMR
DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE(632-93-9)IR1
DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE(632-93-9)IR2
DIETHYL 1,4-DIHYDRO-2,4,6-TRIMETHYL-3,5-PYRIDINEDICARBOXYLATE(632-93-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate, 99%(632-93-9)
[Sigma Aldrich]

632-93-9(sigmaaldrich)
[TCI AMERICA]

3,5-Diethoxycarbonyl-1,4-dihydro-2,4,6-collidine,>98.0%(GC)(632-93-9)
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