Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate
Synonym(s):3,5-Dicarbethoxy-1,4-dihydrocollidine;DDC
- CAS NO.：632-93-9
- Empirical Formula: C14H21NO4
- Molecular Weight: 267.32
- MDL number: MFCD00005950
- EINECS: 211-188-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-09-12 18:54:55
What is Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate?
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
The Uses of Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate
Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate was used to induce Mallory-Denk body formation in mice in vivo.
What are the applications of Application
Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate is a chemical which blocks heme synthesis
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.]
Properties of Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate
| 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. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | DMF: 30 mg/ml; DMF:PBS (pH 7.2); (1:7): 0.125 mg/ml; DMSO: 20 mg/ml; Ethanol: 20 mg/ml |
| pka | 3.53±0.70(Predicted) |
| form | powder to crystal |
| color | White to Orange to Green |
| 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 information for Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate
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