Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate (Synonyms: ジエチル 1,4-ジヒドロ-2,4,6-トリメチル-3,5-ピリジンジカルボキシラート)

製品番号: HY-118594 純度: 99.83%: Data Sheet SDS COA 取扱説明書
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Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate is an orally active porphyrin inducer and ferrochelatase inhibitor. Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate can induce small bile duct obstruction in mice, resulting in blocked bile excretion and causing cholestasis. Long-term use of Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate can cause damage to bile duct epithelial cells, inflammatory responses, and liver fibrosis. Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate can be used to simulate the pathological features of cholestatic liver diseases such as sclerosing cholangitis (PSC).

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Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate 構造式

CAS 番号 : 632-93-9

容量	価格（税別）	在庫状況	数量
Solid + Solvent (Highly Recommended)
10 mM * 1 mL in DMSO ready for reconstitution	USD 27	在庫あり	Estimated Time of Arrival: December 31
Solution
10 mM * 1 mL in DMSO	USD 27	在庫あり	Estimated Time of Arrival: December 31
Solid
500 mg	$25	在庫あり	Estimated Time of Arrival: December 31
1 g	$30	在庫あり	Estimated Time of Arrival: December 31
5 g	$50	在庫あり	Estimated Time of Arrival: December 31
10 g	$65	在庫あり	Estimated Time of Arrival: December 31
25 g	$80	在庫あり	Estimated Time of Arrival: December 31
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Other Forms of Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate:

Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate (Standard) お問い合わせ

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製品説明

体内実験

Note:
Please do not refer to only one article to determine the experimental conditions. It is recommended to determine the optimal experimental conditions (animal strain, age, dosage, frequency and cycle, detection time and indicators, etc.) through preliminary experiments before the formal experiment.

Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate (0.17%; fed; continuously for 10 weeks) in 1-month-old male C₃H mice induces the formation of Mallory Denk bodies (MDB). Refeeding Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate after drug withdrawal increases the proportion of FAT10-positive hepatocytes. Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate also alters the expression of tumor-related genes, and liver tumors form in mice after long-term drug withdrawal^[1].
Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate (20 mg/100 g body weight; intraperitoneal injection; once, 4 h before Phenobarbital, Phorone, or Hemin (HY-19424) administration) blocks heme synthesis, prevents the induction of HO-1 by oxidative stress, and inhibits the increase in serum iron induced by phenobarbital in C57BL/6 mice with selenium deficiency or sufficiency^[2].

Inducing Cholestatic Liver Injury^[3]^[4]^[5]^[6]

Background

Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate is a porphyrin precursor that inhibits the mitochondrial enzyme ferrochelatase. This enzyme is responsible for inserting ferrous ions into protoporphyrin IX to form heme. Its inhibition leads to the accumulation of protoporphyrin in hepatocytes and Kupffer cells. Due to its hydrophobic nature, protoporphyrin can only be excreted through bile. Excess protoporphyrin precipitates in the bile canaliculi and bile ducts, forming crystals that block and damage the bile duct system.

Specific Modeling Methods

Mice: C57BL6/J mice • male • 8-12 week-old
Administration: 0.1% (wt/wt) evenly mixed into standard rat diet • Free access • for 8, 14, 17 or 28 days (depending on the degree of injury)
or Caerulein (50 μg/kg, 7 hourly, total 7 times) plus LPS (10 mg/kg, once) • i.p.

Note

(1) Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate diet was ineffective in rats and did not induce biliary response (DR).
(2) Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate model is robust, reproducible, and has little impact on animal welfare; different strains of mice can produce similar phenotypes.
(3) The exposure time and whether to use the recovery period for Diethyl 1,4-dihydro-2,4,6-trimethyl-3,5-pyridinedicarboxylate can be adjusted according to the actual situation.

Modeling Indicators

Molecular changes: Serum bilirubin, P4HA2, α-SMA, CK19/CK7/SOX9 levels were significantly elevated, while alanine aminotransferase (ALT) levels were slightly elevated.
Histology analysis: The liver turned dark brown (indicating protoporphyrin pigment accumulation), and H&E staining showed that the damage was mainly concentrated in the portal vein area, accompanied by bile duct reaction, inflammation, and fibrosis.

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	1-month-old male C₃H mice^[1].
Dosage:	0.17%
Administration:	Fed continuously for 10 weeks
Result:	Induced MDB formation in the livers of mice.

Animal Model:	Male weanling C57BL/6 mice were fed with selenium-deficient diet (less than 0.02 mg selenium/kg) or selenium-replete (control) diet (supplemented with 0.25 mg selenium/kg as sodium selenite)^[2].
Dosage:	20 mg/100 g body weight
Administration:	Administered intraperitoneally once, 4 h before phenobarbital, phorone, or Hemin (HY-19424) administration
Result:	Blocked the induction of HO activity and HO-1 protein by phenobarbital in selenium-deficient mice. Inhibited the rise in serum iron induced by phenobarbital. Inhibited the induction of HO-1 by phorone treatment in selenium-replete mice. Did not block the induction of HO-1 by hemin in either selenium - deficient or selenium-replete mice.

分子量

267.32

分子式

C₁₄H₂₁NO₄

CAS 番号

632-93-9

Appearance

Solid

Color

White to off-white

SMILES

CC1C(C(OCC)=O)=C(NC(C)=C1C(OCC)=O)C

輸送条件

Room temperature in continental US; may vary elsewhere.

保管条件

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

溶剤 & 溶解度

体外:

DMSO : 100 mg/mL (374.08 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	3.7408 mL	18.7042 mL	37.4083 mL
5 mM	0.7482 mL	3.7408 mL	7.4817 mL
10 mM	0.3741 mL	1.8704 mL	3.7408 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

一般には略語で表示されます：C₁V₁ = C₂V₂

濃度 _（開始）

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体内:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.5 mg/mL (9.35 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

純度とドキュメンテーション

純度: 99.83%

Select Batch:

データシート (279 KB) SDS (393 KB)

COA (245 KB) HNMR (114 KB) RP-HPLC (220 KB)

取扱説明書 (2659 KB)

参考文献

[1]. Oliva J, et al. Fat10 is an epigenetic marker for liver preneoplasia in a drug-primed mouse model of tumorigenesis. Exp Mol Pathol. 2008 Apr;84(2):102-12. [Content Brief]

[2]. Mostert V, et al. Serum iron increases with acute induction of hepatic heme oxygenase-1 in mice. Drug Metab Rev. 2007;39(2-3):619-26. [Content Brief]

[3]. Laure-Alix Clerbaux, et al. Relevance of the CDE and DDC Mouse Models to Study Ductular Reaction in Chronic Human Liver Diseases. 20 December 2017

[4]. Wu B, et al. A spatiotemporal atlas of cholestatic injury and repair in mice. Nat Genet. 2024 May;56(5):938-952. [Content Brief]

[5]. Zhang J, et al. P4HA2 induces hepatic ductular reaction and biliary fibrosis in chronic cholestatic liver diseases. Hepatology. 2023 Jul 1;78(1):10-25. [Content Brief]

[6]. Kudira R, et al. Bile acids engage the SIPR-STAT3 signaling axis to modulate regulatory T cell responses in fibrosing cholangiopathies. J Hepatol. 2025 Nov;83(5):1128-1141 [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	3.7408 mL	18.7042 mL	37.4083 mL	93.5209 mL
	5 mM	0.7482 mL	3.7408 mL	7.4817 mL	18.7042 mL
	10 mM	0.3741 mL	1.8704 mL	3.7408 mL	9.3521 mL
	15 mM	0.2494 mL	1.2469 mL	2.4939 mL	6.2347 mL
	20 mM	0.1870 mL	0.9352 mL	1.8704 mL	4.6760 mL
	25 mM	0.1496 mL	0.7482 mL	1.4963 mL	3.7408 mL
	30 mM	0.1247 mL	0.6235 mL	1.2469 mL	3.1174 mL
	40 mM	0.0935 mL	0.4676 mL	0.9352 mL	2.3380 mL
	50 mM	0.0748 mL	0.3741 mL	0.7482 mL	1.8704 mL
	60 mM	0.0623 mL	0.3117 mL	0.6235 mL	1.5587 mL
	80 mM	0.0468 mL	0.2338 mL	0.4676 mL	1.1690 mL
	100 mM	0.0374 mL	0.1870 mL	0.3741 mL	0.9352 mL

Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate Related Classifications

Metabolic Disease

Molarity Calculator
Dilution Calculator

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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The dilution calculator equation

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

一般には略語で表示されます：C₁V₁ = C₂V₂

濃度 _（開始）	×	体積 _（開始）	=	濃度 _（終了）	×	体積 _（終了）
	×		=		×
C1		V1		C2		V2

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Diethyl 2,4,6-trimethyl-1,4-dihydropyridine-3,5-dicarboxylate632-93-9FerrochelataseMallory body (MB) Mouse-modelInhibitorinhibitorinhibit

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