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Description
Diethyl 2-Propyl-1H-imidazole-4,5-dicarboxylate is a heterocyclic building block built around an imidazole ring that carries a propyl group at position 2 and two ethyl ester groups at positions 4 and 5. This arrangement of functional groups makes it a highly useful intermediate in the synthesis laboratory, because a single molecule already supplies a ready-to-use imidazole core together with two ester handles that can be hydrolysed, reduced, amidated, or transesterified. Researchers therefore do not need to construct the substituted imidazole ring from scratch, a step that normally demands specialised condensation conditions and purification that is far from straightforward.
The property that makes this compound widely sought after is a substitution pattern that corresponds closely to the molecular framework of angiotensin receptor blocker drugs. The imidazole ring is amphoteric and can act as both a hydrogen bond donor and acceptor, a characteristic that matters in the design of bioactive molecules, while the propyl group contributes a lipophilic component that is already installed from the outset. The two ester groups can be treated differentially by adjusting reaction conditions, which allows derivatives to be assembled in a controlled, stepwise manner rather than all at once.
In Indonesian laboratories, a building block of this kind is typically used in university and institutional research groups working on organic synthesis and medicinal chemistry, as well as in pharmaceutical development and analytical work that requires a defined imidazole intermediate. Because it removes an entire ring-construction step, it suits laboratories where reaction scale is modest, project timelines are tight, and consistent starting material quality is needed for reproducible multi-step synthesis.
Laboratory Applications
- Heterocyclic scaffold synthesis — the imidazole core arrives pre-formed and pre-substituted, so chemists can move directly to derivatisation instead of optimising a demanding ring-closing condensation step.
- Medicinal chemistry intermediate preparation — the substitution pattern matches the angiotensin receptor blocker framework, making it a logical entry point for synthesising and modifying related candidate structures.
- Selective ester transformation studies — the two ethyl esters at positions 4 and 5 can be differentiated by reaction conditions, supporting controlled mono-functionalisation before the second position is addressed.
- Amide and carboxylic acid derivative generation — both ester groups can be hydrolysed or amidated, giving convenient access to acid, amide, and mixed-functionality analogues from one common precursor.
- Structure–activity relationship exploration — the amphoteric imidazole ring and the installed lipophilic propyl group let researchers vary hydrogen bonding and lipophilicity systematically across a compound series.
Specifications
- Brand: TCI
- Product code: D3765
- CAS Number: 144689-94-1
- Chemical name: Diethyl 2-Propyl-1H-imidazole-4,5-dicarboxylate
- Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
- Pack sizes: available in standard research and laboratory quantities; please confirm the pack size required when ordering
- Storage: keep in the closed original container under the conditions stated on the manufacturer's label
Handling and Storage
Store the material in its original tightly closed container in a cool, dry, well-ventilated place, away from direct sunlight, heat sources, moisture, and incompatible chemicals, and follow the storage conditions printed on the manufacturer's label and safety data sheet. Use clean, dry glassware and dedicated spatulas when weighing to avoid cross-contamination, and reseal the container promptly after each use. Handle the compound in a fume hood while wearing safety glasses, gloves, and a laboratory coat. Avoid inhalation of dust and contact with skin and eyes, keep the container clearly labelled, and dispose of residues and contaminated materials in accordance with institutional chemical waste procedures.
