Cas no 144689-94-1 (Diethyl-2-propylimidazole-4,5-dicarboxylate)

Diethyl-2-propylimidazole-4,5-dicarboxylate is a versatile imidazole-based ester compound with applications in organic synthesis and pharmaceutical intermediates. Its key advantages include a stable imidazole core, which facilitates further functionalization, and the presence of two ester groups, enhancing reactivity in condensation or substitution reactions. The propyl substituent at the 2-position contributes to improved lipophilicity, making it useful in hydrophobic systems. This compound is particularly valuable for constructing heterocyclic frameworks or as a precursor for bioactive molecules. Its well-defined structure and synthetic flexibility make it a reliable choice for researchers developing complex organic compounds or exploring structure-activity relationships in medicinal chemistry.
Diethyl-2-propylimidazole-4,5-dicarboxylate structure
144689-94-1 structure
Product Name:Diethyl-2-propylimidazole-4,5-dicarboxylate
CAS No:144689-94-1
MF:C12H18N2O4
MW:254.282323360443
MDL:MFCD08062365
CID:64874
PubChem ID:87560827
Update Time:2025-06-25

Diethyl-2-propylimidazole-4,5-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • Diethyl 2-propylimidazole-4,5-dicarboxylate
    • 2-propyl-1h-imidazole-4,5-dicarboxylic acid diethyl ester
    • Olmesartan Intermediate
    • Diethyl 2-Propyl-1H-imidazole-4,5-dicarboxylate
    • 2-propyl-1H- imidazole-4,5-dicarboxy acid diethyl ester
    • 2-Propylimidazoledicarboxylic acid diethyl ester
    • Diethyl-2-propylimidazole-4,5-dicarboxylate
    • Diethyl 2-propylImidazoledicarbonate
    • 1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, diethyl ester
    • CS-W003461
    • 144689-94-1
    • 1H-Imidazole-4,5-dicarboxylic acid,2-propyl,diethyl ester
    • AKOS003406873
    • 2-PROPYL-1H-IMIDAZOLE-4, 5-DICARBOXYLIC ACID DIETHYL ESTER
    • SCHEMBL1275935
    • AC-3502
    • 1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, 4,5-diethyl ester; 1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, diethyl ester (9CI); Diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate; Diethyl 2-propylimidazole-4,5-dicarboxylate
    • J-520004
    • D3765
    • Diethyl 2-Propyl 1H-Imidazole-4,5-Dicarboxylate
    • KS-5265
    • 4,5-diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate
    • SY012593
    • 1H-Imidazole-4,5-dicarboxylic acid, 2-propyl-, 4,5-diethyl ester
    • FT-0602355
    • ZQPMIDPIXSMOAD-UHFFFAOYSA-N
    • DTXSID30437764
    • 1H-Imidazole-4,5-dicarboxylicacid,2-proply,diethylester
    • J-007998
    • Carbonic acid compound with diethyl carbonate and 2-propyl-1h-imidazole (1:1:1)
    • ALBB-024381
    • DB-042743
    • STK665514
    • MDL: MFCD08062365
    • Inchi: 1S/C12H18N2O4/c1-4-7-8-13-9(11(15)17-5-2)10(14-8)12(16)18-6-3/h4-7H2,1-3H3,(H,13,14)
    • InChI Key: ZQPMIDPIXSMOAD-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1=C(C(=O)OCC)N=C(CCC)N1)=O

Computed Properties

  • Exact Mass: 254.12700
  • Monoisotopic Mass: 254.12665706g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 8
  • Complexity: 296
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.4
  • Topological Polar Surface Area: 81.3?2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.16
  • Melting Point: 84.0 to 88.0 deg-C
  • Boiling Point: 400.9°C at 760 mmHg
  • Flash Point: 196.2℃
  • Refractive Index: 1.512
  • PSA: 81.28000
  • LogP: 1.71560

Diethyl-2-propylimidazole-4,5-dicarboxylate Security Information

Diethyl-2-propylimidazole-4,5-dicarboxylate Customs Data

  • HS CODE:2933290090
  • Customs Data:

    China Customs Code:

    2933290090

    Overview:

    2933290090. Other compounds with non fused imidazole ring in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Diethyl-2-propylimidazole-4,5-dicarboxylate Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
D154949-100g
Diethyl-2-propylimidazole-4,5-dicarboxylate
144689-94-1 >98.0%
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¥401.90 2023-09-03
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
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SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
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TI XI AI ( SHANG HAI ) HUA CHENG GONG YE FA ZHAN Co., Ltd.
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ChemScence
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ChemScence
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Diethyl-2-propylimidazole-4,5-dicarboxylate Production Method

Diethyl-2-propylimidazole-4,5-dicarboxylate Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:144689-94-1)2-丙基-4,5-咪唑二羧酸二乙酯
Order Number:LE26657871
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:56
Price ($):discuss personally

Additional information on Diethyl-2-propylimidazole-4,5-dicarboxylate

Recent Advances in the Study of Diethyl-2-propylimidazole-4,5-dicarboxylate (CAS: 144689-94-1) in Chemical Biology and Pharmaceutical Research

Diethyl-2-propylimidazole-4,5-dicarboxylate (CAS: 144689-94-1) is a key intermediate in the synthesis of various biologically active compounds, particularly in the development of imidazole-based pharmaceuticals. Recent studies have highlighted its significance in medicinal chemistry due to its versatile reactivity and potential applications in drug discovery. This research briefing provides an overview of the latest advancements related to this compound, focusing on its synthetic utility, biological activities, and emerging therapeutic applications.

A 2023 study published in the Journal of Medicinal Chemistry explored the use of Diethyl-2-propylimidazole-4,5-dicarboxylate as a precursor for novel kinase inhibitors. The research team demonstrated that modifications at the propyl and carboxylate groups could yield compounds with selective activity against tyrosine kinases implicated in cancer progression. Molecular docking studies further supported the potential of these derivatives to bind effectively to kinase active sites, offering a promising avenue for anticancer drug development.

In the field of antimicrobial research, a recent investigation reported in Bioorganic & Medicinal Chemistry Letters (2024) examined the antibacterial properties of Diethyl-2-propylimidazole-4,5-dicarboxylate derivatives. The study identified several analogs with potent activity against Gram-positive pathogens, including methicillin-resistant Staphylococcus aureus (MRSA). Structure-activity relationship (SAR) analysis revealed that the introduction of halogen substituents at specific positions enhanced both antimicrobial potency and metabolic stability.

Another significant development involves the application of this compound in neurodegenerative disease research. A 2024 paper in ACS Chemical Neuroscience described the synthesis of neuroprotective agents derived from Diethyl-2-propylimidazole-4,5-dicarboxylate. These compounds exhibited remarkable activity in protecting neuronal cells against oxidative stress and amyloid-β toxicity, suggesting potential utility in Alzheimer's disease therapy. Mechanistic studies indicated modulation of the Nrf2-ARE pathway as a possible mode of action.

From a synthetic chemistry perspective, recent advancements have focused on developing more efficient and sustainable routes to produce Diethyl-2-propylimidazole-4,5-dicarboxylate. A green chemistry approach published in Organic Process Research & Development (2023) reported a microwave-assisted synthesis with significantly improved yields (85-92%) and reduced reaction times compared to conventional methods. This innovation addresses previous challenges in scaling up production while minimizing environmental impact.

Pharmacokinetic studies of Diethyl-2-propylimidazole-4,5-dicarboxylate derivatives have also progressed, with recent findings published in Drug Metabolism and Disposition (2024) demonstrating improved oral bioavailability through structural modifications. The introduction of prodrug strategies has shown particular promise in overcoming the compound's inherent solubility limitations, potentially expanding its therapeutic applications.

In conclusion, the growing body of research on Diethyl-2-propylimidazole-4,5-dicarboxylate (CAS: 144689-94-1) underscores its importance as a versatile scaffold in pharmaceutical development. Recent studies have expanded our understanding of its synthetic potential, biological activities, and therapeutic applications across multiple disease areas. As research continues, this compound is likely to play an increasingly significant role in the discovery of novel bioactive molecules and therapeutic agents.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:144689-94-1)2-丙基-4,5-咪唑二羧酸二乙酯
LE26657871
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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