Cas no 63460-32-2 (O,N,N'-Triisopropylisourea)

O,N,N'-Triisopropylisourea is a versatile reagent commonly employed in organic synthesis, particularly for the formation of amide bonds and esterifications. Its key advantages include high reactivity as an activating agent, facilitating efficient coupling reactions under mild conditions. The triisopropyl substituents enhance steric hindrance, improving selectivity in complex transformations. This compound is often preferred for its stability and ease of handling compared to more sensitive alternatives. It is particularly useful in peptide synthesis and the preparation of active esters, offering reliable yields with minimal side products. Its compatibility with a range of solvents further broadens its applicability in diverse synthetic protocols.
O,N,N'-Triisopropylisourea structure
O,N,N'-Triisopropylisourea structure
Product Name:O,N,N'-Triisopropylisourea
CAS No:63460-32-2
MF:C10H22N2O
MW:186.294482707977
MDL:MFCD28386117
CID:426318
PubChem ID:253662232
Update Time:2025-06-11

O,N,N'-Triisopropylisourea Chemical and Physical Properties

Names and Identifiers

    • Carbamimidic acid, N,N'-bis(1-methylethyl)-, 1-methylethyl ester
    • O,N,N'-TRIISOPROPYLISOUREA
    • propan-2-yl N,N'-di(propan-2-yl)carbamimidate
    • N,N',O-Triisopropyl-isoharnstoff
    • N,N',O-triisopropyl-isourea
    • triisopropylisourea
    • N,N'-Diisopropylcarbamimidic Acid Isopropyl Ester
    • Isopropyl N,N'-Diisopropylcarbamimidate
    • DTXSID00462609
    • CS-0181813
    • isopropyl N-isopropyl-N'-[(Z)-1-methylethyl]imidocarbamate
    • D92662
    • T3123
    • O,N,N-Triisopropylisourea
    • SCHEMBL9825498
    • 63460-32-2
    • MFCD28386117
    • RHNDDRWPYPWKNW-UHFFFAOYSA-N
    • O-isopropyl-N,N'-diisopropyl-isourea
    • O,N,N'-Triisopropylisourea
    • MDL: MFCD28386117
    • Inchi: 1S/C10H22N2O/c1-7(2)11-10(12-8(3)4)13-9(5)6/h7-9H,1-6H3,(H,11,12)
    • InChI Key: RHNDDRWPYPWKNW-UHFFFAOYSA-N
    • SMILES: O(/C(=N\C(C)C)/NC(C)C)C(C)C

Computed Properties

  • Exact Mass: 186.17300
  • Monoisotopic Mass: 186.173213330g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 5
  • Complexity: 162
  • 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: 33.6?2

Experimental Properties

  • Boiling Point: 67°C/10mmHg(lit.)
  • Refractive Index: 1.4270 to 1.4310
  • PSA: 33.62000
  • LogP: 2.56470

O,N,N'-Triisopropylisourea Security Information

  • Storage Condition:0-10°C

O,N,N'-Triisopropylisourea Pricemore >>

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Additional information on O,N,N'-Triisopropylisourea

Introduction to O,N,N'-Triisopropylisourea (CAS No. 63460-32-2)

O,N,N'-Triisopropylisourea (CAS No. 63460-32-2) is a significant compound in the field of chemical and pharmaceutical research, renowned for its versatile applications in organic synthesis and biochemical interactions. This compound, characterized by its unique structural and functional properties, has garnered considerable attention from researchers worldwide.

The molecular structure of O,N,N'-Triisopropylisourea consists of a central isourea moiety, which is flanked by three isopropyl groups. This arrangement imparts a high degree of steric hindrance, making it an excellent reagent in various synthetic pathways. The compound's stability under a range of conditions further enhances its utility in laboratory and industrial settings.

In recent years, O,N,N'-Triisopropylisourea has been extensively studied for its role in the development of novel pharmaceutical agents. Its ability to act as a nucleophile in organic reactions has opened new avenues for drug discovery. Specifically, researchers have explored its potential in the synthesis of protease inhibitors, which are crucial in treating various inflammatory and infectious diseases.

One of the most compelling aspects of O,N,N'-Triisopropylisourea is its application in the field of medicinal chemistry. The compound's unique reactivity allows it to participate in various chemical transformations, including nucleophilic substitution and condensation reactions. These reactions are fundamental to the synthesis of complex molecules, such as those found in modern antiviral and anticancer drugs.

Recent studies have highlighted the compound's significance in the development of enzyme inhibitors. For instance, researchers have utilized O,N,N'-Triisopropylisourea to design molecules that specifically target certain enzymes involved in metabolic pathways. By inhibiting these enzymes, it may be possible to develop treatments for metabolic disorders, such as diabetes and obesity.

The compound's role in biochemical research extends beyond its use as a synthetic intermediate. It has also been investigated for its potential as a chiral auxiliary in asymmetric synthesis. Chiral auxiliaries are essential in creating enantiomerically pure compounds, which are critical for many pharmaceutical applications. The steric environment provided by O,N,N'-Triisopropylisourea makes it an ideal candidate for this purpose.

In addition to its synthetic applications, O,N,N'-Triisopropylisourea has shown promise in material science. Its ability to form stable complexes with metal ions has led to investigations into its use as a ligand in catalytic systems. These systems could potentially revolutionize industrial processes by providing more efficient and environmentally friendly alternatives to traditional methods.

The safety profile of O,N,N'-Triisopropylisourea is another area of interest. While it is not classified as a hazardous material under standard conditions, its reactivity necessitates careful handling in laboratory environments. Researchers have developed protocols to ensure safe usage, including proper storage and handling procedures.

The future prospects for O,N,N'-Triisopropylisourea are vast and exciting. As research continues to uncover new applications, this compound is poised to play an even greater role in both academic and industrial settings. Its versatility and reactivity make it a cornerstone of modern chemical research, with implications spanning multiple disciplines.

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