Cas no 2680869-89-8 (benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate)

Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate is a specialized carbamate derivative featuring a cyano-substituted cyclohexyl backbone with an isopropyl functional group. This compound is of interest in synthetic organic chemistry and pharmaceutical research due to its structural complexity, which allows for versatile reactivity and potential applications in intermediate synthesis. The presence of both carbamate and cyano functionalities enhances its utility in nucleophilic and electrophilic transformations. Its cyclohexyl framework contributes to steric stability, while the isopropyl group may influence solubility and reactivity profiles. This compound is particularly valuable for researchers exploring novel bioactive molecules or advanced synthetic methodologies.
benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate structure
2680869-89-8 structure
Product Name:benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate
CAS No:2680869-89-8
MF:C18H24N2O2
MW:300.395364761353
CID:5636153
PubChem ID:165925733
Update Time:2025-10-31

benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate Chemical and Physical Properties

Names and Identifiers

    • 2680869-89-8
    • EN300-28290310
    • benzyl N-[1-cyano-4-(propan-2-yl)cyclohexyl]carbamate
    • benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate
    • Inchi: 1S/C18H24N2O2/c1-14(2)16-8-10-18(13-19,11-9-16)20-17(21)22-12-15-6-4-3-5-7-15/h3-7,14,16H,8-12H2,1-2H3,(H,20,21)
    • InChI Key: YTTMAAXNHVODHB-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C(NC1(C#N)CCC(C(C)C)CC1)=O

Computed Properties

  • Exact Mass: 300.183778013g/mol
  • Monoisotopic Mass: 300.183778013g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 5
  • Complexity: 410
  • 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: 3.9
  • Topological Polar Surface Area: 62.1?2

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Additional information on benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate

Professional Introduction to Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate (CAS No. 2680869-89-8)

Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate, with the CAS number 2680869-89-8, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and biochemistry. This compound belongs to the class of carbamates, which are widely recognized for their versatile applications in medicinal chemistry, particularly as intermediates in the synthesis of active pharmaceutical ingredients (APIs). The structural features of this molecule, including its benzyl and cyclohexyl substituents, contribute to its unique chemical properties and potential biological activities.

The synthesis of Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate involves a series of well-defined chemical reactions that highlight the importance of precision and control in organic synthesis. The presence of the cyano group and the propan-2-yl moiety in the cyclohexyl ring introduces specific electronic and steric effects that can influence the compound's reactivity and interaction with biological targets. These structural elements make it a valuable candidate for further exploration in drug discovery and development.

In recent years, there has been a growing interest in carbamate-based compounds due to their potential therapeutic applications. Carbamates are known for their ability to act as modulators of various biological pathways, making them promising candidates for the treatment of neurological disorders, inflammatory conditions, and other diseases. The specific configuration of Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate suggests that it may exhibit inhibitory effects on certain enzymes or receptors, which could be exploited for therapeutic benefit.

One of the most compelling aspects of this compound is its potential as a lead structure in medicinal chemistry. The combination of the benzyl group, which can enhance solubility and bioavailability, and the cyclohexyl ring, which provides steric hindrance and stability, creates a framework that is conducive to further derivatization. This flexibility allows researchers to modify various parts of the molecule to optimize its pharmacological properties. For instance, replacing or altering the cyano group could lead to new compounds with enhanced binding affinity or selectivity.

Recent studies have begun to explore the pharmacological profile of Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate and its derivatives. Initial computational studies suggest that this compound may interact with specific protein targets involved in disease pathways. These interactions could potentially lead to novel therapeutic strategies for conditions such as cancer, neurodegenerative diseases, and autoimmune disorders. The cyano group, in particular, has been shown to play a crucial role in modulating enzyme activity, making it a key focus for further investigation.

The synthetic route to Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate is another area of interest for researchers. The synthesis typically involves multi-step reactions starting from readily available precursors. Key steps include nucleophilic substitution reactions to introduce the cyano group and alkylation reactions to incorporate the propan-2-yl moiety. Optimizing these reactions is essential for achieving high yields and purity, which are critical for pharmaceutical applications.

From a biochemical perspective, Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate represents an intriguing example of how structural modifications can influence biological activity. The presence of both electron-withdrawing and alkylating groups allows for diverse interactions with biological targets. This duality makes it a versatile scaffold for designing molecules with tailored pharmacological properties. Researchers are particularly interested in how these structural features affect metabolic stability and cellular uptake, which are crucial factors in drug development.

The potential applications of Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate extend beyond traditional pharmaceuticals. Its unique chemical properties make it suitable for use in agrochemicals, where it could serve as an intermediate in the synthesis of pesticides or herbicides. Additionally, its stability under various conditions suggests that it may find applications in material science and industrial chemistry.

In conclusion, Benzyl N-1-cyano-4-(propan-2-yl)cyclohexylcarbamate (CAS No. 2680869-89-8) is a compound with significant potential in multiple areas of chemistry and biology. Its structural features, synthetic accessibility, and pharmacological promise make it a valuable asset for researchers working on drug discovery, material science, and industrial applications. As our understanding of its properties continues to grow, so too will its importance in advancing scientific knowledge and developing new technologies.

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