Cas no 854383-22-5 (O-(cycloheptylmethyl)hydroxylamine)

O-(Cycloheptylmethyl)hydroxylamine is a specialized hydroxylamine derivative featuring a cycloheptylmethyl substituent. This compound is primarily utilized in organic synthesis as a versatile building block for the preparation of heterocycles, oximes, and other nitrogen-containing intermediates. Its cycloheptyl group enhances steric bulk, which can influence reactivity and selectivity in nucleophilic addition or condensation reactions. The hydroxylamine functionality enables its use in the synthesis of nitrones or as a precursor for protecting groups. The compound is particularly valuable in medicinal chemistry and materials science, where its structural properties contribute to the development of novel pharmacophores or functionalized polymers. Proper handling under inert conditions is recommended due to potential sensitivity.
O-(cycloheptylmethyl)hydroxylamine structure
854383-22-5 structure
Product Name:O-(cycloheptylmethyl)hydroxylamine
CAS No:854383-22-5
MF:C8H17NO
MW:143.226682424545
CID:6085702
PubChem ID:25137667
Update Time:2025-05-20

O-(cycloheptylmethyl)hydroxylamine Chemical and Physical Properties

Names and Identifiers

    • O-(cycloheptylmethyl)hydroxylamine
    • EN300-1762956
    • 854383-22-5
    • SCHEMBL1715730
    • Inchi: 1S/C8H17NO/c9-10-7-8-5-3-1-2-4-6-8/h8H,1-7,9H2
    • InChI Key: PKFKKAIRTSSSTN-UHFFFAOYSA-N
    • SMILES: O(CC1CCCCCC1)N

Computed Properties

  • Exact Mass: 143.131014166g/mol
  • Monoisotopic Mass: 143.131014166g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 77.3
  • 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: 2.2
  • Topological Polar Surface Area: 35.2?2

O-(cycloheptylmethyl)hydroxylamine Pricemore >>

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$914.0 2023-09-20
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O-(cycloheptylmethyl)hydroxylamine Related Literature

Additional information on O-(cycloheptylmethyl)hydroxylamine

Research Brief on O-(cycloheptylmethyl)hydroxylamine (CAS: 854383-22-5) in Chemical Biology and Pharmaceutical Applications

O-(cycloheptylmethyl)hydroxylamine (CAS: 854383-22-5) is a specialized chemical compound that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its unique cycloheptylmethyl moiety, serves as a valuable building block in the synthesis of novel bioactive molecules. Recent studies have highlighted its potential in drug discovery, particularly in the development of enzyme inhibitors and targeted therapeutics.

The primary interest in O-(cycloheptylmethyl)hydroxylamine stems from its role as a hydroxylamine derivative, which is instrumental in the formation of stable covalent bonds with various biological targets. Researchers have exploited this property to design irreversible inhibitors for enzymes such as proteases and kinases, which are critical in numerous disease pathways. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's efficacy in inhibiting the activity of a specific kinase implicated in cancer progression, showcasing its therapeutic potential.

In addition to its inhibitory capabilities, O-(cycloheptylmethyl)hydroxylamine has been utilized in the development of prodrugs and bioconjugation strategies. Its ability to form oxime linkages with carbonyl groups makes it a valuable tool for site-specific modifications of proteins and antibodies. This application has been particularly impactful in the field of antibody-drug conjugates (ADCs), where precise targeting and controlled release of cytotoxic agents are paramount. A recent preprint on bioRxiv detailed a novel ADC platform leveraging this compound, achieving enhanced stability and efficacy in preclinical models.

From a synthetic chemistry perspective, the compound's stability and reactivity have been subjects of optimization. Advances in catalytic methods have enabled more efficient and scalable syntheses of O-(cycloheptylmethyl)hydroxylamine, as reported in a 2024 ACS Catalysis article. These improvements are critical for its broader adoption in industrial and academic settings, ensuring consistent quality and availability for research purposes.

Despite its promising applications, challenges remain in the pharmacokinetic profiling and toxicity assessment of derivatives based on O-(cycloheptylmethyl)hydroxylamine. Ongoing studies are focused on addressing these limitations through structural modifications and formulation strategies. Collaborative efforts between academia and industry are expected to accelerate the translation of these findings into clinically viable therapeutics.

In conclusion, O-(cycloheptylmethyl)hydroxylamine (CAS: 854383-22-5) represents a versatile and innovative tool in chemical biology and drug development. Its unique chemical properties and broad applicability position it as a key player in the design of next-generation therapeutics. Continued research and development efforts are likely to uncover further opportunities for this compound, solidifying its role in advancing biomedical science.

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