Cas no 800379-58-2 (O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine)

O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine is a specialized organic compound featuring a hydroxylamine group linked to a chlorinated and trifluoromethyl-substituted phenylmethyl moiety. Its unique structure makes it valuable in synthetic chemistry, particularly as an intermediate in the preparation of pharmaceuticals, agrochemicals, and other fine chemicals. The presence of both chloro and trifluoromethyl groups enhances its reactivity and selectivity in nucleophilic and electrophilic reactions. This compound is particularly useful in the synthesis of biologically active molecules due to its ability to introduce hydroxylamine functionality into complex frameworks. It is typically handled under controlled conditions due to its sensitivity, requiring appropriate storage and handling protocols to maintain stability.
O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine structure
800379-58-2 structure
Product Name:O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine
CAS No:800379-58-2
MF:C8H7ClF3NO
MW:225.59549164772
CID:4192678
PubChem ID:67189157
Update Time:2025-10-18

O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine Chemical and Physical Properties

Names and Identifiers

    • Hydroxylamine, O-[[4-chloro-3-(trifluoromethyl)phenyl]methyl]-
    • O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine
    • O-{[4-chloro-3-(trifluoromethyl)phenyl]methyl}hydroxylamine
    • 800379-58-2
    • O-(4-chloro-3-trifluoromethyl-benzyl)-hydroxylamine
    • CHEMBL3765993
    • EN300-1929377
    • DTXSID201190682
    • SCHEMBL1859313
    • O-[[4-chloro-3-(trifluoromethyl)phenyl]methyl]hydroxylamine
    • Inchi: 1S/C8H7ClF3NO/c9-7-2-1-5(4-14-13)3-6(7)8(10,11)12/h1-3H,4,13H2
    • InChI Key: FUCMWVZHAZFBHA-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(CON)=CC=1C(F)(F)F

Computed Properties

  • Exact Mass: 225.0168260g/mol
  • Monoisotopic Mass: 225.0168260g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 188
  • 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: 2.3
  • Topological Polar Surface Area: 35.2?2

O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine Pricemore >>

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Additional information on O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine

Introduction to O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine (CAS No. 800379-58-2)

O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine (CAS No. 800379-58-2) is a synthetic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research due to its unique structural properties and potential biological activities. This compound is characterized by its hydroxylamine functional group and a substituted phenyl ring, which contribute to its reactivity and biological interactions.

The chemical structure of O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine consists of a hydroxylamine moiety attached to a benzene ring substituted with a chlorine atom at the 4-position and a trifluoromethyl group at the 3-position. The presence of these substituents imparts distinct electronic and steric effects, making this compound an interesting candidate for various applications in drug discovery and development.

Recent studies have explored the potential of O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine as a lead compound for the development of novel therapeutic agents. One notable area of research is its use as an inhibitor of specific enzymes involved in disease pathways. For instance, it has been investigated for its ability to inhibit histone deacetylases (HDACs), which are implicated in various cancers and inflammatory diseases. The hydroxylamine group can form covalent bonds with the active site of HDACs, leading to potent inhibition and potential therapeutic benefits.

In addition to its enzymatic inhibition properties, O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine has also shown promise in modulating other biological targets. Research has demonstrated its ability to interact with G protein-coupled receptors (GPCRs), which are key targets for many drugs used in treating cardiovascular, neurological, and metabolic disorders. The compound's ability to selectively bind to specific GPCRs could lead to the development of more targeted and effective therapies.

The synthesis of O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine involves several well-established chemical reactions, including nucleophilic substitution and reduction steps. These synthetic routes are crucial for producing the compound in sufficient quantities for further research and development. Recent advancements in synthetic chemistry have also focused on optimizing these routes to improve yield, purity, and scalability, making it more feasible for large-scale production.

From a pharmacological perspective, the safety and efficacy of O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine have been evaluated through various preclinical studies. These studies have assessed its toxicity, pharmacokinetics, and biodistribution properties. Results have shown that the compound exhibits favorable pharmacological profiles, with low toxicity and good bioavailability, making it a promising candidate for further clinical investigation.

Clinical trials are an essential step in translating laboratory findings into practical therapeutic applications. While no clinical trials specifically involving O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine have been reported yet, preclinical data suggest that it has the potential to be developed into a novel drug candidate. Ongoing research is focused on identifying optimal dosing regimens, evaluating long-term safety, and exploring combination therapies with other drugs to enhance efficacy.

In conclusion, O-{4-chloro-3-(trifluoromethyl)phenylmethyl}hydroxylamine (CAS No. 800379-58-2) is a versatile compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and biological activities make it an attractive candidate for developing new therapeutic agents targeting various diseases. Continued research into its properties and applications will likely lead to important advancements in drug discovery and development.

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