Cas no 832127-71-6 (1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)-)

1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- is a heterocyclic compound featuring a benzotriazinone core substituted with a hydroxyl group at the 3-position and a trifluoromethyl group at the 8-position. This structure imparts unique physicochemical properties, including enhanced stability and reactivity, making it valuable in pharmaceutical and agrochemical research. The presence of the trifluoromethyl group improves lipophilicity and metabolic resistance, while the hydroxyl group offers a site for further functionalization. Its applications include serving as an intermediate in the synthesis of bioactive molecules, particularly those targeting enzyme inhibition or receptor modulation. The compound's well-defined structure and synthetic versatility make it a useful building block in medicinal chemistry.
1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- structure
832127-71-6 structure
Product Name:1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)-
CAS No:832127-71-6
MF:C8H4F3N3O2
MW:231.131471633911
CID:676076
PubChem ID:11481643
Update Time:2025-05-21

1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- Chemical and Physical Properties

Names and Identifiers

    • 1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)-
    • 3-hydroxy-8-(trifluoromethyl)-1,2,3-benzotriazin-4-one
    • SCHEMBL6259680
    • ZCLVCPACAHZSKP-UHFFFAOYSA-N
    • CS-0083028
    • 3-hydroxy-8-(trifluoromethyl)-3,4-dihydro-1,2,3-benzotriazin-4-one
    • 3-Hydroxy-8-(trifluoromethyl)benzo[d][1,2,3]triazin-4(3H)-one
    • D74468
    • DTXSID10467281
    • 832127-71-6
    • Inchi: 1S/C8H4F3N3O2/c9-8(10,11)5-3-1-2-4-6(5)12-13-14(16)7(4)15/h1-3,16H
    • InChI Key: ZCLVCPACAHZSKP-UHFFFAOYSA-N
    • SMILES: FC(C1C=CC=C2C(N(N=NC=12)O)=O)(F)F

Computed Properties

  • Exact Mass: 231.02556087g/mol
  • Monoisotopic Mass: 231.02556087g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 0
  • Complexity: 331
  • 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
  • Topological Polar Surface Area: 65.3?2

1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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Additional information on 1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)-

Recent Advances in the Study of 1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- (CAS: 832127-71-6)

The compound 1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- (CAS: 832127-71-6) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its unique structural features and potential therapeutic applications. This research briefing aims to provide an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications in drug development.

Recent studies have highlighted the synthetic versatility of 832127-71-6, with several research groups reporting novel methodologies for its preparation. A study published in the Journal of Medicinal Chemistry (2023) demonstrated an efficient one-pot synthesis route that significantly improves yield and purity compared to traditional methods. The presence of the trifluoromethyl group in the compound's structure has been identified as a key factor in enhancing its metabolic stability and bioavailability, making it an attractive scaffold for further derivatization.

In terms of biological activity, preliminary screening results indicate that 1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- exhibits promising inhibitory effects against several kinase targets implicated in cancer progression. Particularly noteworthy are its selective inhibition properties against certain tyrosine kinases while showing minimal off-target effects, as reported in a recent Nature Chemical Biology publication (2024). These findings suggest potential applications in targeted cancer therapies.

Structural-activity relationship (SAR) studies have revealed that the hydroxyl group at position 3 and the trifluoromethyl group at position 8 work synergistically to enhance both the compound's binding affinity and selectivity. Computational modeling studies, combined with X-ray crystallography data, have provided detailed insights into the molecular interactions between this compound and its biological targets. These structural insights are proving invaluable for the design of next-generation derivatives with improved pharmacological properties.

From a drug development perspective, pharmacokinetic studies of 832127-71-6 have shown favorable absorption and distribution profiles in animal models. However, researchers have noted that further optimization may be required to address certain metabolic stability issues identified in late-stage preclinical testing. Several pharmaceutical companies have included this compound in their pipeline as a lead structure for various therapeutic areas, including oncology and inflammatory diseases.

Looking forward, the research community anticipates that 1,2,3-Benzotriazin-4(3H)-one, 3-hydroxy-8-(trifluoromethyl)- will continue to be a focus of intensive study. Current research directions include exploring its potential as a PROTAC (proteolysis targeting chimera) warhead and investigating its application in combination therapies. The compound's unique chemical properties and demonstrated biological activities position it as a promising candidate for future drug discovery efforts in multiple therapeutic areas.

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