Cas no 189680-06-6 (2-Bromo-5-hydroxybenzonitrile)

2-Bromo-5-hydroxybenzonitrile is a brominated aromatic compound featuring both hydroxyl and nitrile functional groups, making it a versatile intermediate in organic synthesis. Its molecular structure (C7H4BrNO) allows for selective reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, facilitating the construction of complex heterocycles or pharmaceutical scaffolds. The hydroxyl group offers a site for further derivatization, while the electron-withdrawing nitrile enhances electrophilic substitution control. This compound is particularly valuable in medicinal chemistry for the development of bioactive molecules due to its balanced reactivity and stability under standard synthetic conditions. High purity grades ensure consistent performance in research and industrial applications.
2-Bromo-5-hydroxybenzonitrile structure
2-Bromo-5-hydroxybenzonitrile structure
Product Name:2-Bromo-5-hydroxybenzonitrile
CAS No:189680-06-6
MF:C7H4BrNO
MW:198.016760826111
MDL:MFCD08061922
CID:135141
PubChem ID:15323111
Update Time:2025-10-31

2-Bromo-5-hydroxybenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-5-hydroxybenzonitrile
    • Benzonitrile,2-bromo-5-hydroxy-
    • 2-bromo-5-hydroxy-benzonitrile
    • 4-BROMO-3-CYANOPHENOL
    • 2-BroMo-5-hydroxybenzonitrle
    • Benzonitrile, 2-bromo-5-hydroxy-
    • PubChem9770
    • KSC497I3L
    • IXJNUEMHAJZKFW-UHFFFAOYSA-N
    • BBL103703
    • DT1323
    • STL557513
    • FCH858211
    • CL8152
    • AS04431
    • RP25573
    • MB05213
    • CM12976
    • AM84101
    • SY031508
    • BC003479
    • DTXSID90571471
    • A4189
    • SCHEMBL177459
    • AC-26109
    • FS-2757
    • AKOS005257266
    • 189680-06-6
    • J-508382
    • EN300-343512
    • Z1198175866
    • FT-0612078
    • MFCD08061922
    • CS-W019014
    • DB-010969
    • MDL: MFCD08061922
    • Inchi: 1S/C7H4BrNO/c8-7-2-1-6(10)3-5(7)4-9/h1-3,10H
    • InChI Key: IXJNUEMHAJZKFW-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C=C1C#N)O

Computed Properties

  • Exact Mass: 196.94800
  • Monoisotopic Mass: 196.94763g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • 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
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: 2
  • Topological Polar Surface Area: 44

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.79
  • Melting Point: No data available
  • Boiling Point: 321.2°C at 760 mmHg
  • Flash Point: 148.1°C
  • Refractive Index: 1.656
  • PSA: 44.02000
  • LogP: 2.02638
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

2-Bromo-5-hydroxybenzonitrile Security Information

2-Bromo-5-hydroxybenzonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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2-Bromo-5-hydroxybenzonitrile Production Method

2-Bromo-5-hydroxybenzonitrile Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:189680-06-6)2-Bromo-5-hydroxybenzonitrile
Order Number:A4189
Stock Status:in Stock
Quantity:100g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:03
Price ($):294.0

Additional information on 2-Bromo-5-hydroxybenzonitrile

Recent Advances in the Study of 2-Bromo-5-hydroxybenzonitrile (CAS: 189680-06-6) and Its Applications in Chemical Biology and Medicine

2-Bromo-5-hydroxybenzonitrile (CAS: 189680-06-6) is a key intermediate in the synthesis of various biologically active compounds, particularly in the fields of medicinal chemistry and chemical biology. Recent studies have highlighted its potential as a versatile building block for the development of novel therapeutics and probes. This research brief aims to summarize the latest findings related to this compound, focusing on its synthetic applications, biological activities, and potential therapeutic uses.

One of the most significant advancements in the study of 2-Bromo-5-hydroxybenzonitrile is its role in the synthesis of kinase inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit potent inhibitory activity against several tyrosine kinases, which are implicated in various cancers. The researchers utilized a structure-activity relationship (SAR) approach to optimize the compound's efficacy, leading to the identification of a lead candidate with promising in vitro and in vivo anti-tumor activity.

In addition to its applications in oncology, 2-Bromo-5-hydroxybenzonitrile has also been investigated for its potential in neurodegenerative disease research. A recent study in ACS Chemical Neuroscience reported that derivatives of this compound could modulate the activity of key enzymes involved in the pathogenesis of Alzheimer's disease. The study employed molecular docking and enzymatic assays to elucidate the mechanism of action, providing a foundation for further drug development efforts.

Another area of interest is the use of 2-Bromo-5-hydroxybenzonitrile in the development of fluorescent probes for bioimaging. A 2022 publication in Chemical Communications described the synthesis of a novel probe based on this compound, which exhibited high selectivity and sensitivity for detecting reactive oxygen species (ROS) in live cells. This innovation has significant implications for studying oxidative stress-related diseases and could pave the way for new diagnostic tools.

From a synthetic chemistry perspective, recent work has focused on improving the efficiency and scalability of 2-Bromo-5-hydroxybenzonitrile production. A 2023 paper in Organic Process Research & Development outlined a green chemistry approach that reduces waste and improves yield, making the compound more accessible for large-scale applications. This advancement is particularly relevant for industrial-scale drug manufacturing and other commercial uses.

In conclusion, 2-Bromo-5-hydroxybenzonitrile (CAS: 189680-06-6) continues to be a valuable compound in chemical biology and medicinal research. Its versatility as a synthetic intermediate, combined with its diverse biological activities, makes it a promising candidate for further investigation. Future research directions may include the development of more potent derivatives, exploration of additional therapeutic targets, and optimization of synthetic routes for industrial applications.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:189680-06-6)2-Bromo-5-hydroxybenzonitrile
A4189
Purity:99%
Quantity:100g
Price ($):294.0
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