Cas no 515848-62-1 (3-Bromo-4-isopropoxy-5-methoxybenzonitrile)

3-Bromo-4-isopropoxy-5-methoxybenzonitrile is a substituted benzonitrile derivative featuring bromo, isopropoxy, and methoxy functional groups. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical research. Its distinct substitution pattern allows for selective functionalization, making it valuable in the development of complex molecules. The presence of both electron-donating (isopropoxy, methoxy) and electron-withdrawing (bromo, nitrile) groups enhances its reactivity in cross-coupling and nucleophilic substitution reactions. The compound’s stability under standard conditions and high purity make it suitable for precision applications. It is commonly utilized in the synthesis of biologically active compounds and advanced materials.
3-Bromo-4-isopropoxy-5-methoxybenzonitrile structure
515848-62-1 structure
Product Name:3-Bromo-4-isopropoxy-5-methoxybenzonitrile
CAS No:515848-62-1
MF:C11H12BrNO2
MW:270.122482299805
MDL:MFCD02256549
CID:92927
PubChem ID:329818858
Update Time:2025-05-26

3-Bromo-4-isopropoxy-5-methoxybenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-4-isopropoxy-5-methoxybenzonitrile
    • 3-bromo-5-methoxy-4-propan-2-yloxybenzonitrile
    • FT-0679455
    • 3-Bromo-4-isopropoxy-5-methoxybenzonitrile, AldrichCPR
    • CS-0312836
    • MFCD02256549
    • CHEMBL5005844
    • AS-40624
    • DTXSID10352805
    • 515848-62-1
    • AKOS000273732
    • AS-871/43213416
    • 3-bromo-5-methoxy-4-(propan-2-yloxy)benzonitrile
    • STK408908
    • ALBB-008952
    • BBL013657
    • MDL: MFCD02256549
    • Inchi: 1S/C11H12BrNO2/c1-7(2)15-11-9(12)4-8(6-13)5-10(11)14-3/h4-5,7H,1-3H3
    • InChI Key: DNCFZWKSHFLLGT-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C#N)=CC(=C1OC(C)C)OC

Computed Properties

  • Exact Mass: 269.00500
  • Monoisotopic Mass: 269.00514g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 248
  • 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: nothing
  • XLogP3: 3.1
  • Topological Polar Surface Area: 42.2?2

Experimental Properties

  • Density: 1.41
  • Boiling Point: 315.5°C at 760 mmHg
  • Flash Point: 144.6°C
  • Refractive Index: 1.55
  • PSA: 42.25000
  • LogP: 3.11658

3-Bromo-4-isopropoxy-5-methoxybenzonitrile Security Information

  • Hazardous Material transportation number:UN3439
  • HazardClass:6.1
  • PackingGroup:III
  • Packing Group:III
  • Safety Term:6.1
  • Packing Group:III
  • Hazard Level:6.1

3-Bromo-4-isopropoxy-5-methoxybenzonitrile 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%

3-Bromo-4-isopropoxy-5-methoxybenzonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B801965-10mg
3-Bromo-4-isopropoxy-5-methoxybenzonitrile
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$ 50.00 2022-06-06
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abcr
AB176723-500 mg
3-Bromo-4-isopropoxy-5-methoxybenzonitrile, 95%; .
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abcr
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abcr
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A FA AI SHA , SAI MO FEI SHI ER KE JI QI XIA GONG SI
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Additional information on 3-Bromo-4-isopropoxy-5-methoxybenzonitrile

Recent Advances in the Study of 3-Bromo-4-isopropoxy-5-methoxybenzonitrile (CAS: 515848-62-1) in Chemical Biology and Pharmaceutical Research

The compound 3-Bromo-4-isopropoxy-5-methoxybenzonitrile (CAS: 515848-62-1) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This aromatic nitrile derivative, characterized by its unique substitution pattern, has shown promising potential as a versatile intermediate in the synthesis of bioactive molecules. Recent studies have explored its applications in drug discovery, particularly in the development of kinase inhibitors and other targeted therapies.

One of the key areas of interest is the role of 3-Bromo-4-isopropoxy-5-methoxybenzonitrile in the synthesis of small-molecule inhibitors targeting protein kinases. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility as a building block for the development of selective inhibitors of the MAPK pathway, which is implicated in various cancers. The bromo and isopropoxy substituents were found to enhance binding affinity to the ATP-binding pocket of kinases, while the nitrile group contributed to improved metabolic stability.

In addition to its pharmacological applications, recent research has also investigated the compound's physicochemical properties. A computational study published in ACS Omega in 2024 employed density functional theory (DFT) calculations to analyze its electronic structure and reactivity. The results indicated that the electron-withdrawing nitrile group significantly influences the compound's reactivity in nucleophilic aromatic substitution reactions, making it a valuable scaffold for further chemical modifications.

Another notable development is the use of 3-Bromo-4-isopropoxy-5-methoxybenzonitrile in the synthesis of fluorescent probes for cellular imaging. A 2023 paper in Chemical Communications reported its incorporation into a novel probe for detecting reactive oxygen species (ROS) in live cells. The probe exhibited high selectivity and sensitivity, attributed to the unique electronic properties imparted by the compound's substitution pattern.

Despite these advancements, challenges remain in optimizing the synthetic routes for 3-Bromo-4-isopropoxy-5-methoxybenzonitrile. Recent efforts have focused on developing more efficient and scalable methods, as highlighted in a 2024 Organic Process Research & Development article. The study proposed a streamlined two-step synthesis from commercially available starting materials, achieving a 75% overall yield and reducing the need for hazardous reagents.

In conclusion, 3-Bromo-4-isopropoxy-5-methoxybenzonitrile (CAS: 515848-62-1) continues to emerge as a valuable tool in chemical biology and drug discovery. Its unique structural features and versatile reactivity make it a promising candidate for further exploration in targeted therapy development and diagnostic applications. Future research directions may include expanding its utility in fragment-based drug design and exploring its potential in other therapeutic areas beyond oncology.

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