Cas no 121665-99-4 (4-Bromo-5-isopropyl-2-methylbenzenol)

4-Bromo-5-isopropyl-2-methylbenzenol is a brominated phenolic compound featuring a substituted benzene ring with bromo, isopropyl, and methyl functional groups. This structure imparts unique reactivity, making it valuable as an intermediate in organic synthesis, particularly in the production of pharmaceuticals, agrochemicals, and specialty materials. The bromine substituent enhances electrophilic aromatic substitution potential, while the isopropyl and methyl groups contribute to steric and electronic effects, influencing regioselectivity in further derivatization. Its high purity and stability under standard conditions ensure reliable performance in cross-coupling reactions, such as Suzuki or Heck reactions. The compound's well-defined molecular architecture allows for precise modifications, facilitating the development of complex molecules with tailored properties.
4-Bromo-5-isopropyl-2-methylbenzenol structure
121665-99-4 structure
Product Name:4-Bromo-5-isopropyl-2-methylbenzenol
CAS No:121665-99-4
MF:C10H13BrO
MW:229.113622426987
MDL:MFCD03791230
CID:203407
Update Time:2025-07-02

4-Bromo-5-isopropyl-2-methylbenzenol Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-5-isopropyl-2-methylphenol
    • 4-bromo-2-methyl-5-propan-2-ylphenol
    • 4-BROMO-5-ISOPROPYL-2-METHYLBENZENOL
    • Phenol,4-bromo-2-methyl-5-(1-methylethyl)-
    • 4-Brom-5-isopropyl-2-methyl-phenol
    • 4-bromo-5-isopropyl-2-methyl-phenol
    • 4-bromocarvacrol
    • 5-Brom-2-hydroxy-p-cymol
    • 5-Brom-2-oxy-1-methyl-4-isopropyl-benzol
    • 5-bromocarvacrol
    • bromoisopropylmethylbenzenol
    • p-bromothymol
    • Phenol,4-bromo-2-methyl-5-(1-methylethyl)
    • 4-Bromo-5-isopropyl-2-methylbenzenol
    • MDL: MFCD03791230
    • Inchi: 1S/C10H13BrO/c1-6(2)8-5-10(12)7(3)4-9(8)11/h4-6,12H,1-3H3
    • InChI Key: YDZJYFWYHBUUKA-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C)=C(C=C1C(C)C)O

Computed Properties

  • Exact Mass: 228.01500
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1

Experimental Properties

  • Melting Point: 28-31°C
  • PSA: 20.23000
  • LogP: 3.58650

4-Bromo-5-isopropyl-2-methylbenzenol Security Information

  • HazardClass:IRRITANT

4-Bromo-5-isopropyl-2-methylbenzenol Customs Data

  • HS CODE:2906299090
  • Customs Data:

    China Customs Code:

    2906299090

    Overview:

    2906299090 Other aromatic alcohols. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2906299090 other aromatic alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

4-Bromo-5-isopropyl-2-methylbenzenol Pricemore >>

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$ 50.00 2022-06-07
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€260.30 2023-05-08
abcr
AB157250-5 g
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abcr
AB157250-500mg
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abcr
AB157250-1g
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€260.30 2025-03-19
abcr
AB157250-5g
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€696.70 2025-03-19
abcr
AB157250-10g
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Additional information on 4-Bromo-5-isopropyl-2-methylbenzenol

Recent Advances in the Study of 4-Bromo-5-isopropyl-2-methylbenzenol (CAS: 121665-99-4) in Chemical Biology and Pharmaceutical Research

The compound 4-Bromo-5-isopropyl-2-methylbenzenol (CAS: 121665-99-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. This research brief aims to synthesize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications in drug development. The compound, a brominated aromatic phenol derivative, exhibits notable reactivity and has been explored as a building block in the synthesis of more complex molecules with pharmacological relevance.

Recent studies have highlighted the role of 4-Bromo-5-isopropyl-2-methylbenzenol as a key intermediate in the synthesis of novel anti-inflammatory and antimicrobial agents. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in the development of small-molecule inhibitors targeting specific inflammatory pathways. The bromine atom at the 4-position and the isopropyl group at the 5-position contribute to its ability to interact with biological targets, such as enzymes and receptors, with high specificity. This has opened new avenues for the design of targeted therapies for conditions like rheumatoid arthritis and bacterial infections.

In addition to its pharmacological potential, 4-Bromo-5-isopropyl-2-methylbenzenol has been investigated for its chemical properties, including its stability and reactivity under various conditions. A recent study in Organic & Biomolecular Chemistry explored its behavior in cross-coupling reactions, which are pivotal in the construction of complex organic frameworks. The findings suggest that this compound can serve as a versatile precursor in the synthesis of heterocyclic compounds, which are often found in drugs with diverse biological activities. The study also emphasized the importance of optimizing reaction conditions to maximize yield and minimize byproducts, a critical consideration for scalable pharmaceutical production.

Another area of interest is the compound's potential role in cancer research. Preliminary in vitro studies have shown that derivatives of 4-Bromo-5-isopropyl-2-methylbenzenol exhibit cytotoxic effects against certain cancer cell lines, particularly those associated with breast and lung cancers. Researchers hypothesize that the bromine substituent may enhance the compound's ability to interfere with DNA replication or protein synthesis in cancer cells. However, further in vivo studies are needed to validate these findings and assess the compound's safety profile. These efforts are part of a broader trend in chemical biology to repurpose and optimize existing compounds for new therapeutic applications.

Despite these promising developments, challenges remain in the practical application of 4-Bromo-5-isopropyl-2-methylbenzenol. For example, its solubility in aqueous environments is limited, which could affect its bioavailability and efficacy as a drug candidate. Recent research has focused on modifying the compound's structure or formulating it with solubilizing agents to overcome this limitation. Additionally, the environmental impact of brominated compounds has raised concerns, prompting studies into greener synthetic routes and safer disposal methods. These considerations are essential for ensuring the sustainable development of pharmaceuticals derived from this compound.

In conclusion, 4-Bromo-5-isopropyl-2-methylbenzenol (CAS: 121665-99-4) represents a promising scaffold in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate and its potential biological activities make it a valuable subject of ongoing investigation. Future research should focus on optimizing its pharmacological properties, elucidating its mechanisms of action, and addressing practical challenges related to its use. As the field advances, this compound may play a pivotal role in the discovery of new therapies for a range of diseases, underscoring the importance of continued exploration in this area.

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