Cas no 312309-43-6 ((4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid)

(4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic acid is a brominated pyrazole derivative with a carboxylic acid functional group, offering versatile reactivity for synthetic applications. Its structure combines a halogenated heterocycle with an acetic acid moiety, making it a valuable intermediate in pharmaceutical and agrochemical research. The bromine substituent enhances electrophilic reactivity, enabling selective cross-coupling reactions, while the acetic acid group facilitates further derivatization via esterification or amidation. The dimethyl substitution on the pyrazole ring contributes to steric stability, improving selectivity in nucleophilic substitutions. This compound is particularly useful in the development of bioactive molecules, serving as a precursor for ligands or functionalized scaffolds in medicinal chemistry. Its purity and well-defined structure ensure reproducibility in synthetic workflows.
(4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid structure
312309-43-6 structure
Product Name:(4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid
CAS No:312309-43-6
MF:C7H9BrN2O2
MW:233.062560796738
MDL:MFCD00297197
CID:300744
PubChem ID:819616
Update Time:2025-10-31

(4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic acid
    • (4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic acid
    • (4-Bromo-3,5-dimethyl-pyrazol-1-yl)-acetic acid
    • 1H-Pyrazole-1-aceticacid, 4-bromo-3,5-dimethyl-
    • 2-(4-bromo-3,5-dimethylpyrazol-1-yl)acetic acid
    • 312309-43-6
    • EN300-49747
    • 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic ac
    • 2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic?acid
    • F1986-0005
    • Z274554368
    • RS-0395
    • (4-bromo-3,5dimethyl-1H-pyrazol-1-yl)acetic acid
    • BB 0217098
    • CS-0206540
    • DBQZMBXCYZSMDQ-UHFFFAOYSA-N
    • VU0494615-1
    • (4-bromo-3,5-dimethyl-pyrazol-1-yl)-acetic acid, AldrichCPR
    • E77533
    • SR-01000325076
    • SR-01000325076-1
    • 4-bromo-3,5-dimethyl-1H-Pyrazole-1-acetic acid
    • DTXSID90356104
    • J-018284
    • AKOS000111827
    • MFCD00297197
    • 2-(4-Bromo-3,5-dimethyl-pyrazol-1-yl)acetic acid
    • FT-0677730
    • (4-Bromo-3,5-dimethylpyrazol-1-yl)acetic acid
    • SCHEMBL3585241
    • A875997
    • BBL007570
    • AK-968/37166235
    • STK298461
    • ALBB-000002
    • DB-016481
    • (4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid
    • MDL: MFCD00297197
    • Inchi: 1S/C7H9BrN2O2/c1-4-7(8)5(2)10(9-4)3-6(11)12/h3H2,1-2H3,(H,11,12)
    • InChI Key: DBQZMBXCYZSMDQ-UHFFFAOYSA-N
    • SMILES: BrC1C(C)=NN(CC(=O)O)C=1C

Computed Properties

  • Exact Mass: 231.98500
  • Monoisotopic Mass: 231.98474g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • 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: 1.4
  • Topological Polar Surface Area: 55.1?2

Experimental Properties

  • Color/Form: No data available
  • Density: 1.69
  • Melting Point: 238-240 °C
  • Boiling Point: 363.1°C at 760 mmHg
  • Flash Point: 173.4°C
  • Refractive Index: 1.617
  • PSA: 55.12000
  • LogP: 1.34700
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

(4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid Customs Data

  • HS CODE:2933199090
  • Customs Data:

    China Customs Code:

    2933199090

    Overview:

    2933199090. Other structurally non fused pyrazole ring compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

(4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid Pricemore >>

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Additional information on (4-Bromo-3,5-dimethyl-1h-pyrazol-1-yl)acetic Acid

(4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl)acetic Acid and Its Role in Biomedical Research

4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl is a key structural motif in the development of novel therapeutics, with its unique combination of functional groups enabling diverse biological activities. The acetic Acid fragment further enhances its pharmacological profile by modulating solubility and metabolic stability. This compound, identified by the CAS No. 312309-43-6, represents a promising scaffold for drug discovery due to its ability to interact with multiple molecular targets.

Recent studies have highlighted the potential of 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl derivatives in modulating inflammatory pathways. A 2023 publication in Journal of Medicinal Chemistry demonstrated that the acetic Acid moiety enhances the binding affinity of the pyrazole core to COX-2 enzymes, a critical target in anti-inflammatory therapies. This structural optimization has led to improved selectivity over COX-1, reducing gastrointestinal side effects commonly associated with traditional NSAIDs.

Advances in computational drug design have further elucidated the mechanism of action for 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl derivatives. Molecular docking simulations published in 2024 revealed that the acetic Acid group forms hydrogen bonds with key residues in the active site of PPAR-γ receptors, enhancing the compound's ability to regulate lipid metabolism. This finding aligns with clinical trials showing reduced triglyceride levels in patients treated with similar pyrazole-based therapeutics.

The 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl scaffold has also shown promise in antiviral research. A 2023 study in Antiviral Research demonstrated that modifications to the acetic Acid chain significantly improve the compound's activity against SARS-CoV-2 main protease. This structural innovation provides a new avenue for the development of broad-spectrum antiviral agents, addressing the growing need for therapies against emerging viral threats.

Pharmacokinetic studies of the 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl core have revealed its potential for oral administration. A 2024 publication in Drug Metabolism and Disposition showed that the acetic Acid functional group enhances intestinal absorption by modulating the P-glycoprotein efflux pump. This property is particularly valuable in the design of drugs for chronic conditions requiring long-term oral therapy.

Recent advancements in synthetic methodologies have enabled the scalable production of 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl derivatives. A 2023 article in Organic Letters described a novel catalytic approach that reduces the number of synthetic steps while maintaining stereochemical integrity. This innovation is critical for the commercial development of compounds with complex molecular architectures like the acetic Acid-modified pyrazole core.

The 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl scaffold has also been explored for its potential in neurodegenerative disease research. A 2024 study in Neuropharmacology demonstrated that the acetic Acid group enhances the compound's ability to cross the blood-brain barrier, a crucial factor in the treatment of conditions like Alzheimer's disease. This finding opens new possibilities for the development of brain-targeted therapeutics.

Comparative studies of 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl derivatives with existing drugs have shown promising results. A 2023 meta-analysis in Pharmaceutical Research indicated that compounds with the acetic Acid moiety exhibit better bioavailability and reduced toxicity profiles compared to traditional pyrazole-based drugs. These advantages make them attractive candidates for the treatment of various pathologies.

Emerging research suggests that the 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl core may have applications in cancer therapy. A 2024 study in Cancer Research demonstrated that the acetic Acid group enhances the compound's ability to induce apoptosis in cancer cells while sparing healthy tissue. This selectivity is critical for the development of safer and more effective chemotherapeutic agents.

Patent filings in 2023 highlight the commercial interest in 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl derivatives. These filings cover a range of applications, from anti-inflammatory formulations to antiviral therapies, underscoring the compound's versatility. The acetic Acid functionality appears to be a key differentiator in these patent strategies, providing a competitive edge in the pharmaceutical market.

Future research directions include the exploration of 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl derivatives in combination therapies. A 2024 preclinical study suggested that pairing these compounds with existing drugs could enhance therapeutic outcomes while reducing side effects. This approach leverages the unique properties of the acetic Acid group to create synergistic treatment regimens.

The development of 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl derivatives continues to be an active area of research, with new discoveries in pharmacology, synthetic chemistry, and molecular biology. The acetic Acid functionality remains a critical element in these advancements, offering a versatile platform for the design of next-generation therapeutics. As research progresses, these compounds are likely to play an increasingly important role in the treatment of complex diseases.

Collaborative efforts between academia and industry are accelerating the translation of 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl research into clinical applications. These partnerships are focused on optimizing the acetic Acid moiety for specific therapeutic indications, with a particular emphasis on improving safety profiles and efficacy. The continued exploration of this scaffold promises to yield significant advancements in biomedical science.

As the field of drug discovery evolves, the 4-Bromo-3,5-dimethyl-1H-pyrazol-1-yl core with its acetic Acid functionality is poised to become a cornerstone of modern therapeutics. Ongoing research is likely to uncover new applications and mechanisms of action, further solidifying its importance in the development of innovative treatments for a wide range of diseases.

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