Cas no 82231-53-6 ((4-Bromo-1h-pyrazol-1-yl)acetic acid)

(4-Bromo-1H-pyrazol-1-yl)acetic acid is a versatile brominated pyrazole derivative widely used as a key intermediate in organic synthesis and pharmaceutical research. Its reactive bromine substituent and acetic acid functional group enable efficient further functionalization, making it valuable for constructing heterocyclic compounds and bioactive molecules. The compound exhibits good stability under standard conditions, ensuring reliable handling and storage. Its structural features are particularly useful in medicinal chemistry for developing targeted inhibitors or ligands. High purity grades are available to meet rigorous research and industrial requirements. The product's well-defined reactivity profile allows for predictable transformations in cross-coupling reactions and other synthetic applications.
(4-Bromo-1h-pyrazol-1-yl)acetic acid structure
82231-53-6 structure
Product Name:(4-Bromo-1h-pyrazol-1-yl)acetic acid
CAS No:82231-53-6
MF:C5H5BrN2O2
MW:205.009400129318
MDL:MFCD00159632
CID:1029527
PubChem ID:17024755
Update Time:2025-06-08

(4-Bromo-1h-pyrazol-1-yl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Bromo-1H-pyrazol-1-yl)acetic acid
    • (4-Bromo-1H-pyrazol-1-yl)acetic acid
    • (4-bromopyrazol-1-yl)acetic acid
    • 2-(4-bromopyrazolyl)acetic acid
    • 4-Bromo-1H-pyrazole-1-acetic acid (ACI)
    • 2-(4-Bromopyrazol-1-yl)acetic acid
    • STK312913
    • Z558496828
    • MFCD00159632
    • ALBB-003765
    • AKOS000307377
    • SCHEMBL3888920
    • CS-D0543
    • RS-0396
    • F14589
    • EN300-45525
    • WRXIKBHQDRMYJJ-UHFFFAOYSA-N
    • AKOS B018507
    • W3A
    • DB-075827
    • BBL008593
    • DTXSID90588680
    • 82231-53-6
    • 2-(4-Bromo-1H-pyrazol-1-yl)aceticacid
    • SY045887
    • 2-(4-Bromo-1-pyrazolyl)acetic Acid
    • (4-Bromo-1h-pyrazol-1-yl)acetic acid
    • MDL: MFCD00159632
    • Inchi: 1S/C5H5BrN2O2/c6-4-1-7-8(2-4)3-5(9)10/h1-2H,3H2,(H,9,10)
    • InChI Key: WRXIKBHQDRMYJJ-UHFFFAOYSA-N
    • SMILES: O=C(CN1C=C(Br)C=N1)O

Computed Properties

  • Exact Mass: 203.95300
  • Monoisotopic Mass: 203.95344g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 142
  • 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: 0.6
  • Topological Polar Surface Area: 55.1?2

Experimental Properties

  • Boiling Point: 363.1℃ at 760 mmHg
  • PSA: 55.12000
  • LogP: 0.73020

(4-Bromo-1h-pyrazol-1-yl)acetic acid Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

(4-Bromo-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%

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(4-Bromo-1h-pyrazol-1-yl)acetic acid Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
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(CAS:82231-53-6)AKOS B018507
Order Number:sfd13935
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:36
Price ($):discuss personally

Additional information on (4-Bromo-1h-pyrazol-1-yl)acetic acid

Professional Introduction to (4-Bromo-1H-pyrazol-1-yl)acetic Acid (CAS No. 82231-53-6)

(4-Bromo-1H-pyrazol-1-yl)acetic acid, with the CAS number 82231-53-6, is a significant compound in the field of pharmaceutical and chemical research. This compound belongs to the pyrazole derivatives, a class of heterocyclic compounds that have garnered considerable attention due to their diverse biological activities and potential therapeutic applications. The presence of a bromine substituent at the 4-position of the pyrazole ring and the acetic acid moiety at the 1-position endows this molecule with unique chemical properties that make it a valuable scaffold for drug discovery and development.

The< strong>pyrazole core is known for its stability and ability to engage in various hydrogen bonding interactions, making it an ideal platform for designing molecules that can interact with biological targets. The introduction of a< strong>bromine atom at the 4-position enhances the electrophilicity of the ring, facilitating further functionalization through cross-coupling reactions such as Suzuki-Miyaura, Buchwald-Hartwig, and Heck couplings. These reactions are pivotal in constructing more complex molecular architectures, enabling the synthesis of novel drug candidates with tailored properties.

(4-Bromo-1H-pyrazol-1-yl)acetic acid has been extensively studied in recent years for its potential applications in medicinal chemistry. One of the most compelling areas of research involves its use as a precursor in the synthesis of kinase inhibitors. Kinases are enzymes that play a crucial role in cell signaling pathways, and their dysregulation is often associated with various diseases, including cancer. By targeting kinases, it is possible to modulate these pathways and restore normal cellular function.

Recent studies have highlighted the importance of< strong>pyrazole derivatives in developing kinase inhibitors. For instance, modifications of the pyrazole core have led to the discovery of compounds that exhibit potent inhibitory activity against specific kinases. The acetic acid moiety in< strong>(4-Bromo-1H-pyrazol-1-yl)acetic acid provides a handle for further derivatization, allowing chemists to optimize potency, selectivity, and pharmacokinetic properties. This flexibility has made it a preferred building block for structure-based drug design.

In addition to kinase inhibitors, (4-Bromo-1H-pyrazol-1-yl)acetic acid has shown promise in other therapeutic areas. Its ability to act as a scaffold for designing molecules with anti-inflammatory, antimicrobial, and antiviral properties has been explored by several research groups. The bromine substituent at the 4-position of the pyrazole ring allows for easy introduction of additional functional groups through metal-catalyzed reactions, enabling the creation of diverse libraries of compounds for high-throughput screening.

The synthesis of< strong>(4-Bromo-1H-pyrazol-1-yl)acetic acid can be achieved through multiple routes, each offering distinct advantages depending on the desired scale and purity requirements. One common approach involves the bromination of a pre-existing pyrazole derivative followed by carboxylation at the 1-position. Alternatively, direct functionalization strategies can be employed using palladium or copper catalysts to introduce both bromine and acetic acid moieties in a single step.

The chemical properties of< strong>(4-Bromo-1H-pyrazol-1-yl)acetic acid make it an excellent candidate for further derivatization using various organic transformations. For example, nucleophilic aromatic substitution reactions can be used to replace the bromine atom with other functional groups, expanding the scope of possible derivatives. Additionally, condensation reactions with aldehydes or ketones can yield hydrazides or esters, which are useful intermediates in drug synthesis.

The pharmacological evaluation of derivatives derived from< strong>(4-Bromo-1H-pyrazol-1-yl)acetic acid has revealed several promising candidates with therapeutic potential. In preclinical studies, some derivatives have demonstrated efficacy in inhibiting tumor growth and reducing inflammation without significant side effects. These findings have spurred further research into optimizing these compounds for clinical use.

The role of computational chemistry in designing< strong>pyrazole derivatives, including< strong>(4-Bromo-1H-pyrazol-1-yl)acetic acid, cannot be overstated. Molecular modeling techniques allow researchers to predict how these compounds will interact with biological targets at a molecular level. This information is crucial for guiding synthetic efforts and improving drug candidates' pharmacological profiles.

In conclusion,< strong>(4-Bromo-1H-pyrazol-1-yl)acetic acid (CAS No. 82231-53-6) is a versatile compound with significant potential in pharmaceutical research. Its unique structure and reactivity make it an invaluable building block for developing novel therapeutics targeting various diseases. As research continues to uncover new applications for this compound and its derivatives, its importance in medicinal chemistry is likely to grow even further.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:82231-53-6)AKOS B018507
sfd13935
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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