Cas no 885521-88-0 (6-Bromo-3-iodo-1H-indazole)

6-Bromo-3-iodo-1H-indazole structure
6-Bromo-3-iodo-1H-indazole structure
Product Name:6-Bromo-3-iodo-1H-indazole
CAS No:885521-88-0
MF:C7H4BrIN2
MW:322.928532600403
MDL:MFCD07781599
CID:840492
PubChem ID:24728212
Update Time:2025-10-29

6-Bromo-3-iodo-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-3-iodo-1H-indazole
    • 1H-INDAZOLE,6-BROMO-3-IODO-
    • 6-BROMO-3-IODO (1H)INDAZOLE
    • 6-bromo-3-iodo-2H-indazole
    • 6-Bromo-3-iodoindazole
    • 1H-INDAZOLE, 6-BROMO-3-IODO-
    • 6-BROMO-3-IODO(1H)INDAZOLE
    • 6-Bromo-3-iodo-indazole
    • POXUFQBYDQCUFO-UHFFFAOYSA-N
    • 6-bromanyl-3-iodanyl-2H-indazole
    • PB18827
    • OR60115
    • FCH1385717
    • 6-BROMO-3-IODO-(1H)-iNDAZOLE
    • 6-Bromo-3-iodo-1H-indazole (ACI)
    • EN300-821309
    • FT-0687852
    • CS-0050275
    • 885521-88-0
    • SCHEMBL1330584
    • MFCD07781599
    • AS-33614
    • AM20041320
    • AC-25809
    • A842699
    • AKOS015898026
    • SY065423
    • DTXSID40646269
    • DB-077986
    • MDL: MFCD07781599
    • Inchi: 1S/C7H4BrIN2/c8-4-1-2-5-6(3-4)10-11-7(5)9/h1-3H,(H,10,11)
    • InChI Key: POXUFQBYDQCUFO-UHFFFAOYSA-N
    • SMILES: IC1=C2C=CC(=CC2=NN1)Br

Computed Properties

  • Exact Mass: 321.86000
  • Monoisotopic Mass: 321.86026g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 155
  • 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
  • Topological Polar Surface Area: 28.7
  • XLogP3: 2.9

Experimental Properties

  • Density: 2.421
  • PSA: 28.68000
  • LogP: 2.93000

6-Bromo-3-iodo-1H-indazole Pricemore >>

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6-Bromo-3-iodo-1H-indazole Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium hydroxide ,  Iodine Solvents: Dimethylformamide ,  Water ;  3 h, rt
Reference
Synthesis and biological evaluation of indazole derivatives as anti-cancer agents
Wei, Wei; Liu, Zhihao; Wu, Xiuli; Gan, Cailing; Su, Xingping; et al, RSC Advances, 2021, 11(26), 15675-15687

Production Method 2

Reaction Conditions
1.1 Reagents: Potassium hydroxide ,  Iodine Solvents: Dimethylformamide ;  0 °C; 4 h, rt
1.2 Reagents: Ammonia Solvents: Water ;  rt
Reference
Design, synthesis and biological evaluation of novel 2-(4-(1H-indazol-6-yl)-1H-pyrazol-1-yl)acetamide derivatives as potent VEGFR-2 inhibitors
Wang, Xing-Rong ; Wang, Shuai; Li, Wen-Bo; Xu, Kai-Yan; Qiao, Xue-Peng ; et al, European Journal of Medicinal Chemistry, 2021, 213,

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium tert-butoxide Solvents: Tetrahydrofuran ;  0 °C; 5 min, 0 °C
1.2 Reagents: Iodine Solvents: Tetrahydrofuran ;  0 °C; 30 min, rt
Reference
Indazole-Based Covalent Inhibitors To Target Drug-Resistant Epidermal Growth Factor Receptor
Tomassi, Stefano; Lategahn, Jonas; Engel, Julian; Keul, Marina; Tumbrink, Hannah L.; et al, Journal of Medicinal Chemistry, 2017, 60(6), 2361-2372

Production Method 4

Reaction Conditions
1.1 Reagents: Potassium hydroxide ,  Iodine Solvents: Dimethylformamide ;  rt
Reference
A novel series of indazole-/indole-based glucagon receptor antagonists
Lin, Songnian; Zhang, Fengqi; Jiang, Guoqiang; Qureshi, Sajjad A.; Yang, Xiaodong; et al, Bioorganic & Medicinal Chemistry Letters, 2015, 25(19), 4143-4147

Production Method 5

Reaction Conditions
1.1 Reagents: Potassium hydroxide ,  Iodine Solvents: Dimethylformamide
Reference
3-(Indol-2-yl)indazoles as Chek1 kinase inhibitors: Optimization of potency and selectivity via substitution at C6
Fraley, Mark E.; Steen, Justin T.; Brnardic, Edward J.; Arrington, Kenneth L.; Spencer, Keith L.; et al, Bioorganic & Medicinal Chemistry Letters, 2006, 16(23), 6049-6053

Production Method 6

Reaction Conditions
1.1 Reagents: Potassium hydroxide ,  Iodine Solvents: Dimethylformamide ;  rt; 1 - 2 h, rt
1.2 Reagents: Water ;  rt
1.3 Reagents: Sodium thiosulfate ;  neutralized, rt
Reference
Design, synthesis and biological evaluation of 3,5-dimethylisoxazole and pyridone derivatives as BRD4 inhibitors
Rong, Juan; Feng, Zhan-Zhan; Shi, Yao-Jie; Ren, Jing; Xu, Ying; et al, Bioorganic & Medicinal Chemistry Letters, 2019, 29(19),

6-Bromo-3-iodo-1H-indazole Raw materials

6-Bromo-3-iodo-1H-indazole Preparation Products

6-Bromo-3-iodo-1H-indazole Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:885521-88-0)6-BROMO-3-IODO (1H)INDAZOLE
Order Number:sfd7961
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:34
Price ($):discuss personally

Additional information on 6-Bromo-3-iodo-1H-indazole

6-Bromo-3-iodo-1H-indazole (CAS No. 885521-88-0): A Versatile Heterocyclic Compound for Pharmaceutical Research

In the realm of medicinal chemistry and drug discovery, 6-Bromo-3-iodo-1H-indazole (CAS No. 885521-88-0) has emerged as a promising heterocyclic scaffold with diverse applications. This brominated and iodinated indazole derivative has garnered significant attention from researchers due to its unique structural features and potential biological activities. As the pharmaceutical industry continues to explore novel small molecule therapeutics, compounds like 6-Bromo-3-iodo-1H-indazole are becoming increasingly valuable in the development of targeted therapies.

The molecular structure of 6-Bromo-3-iodo-1H-indazole features an indazole core substituted with both bromine and iodine atoms at specific positions. This particular arrangement of halogens makes it an excellent intermediate for various cross-coupling reactions, which are fundamental in modern organic synthesis. Recent trends in drug discovery highlight the importance of such halogenated heterocycles, as they often exhibit improved pharmacokinetic properties and enhanced binding affinities to biological targets.

One of the most searched topics in pharmaceutical chemistry relates to kinase inhibitors, and interestingly, indazole derivatives like 6-Bromo-3-iodo-1H-indazole have shown potential in this area. The compound's ability to serve as a precursor for more complex pharmacologically active molecules makes it particularly valuable. Researchers frequently inquire about "indazole-based drug candidates" and "halogenated heterocycle synthesis," reflecting the growing interest in this chemical space.

From a synthetic chemistry perspective, 6-Bromo-3-iodo-1H-indazole offers multiple advantages. The presence of both bromo and iodo substituents allows for selective functionalization through various metal-catalyzed reactions, including Suzuki-Miyaura coupling and Buchwald-Hartwig amination. These transformations are crucial for creating diverse molecular libraries in drug discovery programs. Current literature searches reveal high interest in "selective halogen substitution in indazoles" and "indazole scaffold modifications," indicating the relevance of this compound to ongoing research.

The pharmaceutical applications of 6-Bromo-3-iodo-1H-indazole extend to several therapeutic areas. Recent studies have explored its derivatives as potential agents for cancer treatment, neurological disorders, and inflammatory conditions. The compound's versatility stems from the indazole core, which is known to interact with various biological targets. Search engine data shows increasing queries about "indazole compounds in oncology research" and "heterocyclic compounds for CNS diseases," aligning perfectly with the potential applications of this molecule.

Quality control and characterization of 6-Bromo-3-iodo-1H-indazole are critical aspects for researchers. Advanced analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are typically employed to ensure purity and confirm structure. The compound's stability under various conditions is another frequently searched topic, with many researchers looking for information on "storage conditions for halogenated indazoles" and "handling sensitive heterocyclic compounds."

In the context of green chemistry initiatives, there's growing interest in developing more sustainable synthetic routes to compounds like 6-Bromo-3-iodo-1H-indazole. Recent publications have explored catalyst-free reactions and microwave-assisted synthesis for similar structures. This aligns with current search trends showing increased queries about "environmentally friendly synthesis of halogenated compounds" and "green chemistry approaches to heterocycles."

The commercial availability of 6-Bromo-3-iodo-1H-indazole has made it more accessible to researchers worldwide. Several specialty chemical suppliers now offer this compound with varying levels of purity, catering to different research needs. Market analysis indicates rising demand for high-purity indazole derivatives, particularly in the pharmaceutical and biotechnology sectors. Common search terms in this context include "reliable suppliers of 6-Bromo-3-iodo-1H-indazole" and "custom synthesis of halogenated indazoles."

Future research directions for 6-Bromo-3-iodo-1H-indazole are likely to focus on expanding its utility in drug discovery. The compound's potential as a building block for PROTACs (Proteolysis Targeting Chimeras) and other targeted protein degradation technologies is particularly exciting. These emerging areas in medicinal chemistry have generated numerous searches for "indazole derivatives in protein degradation" and "heterocyclic scaffolds for novel therapeutic modalities."

In conclusion, 6-Bromo-3-iodo-1H-indazole (CAS No. 885521-88-0) represents a valuable tool for medicinal chemists and pharmaceutical researchers. Its unique structural features, synthetic versatility, and potential biological applications make it a compound of significant interest in contemporary drug discovery efforts. As research continues to uncover new applications for halogenated indazole derivatives, this molecule is poised to play an increasingly important role in the development of novel therapeutic agents.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:885521-88-0)6-BROMO-3-IODO (1H)INDAZOLE
sfd7961
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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