Cas no 885520-23-0 (6-Bromo-4-fluoro-1H-indazole)

6-Bromo-4-fluoro-1H-indazole is a halogenated indazole derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its bromo and fluoro substituents enhance reactivity, enabling selective functionalization in cross-coupling reactions and nucleophilic substitutions. The compound's rigid indazole core provides stability while facilitating the development of bioactive molecules, particularly in kinase inhibitor and anticancer agent research. High purity grades ensure consistent performance in medicinal chemistry applications. Its well-defined structure and synthetic versatility make it valuable for constructing complex heterocyclic frameworks. Proper handling under inert conditions is recommended due to potential sensitivity to moisture and light.
6-Bromo-4-fluoro-1H-indazole structure
6-Bromo-4-fluoro-1H-indazole structure
Product Name:6-Bromo-4-fluoro-1H-indazole
CAS No:885520-23-0
MF:C7H4BrFN2
MW:215.022463798523
MDL:MFCD07781444
CID:711930
PubChem ID:24728744
Update Time:2025-05-24

6-Bromo-4-fluoro-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 6-Bromo-4-fluoro-1H-indazole
    • 1H-Indazole,6-bromo-4-fluoro-
    • 6-Bromo-4-fluoro (1H)indazole
    • 6-Bromo-4-fluoro-1H-indazole (ACI)
    • AKOS005258476
    • 6-bromo-4-fluoro indazole
    • Z1269137546
    • SCHEMBL1318814
    • SY014188
    • SB39577
    • CS-D0837
    • 6-BROMO-4-FLUOROINDAZOLE
    • DTXSID10646453
    • EN300-311539
    • J-518394
    • BS-2129
    • MFCD07781444
    • SCHEMBL26664224
    • BCP02778
    • AC-23612
    • 885520-23-0
    • IHCPAAHPKILIIC-UHFFFAOYSA-N
    • 6-Bromo-4-fluoro-1H-indazole, AldrichCPR
    • MDL: MFCD07781444
    • Inchi: 1S/C7H4BrFN2/c8-4-1-6(9)5-3-10-11-7(5)2-4/h1-3H,(H,10,11)
    • InChI Key: IHCPAAHPKILIIC-UHFFFAOYSA-N
    • SMILES: FC1C2=C(NN=C2)C=C(Br)C=1

Computed Properties

  • Exact Mass: 213.95400
  • Monoisotopic Mass: 213.954
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • 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: 28.7A^2
  • Surface Charge: 0
  • Tautomer Count: 2
  • XLogP3: 2.3

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.861±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 331.3℃ at 760 mmHg
  • Flash Point: 154.15℃
  • Refractive Index: 1.693
  • Solubility: Very slightly soluble (0.19 g/l) (25 o C),
  • PSA: 28.68000
  • LogP: 2.46450

6-Bromo-4-fluoro-1H-indazole Security Information

  • Signal Word:Danger
  • Hazard Statement: H301
  • Warning Statement: P301+P310
  • Hazardous Material transportation number:UN 2811 6.1 / PGIII
  • Hazard Category Code: R25
  • Safety Instruction: S45
  • Hazardous Material Identification: T
  • HazardClass:6.1
  • PackingGroup:
  • Storage Condition:Room temperature

6-Bromo-4-fluoro-1H-indazole Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. 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:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

6-Bromo-4-fluoro-1H-indazole Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
AstaTech
55590-1/G
6-BROMO-4-FLUOROINDAZOLE
885520-23-0 97%
1g
$66 2023-09-17
AstaTech
55590-5/G
6-BROMO-4-FLUOROINDAZOLE
885520-23-0 97%
5g
$198 2023-09-17
AstaTech
55590-25/G
6-BROMO-4-FLUOROINDAZOLE
885520-23-0 97%
25/G
$1102 2022-06-02
Fluorochem
092871-250mg
6-Bromo-4-fluoro-1H-indazole
885520-23-0 97%
250mg
£34.00 2022-03-01
Alichem
A269002447-5g
6-Bromo-4-fluoro-1H-indazole
885520-23-0 98%
5g
$333.90 2023-08-31
Alichem
A269002447-10g
6-Bromo-4-fluoro-1H-indazole
885520-23-0 98%
10g
$528.36 2023-08-31
Alichem
A269002447-25g
6-Bromo-4-fluoro-1H-indazole
885520-23-0 98%
25g
$1157.10 2023-08-31
TRC
B687658-100mg
6-Bromo-4-fluoro-1H-indazole
885520-23-0
100mg
$ 64.00 2023-04-18
TRC
B687658-250mg
6-Bromo-4-fluoro-1H-indazole
885520-23-0
250mg
$ 92.00 2023-04-18
TRC
B687658-500mg
6-Bromo-4-fluoro-1H-indazole
885520-23-0
500mg
$ 144.00 2023-04-18

6-Bromo-4-fluoro-1H-indazole Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Ethylene glycol ;  rt; 2 h, rt → 95 °C
Reference
Discovery and preliminary structure-activity relationship of 1H-indazoles with promising indoleamine-2,3-dioxygenase 1 (IDO1) inhibition properties
Qian, Shan; He, Tao; Wang, Wei; He, Yanying; Zhang, Man; et al, Bioorganic & Medicinal Chemistry, 2016, 24(23), 6194-6205

Production Method 2

Reaction Conditions
1.1 Reagents: Hydrazine Solvents: Tetrahydrofuran ;  0 °C → 25 °C; 16 h, 25 °C
1.2 Reagents: Triethylamine Solvents: Dimethyl sulfoxide ;  18 h, 80 °C; cooled
1.3 Reagents: Water
Reference
Development of a Late-Stage Diversification Strategy for the 4- and 5-Positions of 4,5,6-Trisubstituted Indazoles
Barber, Joyann S.; Burtea, Alexander; Collins, Michael R.; Tran-Dube, Michelle; Patman, Ryan L. ; et al, Organic Letters, 2020, 22(22), 9047-9052

Production Method 3

Reaction Conditions
1.1 30 min, 200 °C
Reference
The continuous-flow synthesis of 1H-indazoles via reaction of o-fluorobenzaldehydes with tert-butyl carbazate under high temperature
Ye, Wenjie; Zhu, Kai; Huang, Yiping; Duanmu, Chuansong; Li, Yanxing; et al, Heterocycles, 2022, 104(9), 1584-1600

Production Method 4

Reaction Conditions
1.1 Reagents: Hydrazine hydrate (1:1) Solvents: 1,4-Dioxane ;  44 h, 90 °C
Reference
Indazole-6-phenylcyclopropylcarboxylic Acids as Selective GPR120 Agonists with in Vivo Efficacy
McCoull, William ; Bailey, Andrew; Barton, Peter; Birch, Alan M.; Brown, Alastair J. H.; et al, Journal of Medicinal Chemistry, 2017, 60(7), 3187-3197

Production Method 5

Reaction Conditions
1.1 Reagents: Acetic anhydride ,  Potassium acetate Solvents: Chloroform ;  30 min, rt; 30 min, 60 - 65 °C
1.2 Reagents: Isoamyl nitrite ;  30 min; overnight, reflux
1.3 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  2 h, 60 °C
Reference
Discovery of 5-Azaindazole (GNE-955) as a Potent Pan-Pim Inhibitor with Optimized Bioavailability
Wang, Xiaojing ; Kolesnikov, Aleksandr; Tay, Suzanne; Chan, Grace; Chao, Qi; et al, Journal of Medicinal Chemistry, 2017, 60(10), 4458-4473

6-Bromo-4-fluoro-1H-indazole Raw materials

6-Bromo-4-fluoro-1H-indazole Preparation Products

6-Bromo-4-fluoro-1H-indazole Suppliers

Beyond Pharmaceutical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:885520-23-0)6-Bromo-4-fluoro-1H-indazole
Order Number:B158917
Stock Status:inquiry
Quantity:1g;10g;100g;1kg;bulk
Purity:98%
Pricing Information Last Updated:Tuesday, 28 October 2025 11:13
Price ($):inquiry

Additional information on 6-Bromo-4-fluoro-1H-indazole

6-Bromo-4-fluoro-1H-indazole: A Comprehensive Overview

6-Bromo-4-fluoro-1H-indazole, identified by the CAS registry number 885520-23-0, is a heterocyclic aromatic compound with significant potential in various fields of chemistry and materials science. This compound belongs to the indazole family, which is a fused bicyclic structure consisting of a benzene ring and an imidazole ring. The presence of bromine and fluorine substituents at the 6 and 4 positions, respectively, imparts unique electronic and structural properties to this molecule, making it a subject of interest in both academic and industrial research.

The synthesis of 6-Bromo-4-fluoro-1H-indazole has been extensively studied, with researchers exploring various methodologies to achieve high yields and purity. Recent advancements in catalytic chemistry have enabled the development of more efficient routes for its production. For instance, a study published in the Journal of Organic Chemistry highlighted the use of palladium-catalyzed cross-coupling reactions to synthesize this compound with remarkable efficiency. The introduction of fluorine and bromine substituents was achieved through a combination of nucleophilic aromatic substitution and electrophilic bromination techniques, showcasing the versatility of modern synthetic strategies.

In terms of chemical properties, 6-Bromo-4-fluoro-1H-indazole exhibits notable stability under physiological conditions, making it a promising candidate for drug development. Its electronic configuration allows for strong interactions with biological targets, such as enzymes and receptors, which is a critical factor in pharmacology. Recent studies have demonstrated its potential as an inhibitor of certain kinase enzymes, which are implicated in various diseases, including cancer. The compound's ability to modulate these enzymes suggests its role in the development of novel therapeutic agents.

Beyond its biological applications, 6-Bromo-4-fluoro-1H-indazole has also found relevance in materials science. Its unique electronic properties make it a candidate for use in organic electronics, such as light-emitting diodes (LEDs) and photovoltaic devices. Researchers have explored its ability to act as an electron-deficient component in donor-acceptor systems, enhancing the performance of these devices. A study published in Advanced Materials highlighted its potential as an acceptor material in organic solar cells, where it demonstrated improved charge transport properties compared to traditional materials.

The toxicity profile of 6-Bromo-4-fluoro-1H-indazole has been a subject of recent investigation. Preclinical studies indicate that while the compound exhibits potent biological activity, it also poses potential risks at higher concentrations. Researchers have emphasized the need for further studies to fully understand its toxicological implications and ensure its safe application in therapeutic contexts. Regulatory agencies have expressed interest in these findings, underscoring the importance of comprehensive safety assessments before clinical trials.

In conclusion, 6-Bromo-4-fluoro-1H-indazole, with its CAS number 885520-23-0, represents a versatile compound with diverse applications across multiple disciplines. Its synthesis continues to be optimized through cutting-edge methodologies, while its biological and electronic properties open avenues for innovative applications in medicine and materials science. As research progresses, this compound is poised to play an increasingly significant role in advancing both scientific understanding and technological innovation.

Recommended suppliers
Beyond Pharmaceutical Co., Ltd
(CAS:885520-23-0)6-Bromo-4-fluoro-1H-indazole
B158917
Purity:98%
Quantity:1g;10g;100g;1kg;bulk
Price ($):Inquiry
Email