Cas no 365427-30-1 (4-Bromo-1-methyl-1H-indazole)

4-Bromo-1-methyl-1H-indazole is a brominated indazole derivative widely used as a versatile intermediate in organic synthesis and pharmaceutical research. Its key advantages include a stable molecular structure, high purity, and reactivity suitable for further functionalization, such as Suzuki-Miyaura cross-coupling or nucleophilic substitution reactions. The presence of both bromine and methyl groups enhances its utility in constructing complex heterocyclic frameworks. This compound is particularly valuable in medicinal chemistry for developing bioactive molecules, including kinase inhibitors and other therapeutic agents. Its well-defined physicochemical properties ensure consistent performance in synthetic applications, making it a reliable choice for researchers.
4-Bromo-1-methyl-1H-indazole structure
4-Bromo-1-methyl-1H-indazole structure
Product Name:4-Bromo-1-methyl-1H-indazole
CAS No:365427-30-1
MF:C8H7BrN2
MW:211.058580636978
MDL:MFCD09870042
CID:297342
PubChem ID:22558986
Update Time:2025-05-20

4-Bromo-1-methyl-1H-indazole Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-1-methyl-1H-indazole
    • 1H-Indazole, 4-bromo-1-methyl-
    • 4-Bromo-1-methylindazole
    • 1-METHYL-4-BROMOINDAZOLE
    • 1H-Indazole,4-bromo-1-methyl-
    • AQUSISHVASVOBL-UHFFFAOYSA-N
    • BCP28652
    • BDBM50390023
    • PB23714
    • OR60015
    • FCH1327478
    • ST1100542
    • AB1011660
    • AB0038057
    • AX8094690
    • 4-Bromo-1-methyl-1H-indazole, Aldri
    • PS-5589
    • AKOS005258430
    • A6314
    • SY024576
    • J-514561
    • DTXSID80626449
    • SCHEMBL1900443
    • EN300-98231
    • CHEMBL2071547
    • MFCD09870042
    • FT-0646150
    • 4-Bromo-1-methyl-1H-indazole, AldrichCPR
    • CS-0045009
    • AM20040289
    • 365427-30-1
    • 4-BROMO-1-METHYL-INDAZOLE
    • MDL: MFCD09870042
    • Inchi: 1S/C8H7BrN2/c1-11-8-4-2-3-7(9)6(8)5-10-11/h2-5H,1H3
    • InChI Key: AQUSISHVASVOBL-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC2=C1C=NN2C

Computed Properties

  • Exact Mass: 209.97900
  • Monoisotopic Mass: 209.979
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.3
  • Topological Polar Surface Area: 17.8

Experimental Properties

  • Density: 1.60±0.1 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 293.616°C at 760 mmHg
  • Flash Point: 131.374°C
  • Refractive Index: 1.663
  • Solubility: Very slightly soluble (0.38 g/l) (25 o C),
  • PSA: 17.82000
  • LogP: 2.33580

4-Bromo-1-methyl-1H-indazole Security Information

  • Hazard Category Code: 22
  • Hazardous Material Identification: Xn

4-Bromo-1-methyl-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%

4-Bromo-1-methyl-1H-indazole Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B10346-1g
4-Bromo-1-methyl-1H-indazole
365427-30-1 98%
1g
692.0CNY 2021-08-05
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B10346-5g
4-Bromo-1-methyl-1H-indazole
365427-30-1 98%
5g
2772.0CNY 2021-08-05
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-NW743-1g
4-Bromo-1-methyl-1H-indazole
365427-30-1 98%
1g
470.0CNY 2021-08-05
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-NW743-50mg
4-Bromo-1-methyl-1H-indazole
365427-30-1 98%
50mg
91.0CNY 2021-08-05
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-NW743-5g
4-Bromo-1-methyl-1H-indazole
365427-30-1 98%
5g
1834.0CNY 2021-08-05
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-NW743-250mg
4-Bromo-1-methyl-1H-indazole
365427-30-1 98%
250mg
426CNY 2021-05-08
CHENG DOU FEI BO YI YAO Technology Co., Ltd.
FB06143-100g
4-bromo-1-methyl-1H-indazole
365427-30-1 95%
100g
$1450 2023-09-07
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-NW743-200mg
4-Bromo-1-methyl-1H-indazole
365427-30-1 98%
200mg
110.0CNY 2021-08-05
ChemScence
CS-0045009-1g
4-Bromo-1-methyl-1H-indazole
365427-30-1 99.58%
1g
$42.0 2022-04-27
ChemScence
CS-0045009-5g
4-Bromo-1-methyl-1H-indazole
365427-30-1 99.58%
5g
$117.0 2022-04-27

4-Bromo-1-methyl-1H-indazole Production Method

Additional information on 4-Bromo-1-methyl-1H-indazole

Introduction to 4-Bromo-1-methyl-1H-indazole (CAS No. 365427-30-1)

4-Bromo-1-methyl-1H-indazole, identified by the Chemical Abstracts Service Number (CAS No.) 365427-30-1, is a heterocyclic organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound belongs to the indazole family, characterized by a fused benzene and pyrrole ring system, with a bromine substituent at the 4-position and a methyl group at the 1-position. The unique structural features of 4-Bromo-1-methyl-1H-indazole make it a versatile intermediate in synthetic chemistry and a promising candidate for further exploration in drug discovery.

The indazole scaffold is well-documented for its biological activity, with numerous derivatives exhibiting pharmacological properties ranging from antimicrobial to anticancer effects. The introduction of a bromine atom at the 4-position enhances the electrophilicity of the molecule, facilitating further functionalization through cross-coupling reactions such as Suzuki-Miyaura, Heck, and Buchwald-Hartwig couplings. These reactions are pivotal in constructing complex molecular architectures, making 4-Bromo-1-methyl-1H-indazole a valuable building block in medicinal chemistry.

In recent years, there has been growing interest in indazole derivatives as potential therapeutic agents. One notable area of research involves their application in oncology. Studies have demonstrated that certain indazole compounds can modulate signaling pathways involved in tumor growth and metastasis. For instance, modifications at the 3-position of the indazole ring have been shown to enhance binding affinity to specific protein targets, leading to inhibitory effects on kinases and other enzymes implicated in cancer progression. The presence of both bromine and methyl groups in 4-Bromo-1-methyl-1H-indazole provides a strategic handle for further derivatization, allowing researchers to fine-tune its biological activity.

Another significant application of 4-Bromo-1-methyl-1H-indazole lies in its role as a precursor for synthesizing more complex heterocycles. The bromine atom serves as a reactive site for palladium-catalyzed reactions, enabling the construction of polycyclic systems with potential bioactivity. For example, recent publications have described the use of 4-Bromo-1-methyl-1H-indazole in generating fused indole-indazoles, which have shown promise in preclinical studies as inhibitors of bacterial enzymes. This highlights the compound's utility not only as an intermediate but also as a scaffold for designing novel antimicrobial agents.

The pharmaceutical industry has also explored 4-Bromo-1-methyl-1H-indazole for its potential in treating neurological disorders. Research indicates that indazole derivatives can interact with neurotransmitter receptors, offering insights into their role in modulating cognitive functions. The methyl group at the 1-position of 4-Bromo-1-methyl-1H-indazole contributes to its lipophilicity, which is often favorable for crossing the blood-brain barrier. This property makes it an attractive candidate for developing treatments targeting central nervous system disorders.

From a synthetic chemistry perspective, 4-Bromo-1-methyl-1H-indazole exemplifies the importance of functional group diversity in drug discovery. The combination of bromine and methyl substituents allows for multiple pathways to explore, including halogen exchange reactions and metal-catalyzed C-H activation. These strategies are increasingly employed to generate structurally diverse libraries of compounds for high-throughput screening. The versatility of 4-Bromo-1-methyl-1H-indazole underscores its significance as a reagent in modern synthetic methodologies.

In conclusion, 4-Bromo-1-methyl-1H-indazole (CAS No. 365427-30-1) is a multifaceted compound with broad applications in pharmaceutical research. Its unique structural features make it an invaluable intermediate for constructing biologically active molecules, particularly in oncology and antimicrobial therapy. As synthetic techniques continue to evolve, the potential uses of 4-Bromo-1-methyl-1H-indazole are expected to expand, further solidifying its role as a cornerstone in medicinal chemistry innovation.

Recommended suppliers
Shandong Jing Kun Chemical Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shandong Jing Kun Chemical Co.,Ltd.
SHOCHEM(SHANGHAI) CO.,lTD
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
SHOCHEM(SHANGHAI) CO.,lTD
Shenzhen Yaoyuan R&D Center Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shenzhen Yaoyuan R&D Center Co.,Ltd
Beyond Pharmaceutical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Amadis Chemical Company Limited