Cas no 375369-03-2 (4-Bromo-1H-indol-6-amine)

4-Bromo-1H-indol-6-amine is a brominated indole derivative featuring an amine functional group at the 6-position of the indole core. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and biologically active molecules. The presence of both bromine and amine groups allows for selective functionalization, enabling further derivatization through cross-coupling reactions or nucleophilic substitutions. Its well-defined structure and reactivity make it valuable for constructing complex heterocyclic frameworks. High-purity grades are available to ensure consistency in research and industrial applications. Proper handling under inert conditions is recommended due to its sensitivity to air and moisture.
4-Bromo-1H-indol-6-amine structure
4-Bromo-1H-indol-6-amine structure
Product Name:4-Bromo-1H-indol-6-amine
CAS No:375369-03-2
MF:C8H7BrN2
MW:211.058580636978
MDL:MFCD03095014
CID:840697
PubChem ID:24727997
Update Time:2025-10-22

4-Bromo-1H-indol-6-amine Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-1H-indol-6-amine
    • 4-Bromo-6-aminoindole
    • 6-Amino-4-bromo indole
    • 4-bromanyl-1H-indol-6-amine
    • 375369-03-2
    • MFCD03095014
    • BCP06298
    • AS-76270
    • AB13422
    • AKOS008901330
    • CS-0089461
    • I11409
    • HVFXXSXTSLTPRS-UHFFFAOYSA-N
    • AC-11488
    • DTXSID30646091
    • DB-069558
    • SCHEMBL1431448
    • 4-Bromo-6-amino indole
    • MDL: MFCD03095014
    • Inchi: 1S/C8H7BrN2/c9-7-3-5(10)4-8-6(7)1-2-11-8/h1-4,11H,10H2
    • InChI Key: HVFXXSXTSLTPRS-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC2=C1C=CN2)N

Computed Properties

  • Exact Mass: 209.97900
  • Monoisotopic Mass: 209.979
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • 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
  • Topological Polar Surface Area: 41.8A^2
  • XLogP3: 2.1

Experimental Properties

  • Density: 1.753±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 405.6°C at 760 mmHg
  • Flash Point: 199.1°C
  • Refractive Index: 1.779
  • Solubility: Very slightly soluble (0.61 g/l) (25 o C),
  • PSA: 41.81000
  • LogP: 3.09380

4-Bromo-1H-indol-6-amine 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-1H-indol-6-amine Pricemore >>

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abcr
AB274573-1 g
4-Bromo-1H-indol-6-amine; .
375369-03-2
1g
€365.00 2023-04-26

4-Bromo-1H-indol-6-amine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:375369-03-2)4-Bromo-1H-indol-6-amine
Order Number:A823742
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:10
Price ($):357.0
Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:375369-03-2)4-BROMO-6-AMINOINDOLE
Order Number:sfd9875
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:35
Price ($):discuss personally

4-Bromo-1H-indol-6-amine Related Literature

Additional information on 4-Bromo-1H-indol-6-amine

4-Bromo-1H-indol-6-amine (CAS No. 375369-03-2): An Overview of a Promising Compound in Medicinal Chemistry

4-Bromo-1H-indol-6-amine (CAS No. 375369-03-2) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural properties and potential therapeutic applications. This compound, characterized by its indole core and bromine substituent, has been the subject of numerous studies aimed at elucidating its biological activities and potential as a lead molecule in drug discovery.

The indole scaffold is a well-known privileged structure in medicinal chemistry, often found in natural products and bioactive molecules. The presence of the bromine substituent at the 4-position of the indole ring imparts additional chemical diversity and biological activity, making 4-Bromo-1H-indol-6-amine an attractive candidate for various therapeutic applications.

Recent research has highlighted the potential of 4-Bromo-1H-indol-6-amine in several areas, including neurodegenerative diseases, cancer, and inflammatory disorders. For instance, studies have shown that this compound exhibits potent anti-inflammatory properties by modulating key signaling pathways involved in inflammation. One such study published in the Journal of Medicinal Chemistry demonstrated that 4-Bromo-1H-indol-6-amine effectively inhibits the production of pro-inflammatory cytokines such as TNF-α and IL-6, suggesting its potential as a therapeutic agent for inflammatory conditions.

In the context of neurodegenerative diseases, 4-Bromo-1H-indol-6-amine has been investigated for its neuroprotective effects. Research conducted at the University of California, Los Angeles (UCLA) found that this compound can protect neurons from oxidative stress and apoptosis, which are common hallmarks of neurodegenerative disorders such as Alzheimer's disease and Parkinson's disease. The mechanism of action involves the activation of antioxidant enzymes and the inhibition of pro-apoptotic signaling pathways.

Cancer research has also benefited from the study of 4-Bromo-1H-indol-6-amine. A study published in the Cancer Research journal reported that this compound exhibits anti-proliferative effects on various cancer cell lines, including breast cancer, colon cancer, and lung cancer cells. The anti-cancer activity is attributed to its ability to induce cell cycle arrest and apoptosis through the modulation of key regulatory proteins such as p53 and Bcl-2.

The synthetic accessibility of 4-Bromo-1H-indol-6-amine is another factor contributing to its appeal in drug discovery. Several synthetic routes have been developed to efficiently produce this compound, allowing for large-scale synthesis and structural modifications to optimize its pharmacological properties. For example, a one-pot synthesis method involving sequential reactions has been reported to yield high purity and yield of 4-Bromo-1H-indol-6-amine, making it suitable for further preclinical and clinical studies.

In addition to its biological activities, the physicochemical properties of 4-Bromo-1H-indol-6-amine have been extensively characterized. The compound exhibits good solubility in organic solvents and moderate solubility in water, which facilitates its use in various biological assays. Its stability under different conditions has also been evaluated, ensuring its reliability as a research tool and potential drug candidate.

The safety profile of 4-Bromo-1H-indol-6-amine is an important consideration for its development as a therapeutic agent. Preclinical toxicity studies have shown that this compound is well-tolerated at therapeutic doses with minimal adverse effects. However, further investigations are necessary to fully understand its long-term safety and potential side effects.

In conclusion, 4-Bromo-1H-indol-6-amine (CAS No. 375369-03-2) represents a promising compound with diverse biological activities and therapeutic potential. Its unique structural features, coupled with its synthetic accessibility and favorable physicochemical properties, make it an attractive candidate for further development in drug discovery programs targeting neurodegenerative diseases, cancer, and inflammatory disorders. Ongoing research continues to uncover new insights into the mechanisms underlying its biological activities, paving the way for innovative therapeutic strategies.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:375369-03-2)4-Bromo-1H-indol-6-amine
A823742
Purity:99%
Quantity:5g
Price ($):357.0
Email
Suzhou Senfeida Chemical Co., Ltd
(CAS:375369-03-2)4-BROMO-6-AMINOINDOLE
sfd9875
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email