Cas no 708-15-6 (2-Amino-8-methoxyquinazoline)

2-Amino-8-methoxyquinazoline is a quinazoline derivative characterized by an amino group at the 2-position and a methoxy substituent at the 8-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmacologically active molecules. Its structural features make it valuable for constructing heterocyclic frameworks, often utilized in medicinal chemistry for targeting enzyme inhibition or receptor modulation. The methoxy group enhances solubility and influences electronic properties, while the amino group provides a reactive site for further functionalization. This compound is typically employed in research settings for the synthesis of analogs with potential biological activity, offering a balance of reactivity and stability for synthetic applications.
2-Amino-8-methoxyquinazoline structure
2-Amino-8-methoxyquinazoline structure
Product Name:2-Amino-8-methoxyquinazoline
CAS No:708-15-6
MF:C9H9N3O
MW:175.187261343002
MDL:MFCD09999246
CID:1026102
PubChem ID:16748215
Update Time:2025-11-02

2-Amino-8-methoxyquinazoline Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-8-methoxyquinazoline
    • 8-methoxyquinazolin-2-amine
    • 8-Methoxyquizolin-2-amine
    • 2-Amino-8-methoxy-chinazolin
    • 2-Quinazolinamine,8-methoxy
    • 8-methoxy-quinazolin-2-ylamine
    • HZZMAAQLRLRCAG-UHFFFAOYSA-N
    • FCH880181
    • ST2409575
    • AX8219862
    • AB0026361
    • W8003
    • FS-2800
    • AKOS006302168
    • DTXSID30587793
    • MFCD09999246
    • EN300-115523
    • A866536
    • 708-15-6
    • DS-0389
    • CS-0084700
    • FT-0738007
    • SCHEMBL1039857
    • DA-03394
    • quinazoline, 2-amino-8-methoxy-
    • MDL: MFCD09999246
    • Inchi: 1S/C9H9N3O/c1-13-7-4-2-3-6-5-11-9(10)12-8(6)7/h2-5H,1H3,(H2,10,11,12)
    • InChI Key: HZZMAAQLRLRCAG-UHFFFAOYSA-N
    • SMILES: O(C)C1=CC=CC2=CN=C(N)N=C21

Computed Properties

  • Exact Mass: 175.07500
  • Monoisotopic Mass: 175.074561919g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 176
  • 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: 61
  • XLogP3: 1.2

Experimental Properties

  • Density: 1.286
  • Boiling Point: 403.27°C at 760 mmHg
  • Flash Point: 197.691°C
  • Refractive Index: 1.675
  • PSA: 61.03000
  • LogP: 1.80180

2-Amino-8-methoxyquinazoline Security Information

2-Amino-8-methoxyquinazoline 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%

2-Amino-8-methoxyquinazoline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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$ 178.00 2023-04-19
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2-Amino-8-methoxyquinazoline Related Literature

Additional information on 2-Amino-8-methoxyquinazoline

Exploring the Versatile Applications and Properties of 2-Amino-8-methoxyquinazoline (CAS No. 708-15-6)

2-Amino-8-methoxyquinazoline (CAS No. 708-15-6) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and materials science research. This quinazoline derivative features a unique molecular structure combining an amino group at the 2-position and a methoxy group at the 8-position, making it a valuable scaffold for various applications. Researchers are particularly interested in its potential as a building block for drug discovery, given the established importance of quinazoline derivatives in medicinal chemistry.

The compound's molecular formula, C9H9N3O, and molecular weight of 175.19 g/mol make it an attractive intermediate for synthesizing more complex molecules. Recent studies have focused on its potential as a precursor for kinase inhibitors, with particular interest in its ability to modulate specific biological pathways. The presence of both electron-donating groups (amino and methoxy) creates interesting electronic properties that influence its reactivity and binding characteristics.

In the pharmaceutical sector, 2-Amino-8-methoxyquinazoline has shown promise in early-stage research for various therapeutic areas. Scientists are investigating its potential as a core structure for anticancer agents, building upon the known activity of similar quinazoline compounds against tyrosine kinases. The compound's solubility profile (moderately soluble in organic solvents but with limited water solubility) presents both challenges and opportunities for formulation scientists working on drug development projects.

The material science community has also taken interest in 708-15-6 for its potential applications in organic electronics. Its conjugated system and ability to form stable complexes with metals make it a candidate for developing organic semiconductors and photovoltaic materials. Recent publications have explored its use in creating novel materials for light-emitting diodes (LEDs) and other optoelectronic devices.

From a synthetic chemistry perspective, 2-Amino-8-methoxyquinazoline offers several advantages. Its relatively straightforward synthesis from commercially available starting materials makes it accessible for research purposes. The compound's stability under standard laboratory conditions (room temperature storage in dry environments) contributes to its utility as a versatile chemical intermediate. Researchers have developed various modification strategies to functionalize different positions on the quinazoline ring system.

Analytical characterization of CAS 708-15-6 typically involves techniques such as nuclear magnetic resonance (NMR) spectroscopy, high-performance liquid chromatography (HPLC), and mass spectrometry. These methods confirm the compound's purity and identity, which is crucial for research applications. The compound typically appears as a light yellow to beige crystalline powder, with melting points reported in the range of 210-215°C.

Recent advancements in green chemistry have led to improved synthetic routes for 2-Amino-8-methoxyquinazoline derivatives. Researchers are particularly interested in developing more sustainable production methods that reduce waste and energy consumption while maintaining high yields. These developments align with growing industry demands for environmentally friendly chemical synthesis.

The global market for specialty quinazoline compounds like 708-15-6 has seen steady growth, driven by increasing research activities in pharmaceutical and materials science. Suppliers typically offer this compound in various quantities, from milligram-scale for initial research to kilogram quantities for larger-scale applications. Pricing varies based on purity levels, which generally range from 95% to 99% for research-grade material.

Quality control protocols for 2-Amino-8-methoxyquinazoline emphasize the importance of rigorous testing for impurities that might affect downstream applications. Common analytical specifications include limits for residual solvents, heavy metals, and related substances. These standards ensure the compound meets the requirements of diverse research applications.

Looking forward, the scientific community anticipates expanded applications for CAS 708-15-6 in emerging fields such as bioconjugation chemistry and targeted drug delivery systems. Its ability to serve as a platform for further chemical modifications makes it particularly valuable for these cutting-edge applications. Researchers are also exploring its potential in chemical biology as a probe for studying enzyme mechanisms.

For laboratories working with 2-Amino-8-methoxyquinazoline, proper handling procedures should be followed despite its relatively low hazard profile. Standard personal protective equipment including gloves and safety glasses is recommended when handling the compound. Storage should be in tightly sealed containers under dry conditions to maintain stability over extended periods.

The intellectual property landscape surrounding quinazoline derivatives continues to evolve, with numerous patents filed for specific applications of 708-15-6 and related compounds. This active patent environment reflects the compound's commercial potential and the ongoing innovation in this chemical space.

Academic and industrial researchers frequently seek information about synthetic methods for 2-Amino-8-methoxyquinazoline, reflecting the compound's importance as a research tool. Common search queries include its spectral data, solubility characteristics, and derivatization strategies, indicating the practical needs of scientists working with this material.

As research into heterocyclic compounds advances, 2-Amino-8-methoxyquinazoline (CAS No. 708-15-6) remains a compound of significant interest across multiple disciplines. Its combination of structural features, synthetic accessibility, and potential applications ensures it will continue to be an important subject of study in chemical and pharmaceutical research for years to come.

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