Cas no 137553-43-6 (7-Bromoquinazoline-2,4-diamine)

7-Bromoquinazoline-2,4-diamine is a brominated quinazoline derivative featuring reactive amine groups at the 2- and 4-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceutical agents and heterocyclic compounds. The bromine substituent enhances its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling further functionalization. Its diamine structure also allows for selective modifications, making it valuable for constructing complex molecular frameworks. The compound exhibits stability under standard handling conditions and is typically utilized in research settings for medicinal chemistry and materials science applications. Its well-defined reactivity profile ensures consistent performance in synthetic workflows.
7-Bromoquinazoline-2,4-diamine structure
137553-43-6 structure
Product Name:7-Bromoquinazoline-2,4-diamine
CAS No:137553-43-6
MF:C8H7BrN4
MW:239.071979761124
MDL:MFCD08706214
CID:210700
PubChem ID:456247
Update Time:2025-08-05

7-Bromoquinazoline-2,4-diamine Chemical and Physical Properties

Names and Identifiers

    • 7-Bromo-2,4-diaminoquinazoline
    • 2,4-Quinazolinediamine,7-bromo-
    • 7-Bromoquinazoline-2,4-diamine
    • 2,4-Quinazolinediamine,7-bromo
    • 7-bromo-quinazoline-2,4-diamine
    • 2,4-Diamino-7-bromoquinazoline
    • 2,4-Quinazolinediamine, 7-bromo-
    • YPWBLOIRVSSESG-UHFFFAOYSA-N
    • MB06605
    • TRA0024875
    • SY032047
    • FS002017
    • ST2412526
    • AB0035614
    • X9992
    • FT-
    • DHFR-IN-3
    • MFCD08706214
    • AKOS015835989
    • FT-0648377
    • CS-W003561
    • GS-4262
    • 137553-43-6
    • HY-W003561
    • J-007040
    • BP-11975
    • AMY1738
    • DTXSID20160236
    • 7-Bromoquinazoline-2 pound not4-diamine
    • SCHEMBL4523837
    • DB-063206
    • MDL: MFCD08706214
    • Inchi: 1S/C8H7BrN4/c9-4-1-2-5-6(3-4)12-8(11)13-7(5)10/h1-3H,(H4,10,11,12,13)
    • InChI Key: YPWBLOIRVSSESG-UHFFFAOYSA-N
    • SMILES: BrC1C=CC2=C(N)N=C(N)N=C2C=1

Computed Properties

  • Exact Mass: 237.98500
  • Monoisotopic Mass: 237.985409
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 189
  • 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
  • XLogP3: 1.7
  • Topological Polar Surface Area: 77.8

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.8±0.1 g/cm3
  • Melting Point: No data available
  • Boiling Point: 509.4°C at 760 mmHg
  • Flash Point: 261.9±32.3 °C
  • PSA: 77.82000
  • LogP: 2.71910
  • Vapor Pressure: 0.0±1.3 mmHg at 25°C

7-Bromoquinazoline-2,4-diamine Security Information

7-Bromoquinazoline-2,4-diamine 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%

7-Bromoquinazoline-2,4-diamine Pricemore >>

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7-Bromoquinazoline-2,4-diamine Production Method

Additional information on 7-Bromoquinazoline-2,4-diamine

7-Bromoquinazoline-2,4-diamine (CAS No. 137553-43-6): A Comprehensive Overview

7-Bromoquinazoline-2,4-diamine (CAS No. 137553-43-6) is a heterocyclic compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the quinazoline family, which is a class of nitrogen-containing aromatic heterocycles. The presence of a bromine atom at the 7-position and amino groups at the 2 and 4 positions imparts unique chemical properties, making it a versatile molecule for various applications.

The synthesis of 7-Bromoquinazoline-2,4-diamine involves a series of well-established organic reactions. Typically, the starting material is a substituted aniline derivative, which undergoes condensation with an aldehyde or ketone in the presence of an acid catalyst to form the quinazoline skeleton. The introduction of the bromine atom at the 7-position is achieved through electrophilic aromatic substitution or other halogenation techniques. The resulting compound is then purified using chromatographic methods to ensure high purity levels.

Recent studies have highlighted the potential of 7-Bromoquinazoline-2,4-diamine in drug discovery and development. Due to its structural similarity to certain bioactive compounds, this molecule has been investigated for its anti-cancer properties. Research indicates that 7-Bromoquinazoline-2,4-diamine can inhibit key enzymes involved in cell proliferation and apoptosis, making it a promising candidate for targeted therapies.

In addition to its pharmacological applications, 7-Bromoquinazoline-2,4-diamine has also been explored in materials science. Its aromatic structure and functional groups make it suitable for use in organic electronics and optoelectronic devices. For instance, derivatives of this compound have been studied as candidates for organic light-emitting diodes (OLEDs) due to their ability to emit light under electrical stimulation.

The toxicity profile of 7-Bromoquinazoline-2,4-diamine has been evaluated in preclinical studies. Results suggest that while the compound exhibits potent biological activity, it also demonstrates moderate cytotoxicity against non-cancerous cells. This highlights the need for further research to optimize its selectivity and reduce potential side effects.

From a synthetic chemistry perspective, 7-Bromoquinazoline-2,4-diamine serves as a valuable building block for constructing more complex molecules. Its reactivity under various reaction conditions allows chemists to explore novel pathways for synthesizing bioactive compounds with enhanced properties.

In conclusion, 7-Bromoquinazoline-2,4-diamine (CAS No. 137553-43-6) is a multifaceted compound with applications spanning drug discovery, materials science, and synthetic chemistry. As research continues to uncover its potential uses and optimize its properties, this molecule is poised to play an increasingly important role in advancing scientific and technological frontiers.

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