4-Chloro-6,7-dimethoxyquinazoline(13790-39-1)

(2 customer reviews)

This product(s) resides on a APICMO contract.
We have the ability to produce, synthesize and manufacture large quantities of 4-Chloro-6,7-dimethoxyquinazoline(13790-39-1) with quality control system under CGMP manufacturing regulations.

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Description

4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) video

Patients with non-small-cell lung cancer (NSCLC) with somatic activating mutations of the epidermal growth factor receptor gene (EGFR mutations) generally respond to EGFR tyrosine kinase inhibitors (EGFR-TKIs). β-Catenin is a key component of the Wnt/β-Catenin signal and is an important oncogene that is involved in pathogenesis and progression of malignant tumors, especially cancer stem cells. It was found that EGFR-mutated NSCLC cell lines exhibited a high expression level of β-Catenin, compared with cell lines with the wild-type EGFR gene, and XAV939 (a β-Catenin inhibitor) enhanced the sensitivities to EGFR-TKI in EGFR-mutated NSCLC cell lines.

In EGFR-mutated NSCLC cell lines with acquired resistance threonine-to-methionine mutation in codon 790 (T790M) mutation, XAV939 enhanced the sensitivity of the cells to an irreversible EGFR-TKI but not a reversible EGFR-TKI. The combination of XAV939 and EGFR-TKIs strongly inhibited the β-Catenin signal and strongly decreased the phosphorylation of EGFR, compared with the use of EGFR-TKIs alone, suggesting an interaction between EGFR and the β-Catenin signal. The stem cell-like properties of the EGFR-mutated cell line carrying the T790M mutation were inhibited by XAV939 and BIBW2992 (an irreversible EGFR-TKI). Furthermore, the stem cell-like properties were strongly inhibited by a combination of both the agents. A xenograft study demonstrated that β-Catenin knockdown enhanced the antitumor effect of BIBW2992 in the EGFR-mutated NSCLC cell line carrying the T790M mutation. Conclusion: The findings indicate that β-Catenin might be a novel therapeutic target in EGFR-mutated NSCLC carrying the T790M mutation.

4-Chloro-6,7-dimethoxyquinazoline(13790-39-1) Specifications

CAS 13790-39-1
CAS Min % 95.0
CAS Max % 100.0
MDL Number MFCD01570172
InChI Key LLLHRNQLGUOJHP-UHFFFAOYSA-N
Chemical Name or Material 4-Chloro-6,7-dimethoxyquinazoline
Infrared Spectrum Authentic
Physical Form Powder or Chunks
Packaging Glass bottle
Molecular Formula C10H9ClN2O2
Molecular Weight (g/mol) 224.65
SMILES COC1=C(C=C2C(=C1)C(=NC=N2)Cl)OC
Color White or almost white power
Melting Point 184-187°C
Assay 98%

 

4-Chloro-6,7-dimethoxyquinazoline(13790-39-1) Safety and Handling

(13790-39-1) Hazard description:

♦ Causes skin irritation.

♦ Causes serious eye irritation.

♦ May cause respiratory irritation.

(13790-39-1) Precautionary statement:

♦ Avoid breathing dust/fume/gas/mist/vapors/spray.

♦ Wear protective gloves/protective clothing/eye protection/face protection.

♦ IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

♦ IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing.

♦ Store locked up.

♦ Dispose of contents/container in accordance with local/regional/national/international regulations.

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

4-Chloro-6,7-dimethoxyquinazoline(13790-39-1) Articles

R K Narla; X P Liu; D E Myers; and F M Uckun. 4-(3′-Bromo-4’hydroxylphenyl)-amino-6,7-dimethoxyquinazoline: a novel quinazoline derivative with potent cytotoxic activity against human glioblastoma cells. Clin Cancer Res. 1988, 41405.

Chappie, T.A, et.al. Discovery of a Series of 6,7-Dimethoxy-4-pyrrolidylquinazoline PDE10A Inhibitors†.J. Med. Chem. 2007 , 50(2), 182-185.

4-Chloro-6,7-dimethoxyquinazoline(13790-39-1) Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

4-Chloro-6,7-dimethoxyquinazoline(13790-39-1) Bulk Ordering & Pricing:

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2 reviews for 4-Chloro-6,7-dimethoxyquinazoline(13790-39-1)

  1. APICMO

    At APICMO, we synthesize 4-Chloro-6,7-dimethoxyquinazoline in bulk for scientific research, development, or synthesis. The quality control systemsof all our products are consistent with cGMP.

    4-Chloro-6,7-dimethoxyquinazoline Description

    The epidermal growth factor receptors (EGFR) found in non-small cell lung cancer (NCLC) cell lines have a high level of β-Catenin oncogene. This component is implicated in the Wnt/β-Catenin signaling and subsequent malignant tumor expression, pathogenesis, and progression.

    EGFR mutations are responsive to tyrosine kinase inhibitors or EGFR-TKI. A β-Catenin suppressor (XAV939) makes the cell lines sensitive to EGFR-TKI by inhibiting the signaling and enhancing EGFR phosphorylation. For maximum effectiveness, these two inhibitors positively interact, forming an irreversible EGFR-TKI. XAV939 and the irreversible EGFR-TKI can manage NSCLC stem cells, which have developed resistance in codon T790M. The inhibition of β-Catenin has a tumor-suppressing effect in the epidermal growth factor receptor cells with a T790M mutation.

    The structural formula of 4-Chloro-6,7-dimethoxyquinazoline:

    [caption id="attachment_700" align="alignnone" width="500"]4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) – APICMO[/caption]

    4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) Specifications

    Boiling point (˚C) 345.5
    CAS no. 13790-39-1
    Chemical name 4-Chloro-6,7-dimethoxyquinazoline
    Density (g/cm3) 1.321
    Empirical formula C10H9ClN2O2
    Flash point (˚C) 162.77
    IUPAC name 4-Chloro-6,7-dimethoxyquinazoline
    Melting point (˚C) 184 – 187
    Molecular weight (g/mol) 224.644
    Monoisotopic mass (g/mol) 224.035
    Physical state Solid
    Purity 98%
    Structural formula 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    Synonyms · 6,7-dimethoxy-4-chloroquinazoline

    · Quinazoline, 4-chloro-6,7-dimethoxy-

    · 4-chloro-6,7-dimethoxy-quinazoline

    Physical & Chemical Properties of 4-Chloro-6,7-dimethoxyquinazoline

    13790-39-1 Solubility

    4-Chloro-6,7-dimethoxyquinazoline is insoluble in water, but it dissolves in hot methanol.

    Bonding

    Hydrogen bond Donor count – none

    Acceptor count – 4

    Covalent 1
    Rotatable bond 2

    Appearance

    4-Chloro-6,7-dimethoxyquinazoline is a white to yellow crystalline powder.

    13790-39-1 Computed Properties

    Property Name Property value
    XLogP3-AA 2.4
    Vapor pressure (mmHg) 0 at 25°C
    Undefined Bond Stereocenter Count 0
    Undefined Atom Stereocenter Count 0
    Topological polar surface area 44.24 A^2
    Refractive index 1.605
    Isotope Atom Count 0
    Heavy Atom Count 15
    Formal Charge 0
    Exact Mass (g/mol) 224.035
    Defined Bond Stereocenter Count 0
    Defined Atom Stereocenter Count 0
    Compound is Canonicalized Yes
    Complexity 218

    Recommend Synthesis Route of 4-Chloro-6,7-dimethoxyquinazoline

    4-Chloro-6,7-d4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMOimethoxyquinazoline(13790-39-1)

    Other Routes:

    4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO

    4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO

    13790-39-1 Precursors

    CAS no. Chemical name Structural formula
    184764-63-4 2H-pyrazolo[3,4-d]pyridine-4,6(5H,7H)-dione 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    50270-27-4 2,4,6-trichloropyrimidine-5-carbaldehyde 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    7727-37-9 Dinitrogen 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    2465-59-0 Alloxanthine 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO

    4-Chloro-6,7-dimethoxyquinazoline Downstream Products

    CAS no. Chemical name Structural formula
    99979-82-5 6-amino-1,2-dihydro-4H-pyrazolo[3,4-d]pyrimidine-4-thione 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    6288-85-3 6-chloro-4-methylsulfanyl-1H-pyrazolo[3,4-d]Pyrimidine 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    7251-92-5 6-chloro-N-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    7508-59-0 6-chloro-1,2-dihydropyrazolo[3,4-d]pyrimidine-4-thione 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    5417-80-1 6-chloro-4-ethylsulfanyl-1H-pyrazolo[3,4-d]Pyrimidine
    2537-04-4 6-amino-1,2-dihyderopyrazolo[3,4-d]pyrimidin-4-one 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    5444-28-0 N-methyl-6-(methylsulfanyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    7152-45-6 6-(dimethylamino)-1,2-dihydropyrazolo[3,4-d]pyrimidine-4-thione 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    5417-81-2 2-[(6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-yl]amino)ethanol 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    42754-97-2 6-chloro-1,2-dihydropyrazolo[3,4-d]pyrimidin-4-one 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    98277-30-6 4,6-dimethoxy-1H-pyrazolo[3,4-d]pyrimidine 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO
    5417-78-7 6-chloro-1H-pyrazolo[3,4-d]pyrimidin-4-amine 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) - APICMO

    Applications of 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1)APICMO hazard icons

    • It is a synthetic intermediate, playing a significant role in the formulation of epidermal growth factors

    13790-39-1 Hazard Statements

    • More likely to cause skin irritation
    • Leads to severe irritation of the eyes
    • Irritates the respiratory system
    • It may be harmful to the skin
    • 20% likely to cause acute toxicity upon swallowing or inhalation

    Precautions When Dealing with 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1)

    1. Personal Protection

    Protective gears

    Use a dust respirator, rubber gloves,  a protective full-face mask, and airtight safety glasses. All these apparatus should be approved by the federal government or the international safety standards.

    Engineering controls

    Install exhaust ventilation with air cleaning apparatus to minimize exposure to dust, vapor, and other air irritants. The laboratory should be well-equipped with eye bath and safety showers.

    2. First Aid Measures

    Inhalation

    Relocate the victim to an area with maximum air circulation. If breathing is difficult, resort to artificial respiration. Severe symptoms will call for the attention of a medic.

    Skin contact

    From the precautionary codes P302, P313, P332, and P352 rinse the specific area with a lot of running water and soap. Seek medical advice in case of severe allergies.

    Ingestion

    Never attempt to force vomiting. Wash the mouth and take at least three cups of cold water or milk. When feeling unwell, contact a poison center or a physician.

    Eye contact

    Take off the contact lenses if possible before rinsing the eyes with plenty of cold water. Do this for at least 15 minutes and get medical attention. These precautionary statements are based on codes P305, P337, P338, and P351.

    3. Handling 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1)

    When using the product, bear in mind the following precautionary statements:

    • Put on the right protective gears
    • Do not breath dust, vapor, fumes, or gas
    • Work in a ventilated area or an outdoor setting
    • Control dust dispersion by using a local exhaust

    4. Storage of 4-Chloro-6,7-dimethoxyquinazoline

    For proper storage of the product, make sure to do the following:

    • Store in a cool and ventilated space
    • Keep the product in a sealed vessel
    • Avoid exposure to oxidizing agents
    • Lock up the storage
    • Store 4-Chloro-6,7-dimethoxyquinazoline at room temperature

    5. After Use

    After using 4-Chloro-6,7-dimethoxyquinazoline:

    • Observe proper personal hygiene by washing hands and stained clothing
    • Clean the working bench
    • Dispose of the waste according to the local standards
    • Return the remaining product to the original storage case

    6. Firefighting Measures

    4-Chloro-6,7-dimethoxyquinazoline decomposes upon combustion, heat,  or high temperatures, generating toxic fumes. The combustion products are carbon monoxide, hydrogen chloride, oxides of nitrogen, and CO^2. Wear suitable apparatus when putting out the fire. Use carbon dioxide, water spray, polymer foam,  or dry chemical foam while working from the windward side.

    7. Spillages

    Prevent spills and leakages from entering the regular drains. Sweep the dust,  absorb the liquids,  and pick up any solid chunks then collect them into an airtight container. Clean the area by washing and ventilating. Dispose of the used the contaminated products as per the disposal regulations.

    8. Stability and Reactivity of 4-Chloro-6,7-dimethoxyquinazoline

    4-Chloro-6,7-dimethoxyquinazoline is stable under controlled conditions. It will only decompose if exposed to oxidizing agents, heat, or high temperatures.

    The reactivity of the product is not hazardous in any way.

    9. 13790-39-1 Chemical Disposal

    Dispose of 4-Chloro-6,7-dimethoxyquinazoline following the local regulations. Work with a local licensed service provider to help eliminate the waste products. Else, burn them in an incinerator, which is fitted with an afterburner and a scrubber.

    10. Shipping Info

    4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) is non-hazardous for all shipping modes.

    Regulatory Information

    4-Chloro-6,7-dimethoxyquinazoline contains no hazardous chemicals. It is safe for experimental use.

    Technical Details

    Our experienced scientists have expertise in all scientific matters, including life and material Science, chemical analysis, product synthesis, drug discovery, and other relevant areas.

    4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) Bulk Ordering and pricing

    Looking for 4-Chloro-6,7-dimethoxyquinazoline (13790-39-1) in bulk for your scientific research and development? Contact APICMO customer care for a quotation.

    Bibliography

    1. Desmond J. Brown, John Wiley & Sons, Quinazolines, Supplement 1, 17 Sep 2009 – Science, page 670- 700.
    2. William Andrew Publishing, Pharmaceutical Manufacturing Encyclopedia, Elsevier, 22 Oct 2013 – Medical, page 38-47.
    3. National Centre For Biotechnology Information, US. National Library of Medicine, Pubchem,4-Chloro-6,7-dimethoxyquinazoline, Sections 1-10.

  2. Apicmo

    The best 4-Chloro-6,7-dimethoxyquinazoline and service i have ever had,Nice experience

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