6-Iodo-3h-quinazolin-4-one (16064-08-7)

This product(s) resides on a APICMO contract.
We have the ability to produce, synthesize and manufacture large quantities of  6-Iodo-3h-quinazolin-4-one(16064-08-7)  with quality control system under CGMP manufacturing regulations

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Description

6-Iodo-3h-quinazolin-4-one(16064-08-7) video

The 6-Iodoquinazolin-4-one, with the CAS registry number (16064-08-7), is also known as 6-Iodoquinazolin-4(1H)-one. It belongs to the product category of Pharmacetical. this chemical can be prepared by 2-Amino-5-iodo-benzoic acid with Essigsaeure, Formamid. The reaction occurs with reagent ethanol and other condition of heating for 2 hours. The yield is 87 %.New series of 3-(3-trifluoromethylphenyl)-6-iodo-4(3H)-quinazolinone derivatives bearing thiosemicarbazones, pyrazoles, azomethine moieties at C-2 were synthesized. The obtained products were screened for their expected anticancer activity against; human liver cancer cell line (HepG2), breast cancer cell line (MCF-7) and human lung adenocarcinoma epithelial cell line (A549) tumor cell lines. Cytotoxicity of the synthesized compounds showed good IC50 for some products in comparison with the standard drug, doxorubicin. On the other hand, antiviral activity of the synthesized products against H5N1 showed moderate to weak activity compared to Zanamivir reference drug. 2-Aminoquinazolin-4(3H)-ones were previously discovered as perspective leads for antimalarial drug development targeting the plasmepsins. Here we report the lead optimization studies with the aim to reduce inhibitor lipophilicity and increase selectivity versus the human aspartic protease Cathepsin D. Exploiting the solvent exposed area of the enzyme provides an option to install polar groups (R1) the 5-position of 2-aminoquinazolin-4(3H)-one to inhibitors such as carboxylic acid without scarifying enzymatic potency. Moreover, introduction of R1 substituents increased selectivity factors of compounds in this series up to 100-fold for Plm II, IV vs CatD inhibition. The introduction of flap pocket substituent (R2) at 7-postion of 2-aminoquinazolin-4(3H)-one allows to remove Ph group from THF ring without notably impairing Plm inhibitory potency. Based on these findings, inhibitors were developed, which show Plm II and IV inhibitory potency in low nanomolar range and remarkable selectivity against Cathepsin D along with decreased lipophilicity and increased solubility.Among the 3-(2,6-dimethylphenyl)quinazolinone series, the introduction of an indol-5-yl substituent at the pyrazolo[3,4-d]pyrimidine 3-position led to a potent and selective PI3Kδ (IC50 = 8.6 nM) inhibitor 10d, that was more than 3630-fold, 390-fold and 40-fold selective for PI3Kδ over PI3Kα β and γ while the substitution with a 3,4-dimethoxyphenyl resulted in a potent and selective dual PI3Kδ/γ inhibitor 10e with IC50 values of 8.4 nM and 62 nM against PI3Kδ and PI3Kγ respectively. Compound 10e was also more than 1400-fold, 820-fold selective for PI3Kδ over PI3Kα and PI3Kβ. In agreement with their remarkable PI3Kδ inhibitory activity, compounds 10d and 10e showed high antiproliferative activity against human B-cell SU-DHL-6 cells. Moreover, the dual PI3Kδ/γ inhibitor 10e had reasonable pharmacokinetic profiles with a good plasma exposure, low clearance, low volume distribution, and an acceptable oral bioavailability of 34.9percent.

 6-Iodo-3h-quinazolin-4-one(16064-08-7) Specifications

CAS 16064-08-7
CAS Min % 95.0
CAS Max % 100.0
MDL Number MFCD00460007
InChI Key PUGXMZKDRVGIHC-UHFFFAOYSA-N
Chemical Name or Material 6-Iodo-3h-quinazolin-4-one
Infrared Spectrum Authentic
Physical Form Crystal-Powder
Packaging Glass bottle
Molecular Formula C8H5IN2O
Molecular Weight (g/mol) 272.04
SMILES C1=CC2=C(C=C1I)C(=O)N=CN2
Color Very Pale Yellow Red-Greyish Red
Melting Point 271°C(lit.)
Assay ≥97.0%

 

 6-Iodo-3h-quinazolin-4-one(16064-08-7) Safety and Handling

(16064-08-7) Hazard description:

◆H315-H319-H335

◆Causes skin irritation.

◆Causes serious eye irritation.

◆May cause respiratory irritation.

(16064-08-7) Precautionary statement:

◆P261-P280-P305+P351+P338-P304+P340-P405-P501a
◆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.

 6-Iodo-3h-quinazolin-4-one(16064-08-7) Articles

New series of 4(3H)-quinazolinone derivatives: syntheses and evaluation of antitumor and antiviral activities

New series of 3-(3-trifluoromethylphenyl)-6-iodo-4(3H)-quinazolinone derivatives bearing thiosemicarbazones, pyrazoles, azomethine moieties at C-2 were synthesized…

Medicinal Chemistry Research 2018 vol. 27 # 2 p. 571 – 582,

Discovery of novel quinazolinone derivatives as high potent and selective PI3Kδ and PI3Kδ/γ inhibitors

PI3Kδ and PI3Kγ regulate immune cell signaling. Selective PI3Kδ or PI3Kγ inhibitors and dual PI3Kδ/γ inhibitors have the potential for the treatment of immune cell-mediated diseases and hematological malignancies…

European Journal of Medicinal Chemistry 2018 vol. 151 p. 9 – 17,

 6-Iodo-3h-quinazolin-4-one(16064-08-7) Technical Service:

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 6-Iodo-3h-quinazolin-4-one(16064-08-7) Bulk Ordering & Pricing:

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1 review for  6-Iodo-3h-quinazolin-4-one (16064-08-7)

  1. APICMO

    Could you be looking for a reputable chemical synthesizing company but you have not found one yet? APICMO is the answer to your problem. We are known for our excellence in chemical synthesis and products manufacturing, and you can trust us for quality and reliable end-products. 6-Iodo-3h-quinazolin-4-one (16064-08-7) is one of our certified chemicals, which has been made to meet the qualifications of CGMP rules and regulations and the quality control system.

    6-Iodo-3h-quinazolin-4-one (16064-08-7) description

    This product belongs to the Pharmaceutical products category. For preparation, it is produced through the synthesis of 2-Amino-5-iodo-benzoic acid and Essigsaeure Formamid. The reaction happens with the help of ethanol and heating it for about 2 hours. The process yields 87% of 6-Iodo-3h-quinazolin-4-one (16064-08-7). Also, the production involves the synthesis of azomethine moieties and thiosemicarbazoned pyrazles at c-2. After the synthesis, the resulting products were then screened to check for anticancer activity effects on the breast cancer cell, human liver cancer cell line, tumor cell lines and human lung adenocarcinoma epithell cell line.

    This product is applicable as a pharmaceutical intermediate

    This chemical resides in APICMO contract, and you should, therefore, feel free to order and make any inquiries from us.

    Chemical structure of 6-Iodo-3h-quinazolin-4-one (16064-08-7)

    6-Iodo-3h-quinazolin-4-one(16064-08-7) - APICMO

    6-Iodo-3h-quinazolin-4-one (16064-08-7) product specifications

    CAS NO. 16064-08-7
    Chemical name 6-Iodo-3h-quinazolin-4-one
    Density (g/cm 3 2.11 g/cm3
    IUPAC name 6-iodo-1H-quinazolin-4-one
    Flashpoint 196.3 ºC
    Boiling point (˚C) 401 ºC at 760 mmHg
    Molecular weight (g/mol) 272.04
    Molecular formula C8H5IN2O
    Monoisotopic mass

    (g/mol)

    271.945 g/mol
    Physical state Crystal-Powder
    Purity 98%
    Synonyms 6-Iodo-3H-quinazolin-4-one

    4-Hydroxy-6-iodoquinazoline

    6-iodoquinazolin-4-ol

    6-iodoquinazolin-4(3h)-one

    6-Iodo-3h-quinazolin-4-one (16064-08-7) physical properties

    The chemical is soluble in water.

    16064-08-7 hydrogen bonding

    Rotatable bond count 0
    Hydrogen Bond Donor Count 1
    Hydrogen Bond Acceptor Count 1

    6-Iodo-3h-quinazolin-4-one appearance

    This chemical is a white solid

    6-Iodo-3h-quinazolin-4-one computed properties

    Covalently-Bonded Unit Count 1
    Isotope Atom Count 0
    Defined Bond Stereocenter Count 0
    Undefined Bond Stereocenter Count 0
    Defined Atom Stereocenter Count 0
    Undefined Atom Stereocenter Count 0
    Heavy Atom Count 12
    Formal Charge 0
    Compound Is Canonicalized True
    XLogP3 1.4
    Topological Polar Surface Area 41.5 A^2
    Complexity 229
    Exact mass 271.945 g/mol

    6-Iodo-3h-quinazolin-4-one synthesis route

    This chemical has eight synthesis routes as follows;

     6-Iodo-3h-quinazolin-4-one(16064-08-7)

     6-Iodo-3h-quinazolin-4-one(16064-08-7)

    6-Iodo-3h-quinazolin-4-one precursor and product downstream

    Precursor

     6-Iodo-3h-quinazolin-4-one(16064-08-7)

    Product

     6-Iodo-3h-quinazolin-4-one(16064-08-7)

    6-Iodo-3h-quinazolin-4-one uses

    The product is primarily meant for pharmaceutical intermediate

    Hazards associated with 6-Iodo-3h-quinazolin-4-one

    GHS classification symbols

    APICMO hazard icons

    The chemical can result in some issues if it comes into direct contact with your body which includes;

    • Skin irritation and allergies which could lead to soreness, redness, and inflammation
    • Eye irritation which could eventually become a permanent problem if not looked into
    • Respiratory irritation if inhaled
    • In a case of ingestion, it may cause vomiting and diarrhea

    6-Iodo-3h-quinazolin-4-one safety measures and personal protection

    Always make sure that you have protective clothes on to protect you from coming into direct contact with the product. This includes wearing heavy gloves, protective eye-glasses, and a face mask with an air filter not forgetting protective footwear.

    1. 6-Iodo-3h-quinazolin-4-one (16064-08-7) engineering control

    Your working area should be well equipped with safety equipment to ensure that you are well prepared in the event of an emergency and unexpected accidents. You should have equipment like fire extinguishers, air cleaning device, fans, and fume hood. Make sure that the laboratory has adequate ventilation, taps with running water and a safety shower.

    2. First aid measures

    What should you do if you accidentally come into contact with the chemical? Ensure to take the following actions;

    Skin contact

    Immediately run to the tap and rinse the affected area thoroughly with plenty of water and a non-abrasive cleanser. If the spillage was too much, take off the damaged clothes and take a shower before putting on clean clothes.

    Eye contact

    Rinse your eyes with lots of running water for about 15 minutes. Ensure that you do not have lenses on for easy cleaning. If irritation persists, seek medical assistance.

    In case of inhalation

    The victim should be transferred to an open area or a well-ventilated area immediately to get fresh air. If s/he is experiencing breathing problems, administer artificial respirator before taking him/her to a physician.

    Ingestion

    The victim should rinse his/her mouth with clean water before taking about half a liter of water. Note that you should never induce vomiting.

    3. 6-Iodo-3h-quinazolin-4-one (16064-08-7) storage

    16064-08-7 is super reactive and can readily decompose if stored near strong acids and oxidizing agents. Keep it away from any elements that could trigger such reactions. Also, ensure that the container is tightly closed. Store it at room temperature in a dry place and away from the reach of unauthorized personnel.

    4. 6-Iodo-3h-quinazolin-4-one (16064-08-7) handling

    When working with this chemical, ensure to observe the following;

    • Put on protective clothing to prevent the chemical from getting into your eyes, skin, mouth or inhaling it
    • Do not inhale its fumes, vapor or dust
    • Do not use it alongside any products that could ignite decomposition
    • Work from a well-ventilated space
    • Make sure there is the availability of safety equipment such as fans, fire extinguishers, and a safety shower

    5. After using 6-Iodo-3h-quinazolin-4-one (16064-08-7)

    What measures should you take after working with 16064-08-7?

    • The first and most important thing is to observe your hygiene. Do not get into other activities before washing your hands, taking a shower and putting on clean clothes.
    • Get rid of empty containers and residues and ensure to dispose them as per the rules and regulations of your state
    • Store the remainder safely at room temperature

    6. 6-Iodo-3h-quinazolin-4-one (16064-08-7) accidental measures

    At times, you could just be unlucky, and you end up into unexpected situations. This is what to do in such cases;

    Spillage

    You should start by soaking the spilled product with an absorbent material and toss it into a waste container. Ensure to ventilate the area and use a vapor compressor to get rid of excess vapor. Make sure that as you do this, you got protective clothes on including a mask to avoid inhaling the concentrated fumes. Clean the affected area with lots of water and dry it.

    Fire

    You can use non-oxidizing products such as CO2 to put the fire off.

    7. 6-Iodo-3h-quinazolin-4-one (16064-08-7) stability

    This chemical is very stable if handled appropriately. This entails using it away from any products that could cause decomposition and storing it at the right pressure and temperature.

    8. 6-Iodo-3h-quinazolin-4-one (16064-08-7) waste disposal

    You should treat this chemical as special waste and get rid of it following the local, federal and international rules and regulations. You can also dispose it by burning it using a chemical incinerator.

    9. 6-Iodo-3h-quinazolin-4-one (16064-08-7) shipping info

    Being a stable product, 6-Iodo-3h-quinazolin-4-one (16064-08-7) can comfortably be transported in bulk by ship or air.

    16064-08-7 regulatory information

    You should observe all the local, federal and international rules and regulations at all stages of working with this chemical.

    16064-08-7 technical details

    All information provided here is correct based on our knowledge. It is meant to be a guide when handling the chemical and therefore, we are not liable for your actions. Our technicians are well trained and have extensive experience in matters regarding product synthesis, chemicals analysis, life science, material science, and chromatography.

    6-Iodo-3h-quinazolin-4-one (16064-08-7) bulk ordering and pricing

    16064-08-7 is meant for manufacturing, production, and research. If you want it for any of these purposes, feel free to make bulk orders from us at any time.

    Bibliography

    1. National Centre For Biotechnology Information, US. National Library Of Medicine, PubChem 6-Iodo-3h-quinazolin-4-one (16064-08-7) Sections 1-10.
    2. Harmonized Tariff Schedule of the United States, Part 4, pg 74.
    3. Friedrich Konrad Beilstein, Reiner Luckenbach, Springer-Verlag, Beilstein Handbook of Organic Chemistry: Fifth supplementary series covering the literature from 1960 through 1979, Volume 27, Part 18.
    4. Council of Scientific & Industrial Research, 2006, Indian Journal of Chemistry: Organic including medicinal. Section B Chemistry, Organic.

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