4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)

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Description

4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) video

1,3-Dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodide (3a) was synthesized from 1-methylbenzimidazole (10) through two steps involving lithiation and quaternization. Treatment of 3a with 4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (6) afforded 4-benzoyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (15a). 4-Benzoylquinazoline (14a) and 7-benzoyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (16a) were given by reaction of 3a with 4-chloroquinazoline (5) and 7-chloro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (7). Treatment of 3a with benzaldehyde (9a) gave benzoin (8a). Similar results were obtained in the reactions of 1,3-dimethyl-2-(α-hydroxybenzyl)imidazolium iodide (4a).

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4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) Specifications

CAS 5399-92-8
CAS Min % 97%
CAS Max % 100%
MDL Number MFCD03030404
InChI Key YMXQUFUYCADCFL-UHFFFAOYSA-N
Chemical Name or Material 4-Chloro-1H-pyrazolo(3,4-d)pyrimidine
Infrared Spectrum Authentic
Physical Form Powder
Packaging Glass bottle
Molecular Formula C5H3ClN4
Molecular Weight (g/mol) 154.56
SMILES ClC1=C2C=NNC2=NC=N1
Color Off-white to light yellow powder
Melting Point >250°C
Assay 97%~99%

4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) Safety and HandlingAPICMO hazard icons

(5399-92-8) Hazard description:

♦ Harmful if inhaled.

♦ Harmful in contact with skin.

♦ Causes skin irritation.

♦ Causes serious eye irritation.

♦ May cause respiratory irritation.

4-Chloro-1H-pyrazolo[3,4-d]pyrimidine Precautionary statement:

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

♦ Wash hands thoroughly after handling.

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

♦IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.

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

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-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) Articles

Synthesis and reactivities of 1,3-dimethyl-2-(α-hydroxy-benzyl)imidazolium and 1,3-dimethyl-2-(α-hydroxybenzyl)benzimidazolium iodides

Treatment of 3a with 4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (6) afforded 4-benzoyl-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine (15a). 4-Benzoylquinazoline (14a) and 7-benzoyl-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (16a) were given by reaction of 3a with 4-chloroquinazoline (5) and 7-chloro-3-phenyl-3H-1,2,3-triazolo[4,5-d]pyrimidine (7).

Heterocycles 1997

Synthesis and Hydrolytic Stability of 4-Substituted Pyrazolo<3,4-d>pyrimidine 2′-Deoxyribofuranosides

Phase-transfer glycosylation of 4-chloro-1H-pyrazolo<3,4-d>pyrimidine (1) with 2-deoxy-3,5-di-O-(p-toluoyl)-α-D-erythro-pentofuranosyl chloride (2) yielded the N-1 glycosylation product (3) in 42 percent.The protected intermediate (3) was converted into pyrazolo<3,4-d>pyrimidine 2′-deoxyribofuranosides with amino, oxo, and thioxo substituents at C-4.Kinetic data of proton-catalysed hydrolysis showed that pyrazolo<3,4-d>pyrimidine 2′-deoxyribofuranosides are more stable at the N-glycosylic bond than are the parent purine nucleosides.

Journal of the Chemical Society,1985

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1 review for 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)

  1. APICMO

    We manufacture several chemical products at APICMO which include 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8). We synthesize chemical products in both large and small quantities in compliance with the CGMP quality control system.

    Below is the chemical structure of the product.

    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)

    This product is intended for research, production, and development of chemicals. It belongs to the categories of inhibitors, heterocycles, nucleotides, bases, halides, and the related reagents.

    Product Specifications

    Chemical name 4-Chloro-1H-pyrazolo[3,4-d]Pyrimidine
    Synonyms · 4-Chloropyrazolo[3,4-d]pyrimidine

    · 4-chloro-1H-pyrazolo(3,4-d)pyrimidine

    · 4-chloro-2H-pyrazolo[3,4-d]pyrimidine

    · 4-Chloro-5H-pyrazolo[3,4-d]pyrimidine

    · 1H-Pyrazolo[3,4-d]Pyrimidine

    CAS no. 5399-92-8
    Molecular formula C5H3ClN4
    Molecular weight (g/mol) 154.56
    Monoisotopic mass (g/mol) 154.005
    Structural formula 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)
    Density (g/cm3) 1.653
    Boiling Point (˚C) 348.315
    Melting point (˚C) 350
    Flash point (˚C) 195.349
    Physical state Solid
    Purity 98% pure

    Chemical and Physical Properties

    1.Bonding

     

    Covalent 1 unit count
    Rotatable bond None
    Hydrogen bond Donor – 1 unit

    Acceptors–4 units

    2.Melting and boiling points

    At 760mmHg, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) has a boiling point of temperatures above 348˚C. Beyond 350˚C, this product melts.

    3.Appearance

    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine is a pale yellow solid.

    4.Solubility

    The product is soluble in dimethyl sulfoxide (DMSO) and methanol.

    Computed Properties

    Property Name Property value
    Isotope Atom Count 0
    Undefined Atom Stereocenter Count 0
    Defined Atom Stereocenter Count 0
    Defined Bond Stereocenter Count 0
    Undefined Bond Stereocenter Count 0
    Heavy Atom Count 10
    Formal Charge 0
    Compound Is Canonicalized Yes
    Complexity 131
    XLogP3-AA 1.1
    Exact Mass (g/mol) 154.005
    Surface tension (dyne/cm) 91.328
    Topological polar surface area 54.5 A^2
    Vapour pressure (mmHg) 0 at 25˚C
    Refractive index 1.74
    Enthalpy of vaporization (kJ/mol) 56.927
    Tautomer count 4

    Synthesis Route for 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)

    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)
    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)
    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)
    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)
    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)

    Use of 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)

    • It exhibits an SK channel blocker effect
    • Pesticide and pharmaceutical intermediate

    Health Hazards of Mishandling 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine

    When dealing with 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, it is important to be extremely cautious. The chemical is hazardous and may cause severe health complications. At least, it should be handled under the supervision of a professional.

    Below are some of the risks of 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine:

    • Harmful when swallowed and may lead to severe toxicity
    • Dangerous if inhaled, with a high probability of irritating the respiratory tract
    • It may lead to severe skin reactions when in contact with flesh
    • Eye irritation

    Safety Measures When Handling 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8)

    1. Personal protection

    You should wear proper protective equipment when working with 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine to minimize possible accidents.For face and respiratory protection, put on a mask and respirator with air-purifying filters to get rid of air contaminants.

    You should also cover the skin by wearing appropriate imperviousgloves, footwear, and safety goggles.

    2. First Aid Measures

    These emergency precautions are by no means a substitute for medical attention but rather a way of neutralizing the health effects of the chemical in the body. Before you start dealing with 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8), make sure your working laboratory has a safety shower and is well-ventilated.

    • Ingestion

    This is the most critical state that requires immediate medical care. The victim should rinse the mouth thoroughly. Rather than inducing vomiting, it is ideal to drink copious amount of water.

    • Skin contact

    Use some cold running water and mild soap to wash the spot for about 15 minutes. Seek medical attention if the skin reaction becomes severe.

    • Eye contact

    Rinse the eyes thoroughly with enough cold runningwater for about 15 minutes. If you have contact lenses, you should remove them before washing the affected eye. If the irritation persists, seek medical attention.

    • Inhalation

    Move to an open area with fresh air. If the victim experiences difficulties in breathing, seek further medical attention.

    3. Storage and Handling

    Storage

    • Store 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine in a tightly closed container
    • Limit exposure to the air or other chemicals because it is sensitive to moisture
    • Store in a dry room with adequate ventilation
    • Under low temperatures, preferably in a refrigerator
    • Use nitrogen blanketing to prevent entry of moisture

    Handling

    • Use under the instructions of a professional
    • Do not inhale any dust or vapour
    • Work in a room with adequate ventilation
    • Wear protective equipment as per the occupational safety standards.
    • Use 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) in a chemical fume hood
    • Avoid contact with the skin, eye, or clothing
    • Stay away from heat or fire

    4. Fire-Fighting Measures

    In case of a fire outbreak, use dry chemical powder, carbon dioxide, polymer foam, or alcohol to quench it. Always wear protective clothing during the operation to prevent the toxic combustion products from gaining contact with your respiratory tract, eyes, or skin.

    The decomposition products of 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine are,

    • Carbon
    • Nitrogen
    • Chlorine
    • Carbon dioxide
    • Carbon monoxide
    • Nitrogen oxides
    • Hydrogen chloride

    5. Accidental Measures

    • Spillage

    In case 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine accidentally spills, you should clear it up immediately. When in a solid state, scoop it up or use an absorbent material to absorb any liquid spillages and drop the residues into a closed container.

    Remember to wear protective clothing, wash the spot, ventilate it, and follow the right procedure for getting rid of this chemical waste.

    6. Stability and Reactivity

    • 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) is incompatible with strong oxidizing agents, acids, and strong bases
    • Sensitive to moisture

    7. Chemical Disposal

    Observe the local and federal regulations when eradicating 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8). One way of eliminating this chemical is by dissolving it in a flammable solvent before burning it in a regulated chemical incinerator.

    8. Shipping and Transportation

    It is quite safe to ship and transport 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine by ground or air.

    Regulatory Information

    4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (5399-92-8) abides by the federal, state and local laws.

    Bulk Ordering and Pricing

    Whether you require small or larger quantities for your research, development, and manufacturing applications, Apicmo.com have got your back. Just contact our customer service team and we will provide you with exactly what you want.

    Bibliography

    1. Pub Chem NCBI. National Library of Medicine, 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine section of Computed Properties.
    2. Molecular Medical Parasitology,  Edited by J. Jose, Author: Joseph Marr |  Richard W. Komuniecki/ Tim W. Nilsen,  Nicola S. Carter, Nicolle Rager and Buddy Ullman , Purine and pyrimidine transport and metabolism, page 10-12.
    3. Erik L. Hewlett, M.D. Professor of Medicine and Pharmacology University of Virginia School of Medicine , School of Medicine University of Virginia Charlottesville, page 50-80.
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