Cas no 10537-47-0 (Tyrphostin A9)

Tyrphostin A9 is a selective inhibitor of the platelet-derived growth factor receptor (PDGFR) tyrosine kinase, with demonstrated efficacy in modulating cellular signaling pathways. It competitively binds to the ATP-binding site of PDGFR, effectively suppressing autophosphorylation and downstream signaling cascades. This compound is widely utilized in biochemical research to investigate PDGFR-mediated processes, including cell proliferation, migration, and angiogenesis. Tyrphostin A9 exhibits high specificity, minimizing off-target effects common with less selective kinase inhibitors. Its well-characterized mechanism and consistent inhibitory activity make it a valuable tool for studying receptor tyrosine kinase function in vitro and in cellular models. The compound is typically supplied in a stable, lyophilized form for ease of use in experimental applications.
Tyrphostin A9 structure
Tyrphostin A9 structure
Product Name:Tyrphostin A9
CAS No:10537-47-0
MF:C18H22N2O
MW:282.380084514618
MDL:MFCD00209853
CID:147897
Update Time:2025-06-08

Tyrphostin A9 Chemical and Physical Properties

Names and Identifiers

    • Propanedinitrile,2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]-
    • Tyrphostin 9
    • Tyrphostin A9
    • 2-(3,5-Di-tert-butyl-4-hydroxybenzylidene)malononitrile
    • 2-[(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
    • AG-17
    • malonoben
    • SF 6847
    • [(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
    • 2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile
    • 3,5-di-tert-butyl-4-hydroxybenzylidene-malononitrile
    • AG 17
    • AG9
    • AG-9
    • Caswell No. 291AA
    • GCP 5126
    • Tyrphostin AG17
    • NSC 242557
    • RG-50872
    • [[3,5-bis(1,1-Dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile
    • [4-Hydroxy-3,5-bis(2-methyl-2-propanyl)benzylidene]malononitrile
    • 3,5-di-tert-Butyl-4-hydroxybenzylidenemalonitrile
    • 2,6-Di-tert-butyl-4-(2,2-dicyanovinyl)phenol
    • RG 50872
    • s-15126
    • ent27910
    • MALONABEN
    • Malonobene
    • Tyrphostin A 9
    • Tyrphostin AG 17
    • gcp5126
    • Malonoben [ANSI]
    • ENT 27910
    • Tyrphostin 9/AG-9
    • (3,5-Di-t-butyl-4-hydroxybenzylidene)malononitrile
    • EPA Pesticide Chemical Code 537200
    • 3,5-di-t-Butyl-4-hydroxy-benzylidenemalononitrile
    • MLS002702095
    • 87TE8MRS65
    • 2-[(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]p
    • MDL: MFCD00209853
    • Inchi: 1S/C18H22N2O/c1-17(2,3)14-8-12(7-13(10-19)11-20)9-15(16(14)21)18(4,5)6/h7-9,21H,1-6H3
    • InChI Key: MZOPWQKISXCCTP-UHFFFAOYSA-N
    • SMILES: OC1C(=CC(/C=C(\C#N)/C#N)=CC=1C(C)(C)C)C(C)(C)C
    • BRN: 2700764

Computed Properties

  • Exact Mass: 282.17300
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 3
  • Complexity: 459
  • 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: 5
  • Topological Polar Surface Area: 67.8
  • Surface Charge: 0
  • Tautomer Count: 3

Experimental Properties

  • Color/Form: Yellow solid
  • Density: 1.064±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 139.0 to 147.0 deg-C
  • Boiling Point: 386.8°C at 760 mmHg
  • Refractive Index: 1.5700 (estimate)
  • Solubility: Almost insoluble (0.011 g/l) (25 o C),
  • PSA: 67.81000
  • LogP: 4.41776
  • λmax: 464(EtOH)(lit.)
  • Solubility: Soluble in water

Tyrphostin A9 Security Information

  • Symbol: GHS06
  • Prompt:dangerous
  • Signal Word:Danger
  • Hazard Statement: H301-H311-H331
  • Warning Statement: P261-P280-P301 + P310-P311
  • Hazardous Material transportation number:UN 2811 6.1/PG 3
  • WGK Germany:3
  • Hazard Category Code: 23/24/25
  • Safety Instruction: S36/37/39; S45
  • RTECS:OO3737000
  • Hazardous Material Identification: T
  • Risk Phrases:R23/24/25
  • HazardClass:6.1
  • PackingGroup:III
  • Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month

Tyrphostin A9 Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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Tyrphostin A9 Suppliers

Amadis Chemical Company Limited
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(CAS:10537-47-0)Tyrphostin A9
Order Number:A854354
Stock Status:in Stock
Quantity:1.0g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:50
Price ($):317.0

Tyrphostin A9 Related Literature

Additional information on Tyrphostin A9

Tyrphostin A9 (CAS No. 10537-47-0): A Comprehensive Overview of Its Biochemical Significance and Recent Research Applications

Tyrphostin A9, identified by its Chemical Abstracts Service (CAS) number 10537-47-0, is a well-documented compound that has garnered significant attention in the field of biochemical research. This molecule, belonging to the Tyrphostin family, is renowned for its potent inhibitory effects on various tyrosine kinases, making it a valuable tool in both academic and industrial research settings. The increasing interest in Tyrphostin A9 stems from its multifaceted applications, particularly in the study of signal transduction pathways and its potential role in therapeutic interventions.

The molecular structure of Tyrphostin A9 (CAS No. 10537-47-0) is characterized by its unique pharmacophoric features, which contribute to its high specificity and efficacy in targeting tyrosine kinase receptors. These structural attributes have been extensively studied to understand how they interact with biological targets, leading to a deeper comprehension of their mechanism of action. The compound’s ability to modulate signaling pathways has opened new avenues in the investigation of various diseases, including cancer and inflammatory disorders.

In recent years, Tyrphostin A9 has been extensively researched for its potential applications in oncology. Studies have demonstrated that it can inhibit the activity of key tyrosine kinases involved in tumor growth and progression. For instance, research published in the journal *Molecular Cancer Research* highlighted the inhibitory effect of Tyrphostin A9 on the epidermal growth factor receptor (EGFR), a critical player in many cancer types. This finding underscores the compound’s significance as a lead molecule for developing novel anticancer therapies.

Beyond oncology, Tyrphostin A9 (CAS No. 10537-47-0) has been explored for its role in regulating inflammatory responses. Chronic inflammation is a hallmark of numerous diseases, and modulating inflammatory pathways has become a key strategy in therapeutic development. Preliminary studies indicate that Tyrphostin A9 can attenuate inflammatory signaling by inhibiting specific tyrosine kinases involved in the release of pro-inflammatory cytokines. This property makes it a promising candidate for treating inflammatory conditions such as rheumatoid arthritis and atherosclerosis.

The synthesis and characterization of Tyrphostin A9 have also been subjects of considerable interest. Advanced synthetic methodologies have enabled researchers to produce high-purity batches of this compound, facilitating more accurate and reliable experimental outcomes. Techniques such as high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR) spectroscopy have been employed to confirm the structural integrity of synthesized derivatives, ensuring that researchers are working with consistent and well-defined molecules.

Moreover, the pharmacokinetic properties of Tyrphostin A9 have been scrutinized to optimize its delivery and efficacy. Studies have focused on improving its bioavailability and reducing potential side effects by modifying its chemical structure. For example, prodrugs derived from Tyrphostin A9 have been developed to enhance absorption and distribution within the body, thereby increasing therapeutic efficacy.

The role of computational modeling in understanding the interactions between Tyrphostin A9 (CAS No. 10537-47-0) and biological targets cannot be overstated. Molecular docking simulations have provided valuable insights into how this compound binds to tyrosine kinase receptors at the atomic level. These simulations help predict binding affinities and identify potential modifications that could enhance its potency or selectivity. Such computational approaches are increasingly integrated into drug discovery pipelines, streamlining the process of identifying promising candidates for further development.

In conclusion, Tyrphostin A9 represents a significant advancement in biochemical research due to its potent inhibitory effects on tyrosine kinases and its broad range of potential applications. The ongoing studies into its mechanisms of action, synthetic modifications, and pharmacokinetic properties continue to expand our understanding of this compound’s therapeutic potential. As research progresses, it is anticipated that derivatives and analogs of Tyrphostin A9 will emerge as powerful tools for addressing various medical challenges.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:10537-47-0)Tyrphostin A9
A854354
Purity:99%
Quantity:1.0g
Price ($):317.0
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