A naphthoquinone with diverse biological activities
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

NQ301

Item No. 21958

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(4-acetylphenyl)amino]-3-chloro-1,4-naphthalenedione
CAS Number
130089-98-4
Molecular Formula
C18H12ClNO3
Formula Weight
325.8
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 14 mg/mlEthanol: 2 mg/ml
λmax
233, 305, 474 nm
SMILES
O=C(C(Cl)=C1NC2=CC=C(C(C)=O)C=C2)C3=CC=CC=C3C1=O
InChi Code
InChI=1S/C18H12ClNO3/c1-10(21)11-6-8-12(9-7-11)20-16-15(19)17(22)13-4-2-3-5-14(13)18(16)23/h2-9,20H,1H3
InChi Key
LSQZKIQSQHZVQS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $36

    Add

    5 mg

    $110

    Add

    10 mg

    $153

    Add

    25 mg

    $336

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    NQ301 is a naphthoquinone with diverse biological activities, including antiplatelet, antithrombotic, anti-inflammatory, and antimicrobial properties.1,2,3,4 It inhibits rabbit platelet aggregation induced by the thromboxane A2 receptor agonist U-46619 (Item No. 16450) in vitro (IC50 = 0.58 μM) and inhibits the conversion of arachidonic acid to thromboxane B2 in rabbit platelets in a concentration-dependent manner.1 It also inhibits human platelet aggregation induced by ADP, collagen, epinephrine, and the calcium ionophore A23187 in vitro (IC50s = 3.21, 15.69, 8.44, and 44.2 μM, respectively).2 NQ301 (50 and 100 mg/kg) increases tail bleeding time and exhibits a protective effect against pulmonary thrombosis in mice. It inhibits the protein tyrosine phosphatase CD45 with an IC50 value of 0.29 μM.3 NQ301 (3 mg/kg) inhibits ovalbumin-induced footpad swelling in a mouse model of delayed-type hypersensitivity. It is also active against C. albicans, A. niger, B. subtilis, S. aureus, E. coli, and P. aeruginosa (MICs = 12.5-50 μg/ml).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jin, Y.-R., Cho, M.-R., Lee, K.-S., et al. An antithrombotic agent, NQ301, inhibits thromboxane A2 receptor and synthase activity in rabbit platelets. Basic Clin. Pharmacol. Toxicol. 97(3), 162-167 (2005).

    2. Kang, W.-S., Ryu, C.-K., Chung, K.-H., et al. Antiplatelet and antithrombotic activities of NQ301, 2-chloro-3-(4-acetophenyl)-amino-1,4-naphthoquinone. Biol. Pharm. Bull. 22(12), 1284-1287 (1999).

    3. Perron, M.D., Chowdhury, S., Aubry, I., et al. Allosteric noncompetitive small molecule selective inhibitors of CD45 tyrosine phosphatase suppress T-cell receptor signals and inflammation in vivo. Mol. Pharmacol. 85(4), 553-563 (2014).

    4. Ryu, C.-K., and Kim, D.-H. The antimicrobial activities of some 1,4-naphthalenediones (III). Arch. Pharm. Res. 16(2), 161-163 (1993).