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5,7-Dichlorothiazolo[5,4-d]pyrimidine

Item No. 36489

Technical Information
Formal Name
5,7-dichloro-thiazolo[5,4-d]pyrimidine
CAS Number
13479-88-4
Molecular Formula
C5HCl2N3S
Formula Weight
Purity
≥95%
A solid
DMF: 2 mg/mlDMSO: 1 mg/mlEthanol: insolPBS (pH 7.2): insol
λmax
222 nm
SMILES
ClC1=NC(Cl)=C2N=CSC2=N1
InChi Code
InChI=1S/C5HCl2N3S/c6-3-2-4(11-1-8-2)10-5(7)9-3/h1H
InChi Key
XYBGDWLYHQAUQM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    5,7-Dichlorothiazolo[5,4-d]pyrimidine is a building block.1,2,3,4 It has been used in the synthesis of a variety of compounds, including spleen tyrosine kinase (Syk), mammalian target of rapamycin (mTOR), and PI3Kδ inhibitors, as well as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) with antiviral activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lucas, M.C., Goldstein, D.M., Hermann, J.C., et alRational design of highly selective spleen tyrosine kinase inhibitors. J. Med. Chem. 55(23), 10414-10423 (2012).

    2. Bonazzi, S., Goold, C.P., Gray, A., et alDiscovery of a brain-penetrant ATP-competitive inhibitor of the mechanistic target of rapamycin (mTOR) for CNS disorders. J. Med. Chem. 63(3), 1068-1083 (2020).

    3. Murray, J.M., Sweeney, Z.K., Chan, B.K., et alPotent and highly selective benzimidazole inhibitors of PI3-kinase delta. J. Med. Chem. 55(17), 7686-7695 (2012).

    4. Kang, D., Zhao, T., Wang, Z., et alDiscovery of piperidine-substituted thiazolo[5,4-d]pyrimidine derivatives as potent and orally bioavailable HIV-1 non-nucleoside reverse transcriptase inhibitors. Commun. Chem. 2, 74 (2019).