A derivative of caffeine
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.

8-chloro Caffeine

Item No. 35817

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-chloro-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione
CAS Number
4921-49-7
Synonyms
  • NSC 6277
Molecular Formula
C8H9ClN4O2
Formula Weight
228.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: soluble
λmax
277 nm
SMILES
O=C1C2=C(N(C)C(N1C)=O)N=C(N2C)Cl
InChi Code
InChI=1S/C8H9ClN4O2/c1-11-4-5(10-7(11)9)12(2)8(15)13(3)6(4)14/h1-3H3
InChi Key
HGKPGBJNNATDRR-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

    50 mg

    $41

    Add

    100 mg

    $73

    Add

    250 mg

    $120

    Add

    500 mg

    $180

    Add
    Product Description

    8-chloro Caffeine is a derivative of the methylxanthine alkaloid caffeine (Item No. 14118). It binds to adenosine receptors (apparent Ki = 30 µM).1 8-chloro Caffeine (250 µM) potentiates UV-induced chromosomal aberrations in Cl-I Chinese hamster embryonic lung cells.2 It has also been used in the synthesis of mixed lineage kinase domain-like protein (MLKL) inhibitors with necroptosis-inhibiting activity.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bruns, R.F. Adenosine antagonism by purines, pteridines and benzopteridines in human fibroblasts. Biochem. Pharmacol. 30(4), 325-333 (1981).

    2. Nilsson, K., and Lehmann, A.R. The effect of methylated oxypurines on the size of newly-synthesized DNA and on the production of chromosome aberrations after UV irradiation in Chinese hamster cells. Mutat. Res. 30(2), 255-266 (1975).

    3. Yan, B., Liu, L., Huang, S., et al. Discovery of a new class of highly potent necroptosis inhibitors targeting the mixed lineage kinase domain-like protein. Chem. Commun. (Camb.) 53(26), 3637-3640 (2017).