A nucleoside analog and an active metabolite of 8-chloro cAMP
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8-Chloroadenosine

Item No. 35766

Technical Information
Formal Name
8-chloro-adenosine
CAS Number
34408-14-5
Molecular Formula
C10H12ClN5O4
Formula Weight
Purity
≥98%
A solid
DMSO: Slightly soluble
λmax
262 nm
SMILES
ClC(N([C@]1([H])O[C@@H]([C@H]([C@H]1O)O)CO)C2=NC=N3)=NC2=C3N
InChi Code
InChI=1S/C10H12ClN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
InChi Key
MHDPPLULTMGBSI-UUOKFMHZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    8-Chloroadenosine is a nucleoside analog and an active metabolite of the anticancer agent 8-chloro cAMP.1 It is formed from 8-chloro cAMP by phosphodiesterases (PDEs) and upon entry into cells, 8-chloroadenosine is phosphorylated by adenosine kinase to produce 8-chloro-ATP. 8-Chloroadenosine (10 µM) inhibits RNA, but not DNA, synthesis in vitro. It is cytotoxic to patient-derived multiple myeloma cells in a concentration-dependent manner. 8-chloroadenosine (50 mg/kg) reduces tumor growth by 50% in an HCT116 colorectal cancer mouse xenograft model.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gandhi, V., Ayres, M., Halgren, R.G., et al8-chloro-cAMP and 8-chloro-adenosine act by the same mechanism in multiple myeloma cells. Cancer Res. 61(14), 5474-5479 (2001).

    2. Carlson, C.C., Chinery, R., Burnham, L.L., et al8-Cl-adenosine-induced inhibition of colorectal cancer growth in vitro and in vivo. Neoplasia 2(5), 441-448 (2000).