8-bromo-Cyclic AMP

For research use only. Not for therapeutic Use.

  • CAT Number: R065714
  • CAS Number: 23583-48-4
  • Molecular Formula: C10H11BrN5O6P
  • Molecular Weight: 408.105
  • Purity: ≥95%
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8-bromo-Cyclic AMP is a brominated derivative of cAMP that remains long-acting due to its resistance to degradation by cAMP phosphodiesterase. It can activate cAMP-dependent protein kinase, inhibiting growth, decreasing proliferation, increasing differentiation, and inducing apoptosis of cancer cells.


Catalog Number R065714
CAS Number 23583-48-4
Synonyms

8-Bromoadenosine 3/’,5/’-cyclic monophosphate;8-bromo-cAMP;NSC 171719

Molecular Formula C10H11BrN5O6P
Purity ≥95%
Target TGF-beta/Smad
Storage -20°C
IUPAC Name (4aR,6R,7R,7aS)-6-(6-amino-8-bromopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
InChI InChI=1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1
InChIKey DVKQVRZMKBDMDH-UUOKFMHZSA-N
SMILES C1C2C(C(C(O2)N3C4=C(C(=NC=N4)N)N=C3Br)O)OP(=O)(O1)O
Reference

1.Schwede, F.,Maronde, F.,Genieser, H., et al. Cyclic nucleotide analogs as biochemical tools and prospective drugs. Pharmacology & Therapeutics 87(2), 199-226 (2000).

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