Description
A nucleoside analogue that is adenine in which the nitrogen at position 9 has been substituted by a tetrahydrofuran-2-yl group. It is an adenylate cyclase inhibitor.
Chemical properties
| Chemical formula | Net charge | Average mass |
|---|---|---|
| C9H11N5O | 0 | 205.217 |
adenine.svg)
Nomenclature
| IUPAC | SMILES | InChI | InChIKey | Synonyms |
|---|---|---|---|---|
| 9-(tetrahydrofuran-2-yl)-9H-purin-6-amine | C12=C(N=CN1C3OCCC3)C(=NC=N2)N | InChI=1S/C9H11N5O/c10-8-7-9(12-4-11-8)14(5-13-7)6-2-1-3-15-6/h4-6H,1-3H2,(H2,10,11,12) | UKHMZCMKHPHFOT-UHFFFAOYSA-N |
|
Citations
- Bertelé, V, et al. 1984. SQ 22536, an adenylate-cyclase inhibitor, prevents the antiplatelet effect of dazoxiben, a thromboxane-synthetase inhibitor. Thrombosis and Haemostasis. 51(1).
- Fabbri, E, et al. 1991. Inhibition of adenylate cyclase of catfish and rat hepatocyte membranes by 9-(tetrahydro-2-furyl)adenine (SQ 22536). Journal of Enzyme Inhibition. 5(2).
- Gao, Y, et al. 2001. SQ22536 and W-7 inhibit forskolin-induced cAMP elevation but not relaxation in newborn ovine pulmonary veins. European Journal of Pharmacology. 418(1-2).
- Gao, Y, et al. 2002. Effects of SQ 22536, an adenylyl cyclase inhibitor, on isoproterenol-induced cyclic AMP elevation and relaxation in newborn ovine pulmonary veins. European Journal of Pharmacology. 436(3).
- Lippe, C, et al. 1991. Actions of vasopressin and isoprenaline on the ionic transport across the isolated frog skin in the presence and the absence of adenyl cyclase inhibitors MDL12330A and SQ22536. Comparative Biochemistry and Physiology. C, Comparative Pharmacology and Toxicology. 99(1-2).
- Rhee, SH, et al. 2015. Corticotropin Releasing Hormone and Urocortin 3 Stimulate Vascular Endothelial Growth Factor Expression through the cAMP/CREB Pathway. The Journal of Biological Chemistry. 290(43).
- Turcato, S, et al. 1999. Effects of the adenylyl cyclase inhibitor SQ22536 on iloprost-induced vasorelaxation and cyclic AMP elevation in isolated guinea-pig aorta. British Journal of Pharmacology. 126(4).