SQ22536

Modify Date: 2025-08-25 10:37:48

SQ22536 Structure
SQ22536 structure
Common Name SQ22536
CAS Number 17318-31-9 Molecular Weight 205.217
Density 1.7±0.1 g/cm3 Boiling Point 474.8±55.0 °C at 760 mmHg
Molecular Formula C9H11N5O Melting Point 160-161ºC
MSDS USA Flash Point 241.0±31.5 °C

 Use of SQ22536


SQ22536 is an effective adenylate cyclase (AC) inhibitor.

 Names

Name 9-(Tetrahydrofuran-2-yl)-9H-purin-6-amine
Synonym More Synonyms

 SQ22536 Biological Activity

Description SQ22536 is an effective adenylate cyclase (AC) inhibitor.
Related Catalog
Target

adenylate cyclase (AC)[1]

In Vitro SQ22536 (SQ22,536) effectively inhibits the effect of forskolin with respective IC50 values of 5 μM.Preincubation with graded concentrations of SQ22536 reveals that both SQ22536 effectively inhibits PACAP-induced reporter gene activation with approximate IC50 value of 5 μM. SQ22536 more potently inhibits forskolin-induced Elk activation (IC50=10 μM) than 8-Br-cAMP-induced Elk activation (IC50=170 μM). Most notably, there are substantial differences in the reported potencies of SQ22536 to inhibit the activities of recombinant AC5 and AC6, with respective IC50 values of 2 μM and 360 μM. At a greater concentration (500 μM), SQ22536 significantly inhibits neurite elongation due to either forskolin or 8-Br-cAMP[1].
Cell Assay HEK293 CRE-luc2P GloResponse luciferase reporter cells are transduced with retroviral vectors expressing rat PAC1hop receptors. Individual cell lines are obtained by limiting dilution cloning, and a clonal PAC1-expressing line is propagated and used for CRE luciferase assays. In brief, HEK293 CRE-luc2P cells are plated in 96-well plates (10,000 cells in 80 μL media per well) in assay media (DMEM supplemented with 1% fetal bovine serum). One day after plating, cells are treated with AC inhibitors (10 μL in assay media/well) for 30 minutes, followed by agonists (10 μL in assay media/well), and are incubated for 4 hours. Luciferase activity is determined after the addition of 100 μL/well Bright-Glo Luciferase Assay Reagent. Luminescence (RLU) is measured in a Victor3 microtiter plate reader after 2 minutes of agitation at room temperature. Cyclic AMP is measured in NS-1 cells. In brief, NS-1 cells are seeded and grown overnight in 96-well plates. The next day, cells are pretreated for 20 minutes in media containing the phosphodiesterase inhibitor 3-isobutyl-1-methylxanthine (0.5 mM) with or without SQ22536. After pretreatment with inhibitors, cells are stimulated with agonists, added as 10× solutions, for an additional 20 minutes. Intracellular cAMP is then assayed using the cAMP Biotrak enzyme immunoassay kit for measurement of nonacetylated cAMP[1].
References

[1]. Emery AC, et al. A new site and mechanism of action for the widely used adenylate cyclase inhibitor SQ22,536. Mol Pharmacol. 2013 Jan;83(1):95-105.

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Boiling Point 474.8±55.0 °C at 760 mmHg
Melting Point 160-161ºC
Molecular Formula C9H11N5O
Molecular Weight 205.217
Flash Point 241.0±31.5 °C
Exact Mass 205.096359
PSA 78.85000
LogP -0.17
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.831

 Safety Information

Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-36
RIDADR NONH for all modes of transport
HS Code 2934999090

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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 Synonyms

9-(Tetrahydro-2-furanyl)-9H-purin-6-amine,9-THF-Ade
9H-Purin-6-amine, 9-(tetrahydro-2-furanyl)-
9-(oxolan-2-yl)purin-6-amine
9-(tetrahydrofuran-2-yl)-9h-purin-6-amine
9-(Tetrahydrofuryl)adenine
MFCD00210216
9-(Tetrahydro-2-furanyl)-9H-purin-6-amine
SQ 22536
SQ22536
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