S153

SQ 22,536

≥97% (HPLC), powder

• Synonym(s): 9-(Tetrahydro-2-furanyl)-9H-purin-6-amine, 9-THF-Ade
• Empirical Formula (Hill Notation): C₉H₁₁N₅O
• CAS Number: 17318-31-9
• Molecular Weight: 205.22
• MDL number: MFCD00210216
• UNSPSC Code: 41106305
• PubChem Substance ID: 24278057
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥97% (HPLC)
• form: powder
• color: white to off-white
• solubility: DMSO: >10 mg/mL; H₂O: insoluble
• SMILES string: Nc1ncnc2n(cnc12)C3CCCO3
• 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)
• InChI key: UKHMZCMKHPHFOT-UHFFFAOYSA-N
• Gene Information: human ... ADCY1(107) , ADCY2(108) , ADCY3(109) , ADCY4(196883) , ADCY5(111) , ADCY6(112) , ADCY7(113) , ADCY8(114) , ADCY9(115) ; rat ... Adora1(29290) , Adora2a(25369)

Description

Application

SQ 22,536 was used to study the role of adenylate cyclase in differentiation of PC12 cells and in gap junctional intercellular communication in breast cancer cells.

Biochem/physiol Actions

SQ 22,536 is an effective inhibitor of not only basal but also prosptaglandin E1-activated adenylate cyclase activities in platelets.¹ It reverses hyperalgesia contralaterally and ipsilaterally when injected intramuscularly in rats.²

SQ 22,536 is a cell-permeable adenylyl cyclase inhibitor. IC₅₀ = 20 μM in detergent-dispersed rat brain preparation.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves