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Fórmula empírica (notación de Hill):
C9H11N5O
Número CAS:
Peso molecular:
205.22
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Servicio técnico
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Permítanos ayudarleNombre del producto
SQ 22,536, ≥97% (HPLC), powder
Quality Level
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)
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 a cell-permeable adenylyl cyclase inhibitor. IC50 = 20 μM in detergent-dispersed rat brain preparation.
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
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.
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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R J Haslam et al.
The Biochemical journal, 176(1), 83-95 (1978-10-15)
Whereas adenosine itself exerted independent stimulatory and inhibitory effects on the adenylate cyclase activity of a platelet particulate fraction at low and high concentrations respectively, 2-substituted and N6-monosubstituted adenosines had stimulatory but greatly decreased inhibitory effects. Deoxyadenosines, on the other
Marie K Hoeger-Bement et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 23(13), 5437-5445 (2003-07-05)
Spinal activation of the cAMP pathway produces mechanical hyperalgesia, sensitizes nociceptive spinal neurons, and phosphorylates the transcription factor cAMP-responsive element binding protein (CREB), which initiates gene transcription. This study examined the role of the cAMP pathway in a model of
Soo Hyeon Kim et al.
Blood, 120(24), 4892-4902 (2012-10-18)
In cancer, VEGF-induced increase in vascular permeability results in increased interstitial pressure, reducing perfusion and increasing hypoxia, which reduce delivery of chemotherapeutic agents and increase resistance to ionizing radiation. Here, we show that both TIMP-2 and Ala + TIMP-2, a