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SQ 22536

Name: SQ 22536
Brand: SIGMA

≥97% (HPLC), Adenylate cyclase inhibitor, powder

Synonym(s):

9-(Tetrahydro-2-furanyl)-9H-purin-6-amine, 9-THF-Ade

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₁N₅O

CAS Number:

17318-31-9

Molecular Weight:

205.22

UNSPSC Code:

41106305

PubChem Substance ID:

24278057

NACRES:

NA.77

MDL number:

MFCD00210216

Assay:

≥97% (HPLC)

Form:

powder

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Properties

Product Name

SQ 22,536, ≥97% (HPLC), powder

Quality Segment

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[1] and in gap junctional intercellular communication in breast cancer cells.[2]

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.

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This Item	P5234	SML0060	C4479
Sigma-Aldrich S153 SQ 22,536	Sigma-Aldrich P5234 Purvalanol B	Sigma-Aldrich SML0060 NB001	Sigma-Aldrich C4479 9-Cyclopentyladenine monomethanesulfonate
form powder	form solid	form powder	form powder
assay ≥97% (HPLC)	assay ≥97% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level -	Quality Level 100	Quality Level 100
solubility DMSO: >10 mg/mL, H₂O: insoluble	solubility DMSO: soluble 37 mg/mL, H₂O: insoluble	solubility H₂O: ≥24 mg/mL	solubility H₂O: 5 mg/mL, clear
color white to off-white	color -	color white to tan	color white to beige
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)	Gene Information -	Gene Information -	Gene Information -

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Storage Class

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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