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S153

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 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.

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Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

S153-BULK: + S153-25MG: + S153-5MG: + S153-VAR:

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