SQ 22,536

Product Name: SQ 22,536
CAS No.: 17318-31-9
Chemical Name: SQ 22,536
Synonyms: Ax 100;CS-2551;Nsc 53339;9-THF-Ade;SQ 22,536;SQ 22536;SQ-22536;SQ22,536/Inhibitor;SQ22536 (NSC-53339);SQ22536, 10 mM in DMSO;9-(Tetrahydrofuran-2-yl)
CBNumber: CB3289950
Molecular Formula: C9H11N5O
Formula Weight: 205.22
MOL File: 17318-31-9.mol

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SQ 22,536 Property

Melting point:: 160-161℃
Boiling point:: 474.8±55.0 °C(Predicted)
Density: 1.70±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: H₂O: 21 mg/mL
form: solid
pka: 3.82±0.10(Predicted)
color: white to off-white
InChI: 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)
InChIKey: UKHMZCMKHPHFOT-UHFFFAOYSA-N
SMILES: N1C2C(=NC=NC=2N)N(C2CCCO2)C=1

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
HS Code: 2934.99.9001

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S153
Product name: SQ 22,536
Purity: ≥97% (HPLC), powder
Packaging: 5mg
Price: $214.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: 568500
Product name: SQ 22536
Purity: Cell-permeable adenylate cyclase inhibitor.
Packaging: 5mg
Price: $202
Updated: 2025/07/31

TCI Chemical

Product number: Q0105
Product name: SQ 22536
Packaging: 10MG
Price: $140
Updated: 2025/07/31

TCI Chemical

Product number: Q0105
Product name: SQ 22536
Packaging: 50MG
Price: $504
Updated: 2025/07/31

Cayman Chemical

Product number: 13339
Product name: SQ 22,536
Purity: ≥95%
Packaging: 5mg
Price: $62
Updated: 2024/03/01

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SQ 22,536 Chemical Properties,Usage,Production

Description

SQ 22,536 is an inhibitor of adenylyl cyclase with an IC₅₀ value of 13 μM for inhibition of prostaglandin E₁-stimulated increase in cAMP in intact platelets. It has been used to evaluate adenylyl cyclase activity during iloprost-induced vasorelaxation of isolated pulmonary veins or aorta in several research paradigms, inhibiting cAMP elevation at concentrations of 100-300 μM without effecting relaxation.

Uses

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.

Definition

ChEBI: A nucleoside analogue that is adenine in which the nitrogen at position 9 has been substituted by a tetrahydrofuran-2-yl group. It is an adenylate cyclase inhibitor.

Biological Activity

Inhibitor of adenylyl cyclase (IC 50 = 1.4 μ M). Inhibits PGE 1 -stimulated increases in cAMP levels in intact human platelets.

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

storage

Store at +4°C

References

[1] R J HASLAM J V D M M Davidson. Inhibition of adenylate cyclase by adenosine analogues in preparations of broken and intact human platelets. Evidence for the unidirectional control of platelet function by cyclic AMP.[J]. Biochemical Journal, 1978, 176 1: 83-95. DOI: 10.1042/bj1760083
[2] SALLY TURCATO Lucie H C. Effects of the adenylyl cyclase inhibitor SQ22536 on iloprost-induced vasorelaxation and cyclic AMP elevation in isolated guinea-pig aorta[J]. British Journal of Pharmacology, 2009, 126 4: 845-847. DOI: 10.1038/sj.bjp.0702383
[3] YUANSHENG GAO J U R. Effects of SQ 22536, an adenylyl cyclase inhibitor, on isoproterenol-induced cyclic AMP elevation and relaxation in newborn ovine pulmonary veins[J]. European journal of pharmacology, 2002, 436 3: Pages 227-233. DOI: 10.1016/s0014-2999(02)01261-x

SQ 22,536 Preparation Products And Raw materials

Raw materials

Preparation Products

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SQ 22,536 Suppliers

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17318-31-9, SQ 22,536Related Search:

Cyclic AMP 5'-IODO-5'-DEOXYADENOSINE ADENOSINE-2':3'-CYCLIC MONOPHOSPHATE, SODIUM SALT 2'-Deoxyadenosine monohydrate 8-BROMOADENOSINE 3'-ADENYLIC ACID N6-ISOPENTENYLADENOSINE-D6 2',3'-O-Isopropylideneadenosine 5'-Tosyladenosine 2-Chloroadenosine 2'-Deoxyadenosine 5'-phosphate Vidarabine Adenosine 5'-monophosphate monohydrate Bucladesine sodium N6-BENZYLADENOSINE N6-Benzoyl-2'-deoxyadenosine 6-METHYLAMINOPURINE 9-RIBOFURANOSIDE 5'-ACETYL-2',3'-ISOPROPYLIDENEADENOSINE

9-(2-tetrahydrofuryl)adenine

SQ 22,536 ADENYLATE CYCLASE INH

9-(Tetrahydro-2-furynal)-9H-purin-6-amine

SQ22,536/Inhibitor

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

6-Amino-9-[(tetrahydrofuran)-2-yl]-9H-purine

9-(Tetrahydrofuran-2-yl)-9H-purine-6-amine

6-Amino-9-(tetrahydro-2-furyl)-9H-purine

9-(Tetrahydrofuryl)adenine

9H-Purin-6-amine, 9-(tetrahydro-2-furanyl)- (9ci)

Adenine, 9-(tetrahydro-2-furanyl)- (8ci)

Adenine, 9-(tetrahydro-2-furyl)-

Ax 100

Nsc 53339

9-(Tetrahydrofuran-2-yl)-9H-purin-6-aMine

9H-Purin-6-aMine, 9-(tetrahydro-2-furanyl)-

9-THF-Ade

9-(Tetrahydrofuran-2-yl)

SQ 22,536

9-(oxolan-2-yl)-9H-purin-6-amine

9-(oxolan-2-yl)purin-6-amine

9-(TETRAHYDRO-2-FURANYL)-9H-PURIN-6-AMINE

9-(TETRAHYDRO-2-FURANYL)-9H-PURINE-6-AMINE

9-(TETRAHYDRO-2'-FURYL)ADENINE

9-THF-ADE;9-(TETRAHYDROFURAN-2-YL)-9H-PURIN-6-AMINE

SQ 22536 - CAS 17318-31-9 - Calbiochem

CS-2551

SQ 22536;SQ-22536

Tetrahydrofuryl-9-adenine

SQ22536 (NSC-53339)

9-(Tetrahydro-furan-2-yl)-9H-purin-6-ylamine

SQ 22536, Non-competitive adenylyl cyclase inhibitor

SQ22536, 10 mM in DMSO

17318-31-9

C9H22N5O

C9H11N5O

G Proteins and Cyclic Nucleotides

Cyclic Nucleotide Metabolism

Adenylyl Cyclase Inhibitors

BioChemical

Cell Biology

Cell Signaling and Neuroscience