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A013

Sigma-Aldrich

8-(p-Sulfophenyl)theophylline hydrate

solid

Synonym(s):

8-Pspt, 8-SPT

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About This Item

Empirical Formula (Hill Notation):
C13H12N4O5S · xH2O
CAS Number:
80206-91-3
Molecular Weight:
336.32 (anhydrous basis)
MDL number:
MFCD11045953
UNSPSC Code:
12352200
PubChem Substance ID:
24277683

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL
H2O: 12 mg/mL
ethanol: 12 mg/mL
0.1 M HCl: 15 mg/mL

SMILES string

O.CN1C(=O)N(C)c2nc([nH]c2C1=O)-c3ccc(cc3)S(O)(=O)=O

InChI

1S/C13H12N4O5S.H2O/c1-16-11-9(12(18)17(2)13(16)19)14-10(15-11)7-3-5-8(6-4-7)23(20,21)22;/h3-6H,1-2H3,(H,14,15)(H,20,21,22);1H2

InChI key

AYQOEZBHENEBEJ-UHFFFAOYSA-N

Gene Information

human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369)

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Biochem/physiol Actions

Polar adenosine receptor antagonist, which penetrates cells to a limited extent and is relatively soluble in water.

Reconstitution

Solutions may be stored for several days at 4 °C.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Patrik Aronsson et al.
Basic & clinical pharmacology & toxicology, 107(1), 603-613 (2010-04-22)
The aim of the present study was to assess the purinoceptor functional responses of the urinary bladder by using isolated rat urinary bladder strip preparations. ATP elicited a transient bladder contraction followed by a sustained relaxation and ADP, UDP and
Kimberley E Wever et al.
Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association, 26(10), 3108-3117 (2011-03-24)
Remote ischaemic preconditioning (RIPC) is a strategy to protect a target organ against ischaemia-reperfusion injury (IRI) by inducing short-term ischaemia/reperfusion (I/R) in a remote organ. RIPC of the kidney by temporary limb occlusion would be a safe, inexpensive and noninvasive
Eric M George et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 299(6), R1629-R1633 (2010-10-22)
The role of adenosine in the regulation of cardiovascular function has long been acknowledged, but only recently has its importance in angiogenesis been appreciated, most notably, through its direct regulation of the proangiogenic growth factor, VEGF. Recent work has established
Marta Paiva et al.
Journal of cardiovascular pharmacology, 53(5), 373-378 (2009-03-20)
Metformin improves cardiovascular outcomes in patients with type 2 diabetes compared with other glucose-lowering drugs. Experimental studies have shown that metformin can increase the intracellular concentration of adenosine monophosphate, which is a major determinant of the intracellular formation of adenosine.
Claudia Penna et al.
The Journal of surgical research, 153(2), 231-238 (2008-08-13)
Postconditioning (PostC) maneuvers allow post-ischemic accumulation of autacoids, which may trigger protection. Intermittent infusion of either bradykinin or diazoxide during early reperfusion triggered PostC protection via redox signaling. Here we tested whether intermittent adenosine (ADO) may trigger PostC-like cardioprotection. Isolated
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