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264622-58-4,MFCD09971130
Catalog No.:AA002T9C

264622-58-4 | Mrs 1754

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5mg
≥95%
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10mg
≥95%
in stock  
$265.00   $185.00
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25mg
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$619.00   $433.00
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50mg
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002T9C
Chemical Name:
Mrs 1754
CAS Number:
264622-58-4
Molecular Formula:
C26H26N6O4
Molecular Weight:
486.5224
MDL Number:
MFCD09971130
SMILES:
CCCn1c2[nH]c(nc2c(=O)n(c1=O)CCC)c1ccc(cc1)OCC(=O)Nc1ccc(cc1)C#N
Properties
Properties
 
Form:
Solid  

Computed Properties
 
Complexity:
843  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
9  
XLogP3:
4.9  

Literature

Title: The wakefulness promoting drug Modafinil causes adenosine receptor-mediated upregulation of receptor activator of nuclear factor κB ligand in osteoblasts: Negative impact of the drug on peak bone accrual in rats.

Journal: Toxicology and applied pharmacology 20180601

Title: The effects of A2B receptor modulators on vascular endothelial growth factor and nitric oxide axis in chronic cyclosporine nephropathy.

Journal: Journal of pharmacology & pharmacotherapeutics 20150101

Title: Inhibitory effects of benzodiazepines on the adenosine A(2B) receptor mediated secretion of interleukin-8 in human mast cells.

Journal: European journal of pharmacology 20130130

Title: In search for new chemical entities as adenosine receptor ligands: development of agents based on benzo-γ-pyrone skeleton.

Journal: European journal of medicinal chemistry 20120801

Title: Leishmania amazonensis impairs DC function by inhibiting CD40 expression via A2B adenosine receptor activation.

Journal: European journal of immunology 20120501

Title: The role of mechanical forces and adenosine in the regulation of intestinal enterochromaffin cell serotonin secretion.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20120201

Title: Novel 1,3-dipropyl-8-(3-benzimidazol-2-yl-methoxy-1-methylpyrazol-5-yl)xanthines as potent and selective A₂B adenosine receptor antagonists.

Journal: Journal of medicinal chemistry 20120126

Title: Adenosine augments IL-10 production by microglial cells through an A2B adenosine receptor-mediated process.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20120101

Title: 2'-AMP and 3'-AMP inhibit proliferation of preglomerular vascular smooth muscle cells and glomerular mesangial cells via A2B receptors.

Journal: The Journal of pharmacology and experimental therapeutics 20110501

Title: The Effect of Cordycepin on Steroidogenesis and Apoptosis in MA-10 Mouse Leydig Tumor Cells.

Journal: Evidence-based complementary and alternative medicine : eCAM 20110101

Title: Endogenous luminal surface adenosine signaling regulates duodenal bicarbonate secretion in rats.

Journal: The Journal of pharmacology and experimental therapeutics 20101201

Title: Hypoxia-inducible adenosine A2B receptor modulates proliferation of colon carcinoma cells.

Journal: Human pathology 20101101

Title: Both A2a and A2b adenosine receptors at reperfusion are necessary to reduce infarct size in mouse hearts.

Journal: American journal of physiology. Heart and circulatory physiology 20101001

Title: Cooperative cardioprotection through adenosine A1 and A2A receptor agonism in ischemia-reperfused isolated mouse heart.

Journal: Journal of cardiovascular pharmacology 20101001

Title: Afferent arteriolar vasodilator effect of adenosine predominantly involves adenosine A2B receptor activation.

Journal: American journal of physiology. Renal physiology 20100801

Title: Insights into binding modes of adenosine A(2B) antagonists with ligand-based and receptor-based methods.

Journal: European journal of medicinal chemistry 20100801

Title: Signaling through the A2B adenosine receptor dampens endotoxin-induced acute lung injury.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20100501

Title: The role of adenosine receptors in regulating production of tumour necrosis factor-alpha and chemokines by human lung macrophages.

Journal: British journal of pharmacology 20100301

Title: 1-alkyl-8-(piperazine-1-sulfonyl)phenylxanthines: development and characterization of adenosine A2B receptor antagonists and a new radioligand with subnanomolar affinity and subtype specificity.

Journal: Journal of medicinal chemistry 20090709

Title: Cardioprotection induced by adenosine A1 receptor agonists in a cardiac cell ischemia model involves cooperative activation of adenosine A2A and A2B receptors by endogenous adenosine.

Journal: Journal of cardiovascular pharmacology 20090501

Title: Characterization of the A2B adenosine receptor from mouse, rabbit, and dog.

Journal: The Journal of pharmacology and experimental therapeutics 20090401

Title: Allosteric modulation of adenosine receptors.

Journal: Purinergic signalling 20090301

Title: Caffeine modulates TNF-alpha production by cord blood monocytes: the role of adenosine receptors.

Journal: Pediatric research 20090201

Title: An antagonistic interaction between A2B adenosine and D2 dopamine receptors modulates the function of rat carotid body chemoreceptor cells.

Journal: Journal of neurochemistry 20081201

Title: Modulation of murine dendritic cell function by adenine nucleotides and adenosine: involvement of the A(2B) receptor.

Journal: European journal of immunology 20080601

Title: Effect of A2B adenosine receptor gene ablation on adenosine-dependent regulation of proinflammatory cytokines.

Journal: The Journal of pharmacology and experimental therapeutics 20080201

Title: Protein kinase C protects preconditioned rabbit hearts by increasing sensitivity of adenosine A2b-dependent signaling during early reperfusion.

Journal: Journal of molecular and cellular cardiology 20070901

Title: Adenosine receptor activation ameliorates type 1 diabetes.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20070801

Title: The participation of adenosine receptors in the adenosine 5'-triphosphate-induced relaxation in the isolated rabbit corpus cavernosum penis.

Journal: International journal of urology : official journal of the Japanese Urological Association 20070801

Title: Novel selective antagonist radioligands for the pharmacological study of A(2B) adenosine receptors.

Journal: Purinergic signalling 20061101

Title: Long-term stimulation of adenosine A2b receptors begun after myocardial infarction prevents cardiac remodeling in rats.

Journal: Circulation 20061031

Title: Characterization of human and rodent native and recombinant adenosine A(2B) receptors by radioligand binding studies.

Journal: Purinergic signalling 20060901

Title: Inhibitory responses to exogenous adenosine in murine proximal and distal colon.

Journal: British journal of pharmacology 20060801

Title: Caffeine inhibition of rat carotid body chemoreceptors is mediated by A2A and A2B adenosine receptors.

Journal: Journal of neurochemistry 20060701

Title: Novel 1,3-disubstituted 8-(1-benzyl-1H-pyrazol-4-yl) xanthines: high affinity and selective A2B adenosine receptor antagonists.

Journal: Journal of medicinal chemistry 20060615

Title: Postconditioning protects rabbit hearts through a protein kinase C-adenosine A2b receptor cascade.

Journal: Cardiovascular research 20060501

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Adenosine inhibits tumor necrosis factor-alpha release from mouse peritoneal macrophages via A2A and A2B but not the A3 adenosine receptor.

Journal: The Journal of pharmacology and experimental therapeutics 20060401

Title: Adenosine concentration in the porcine coronary artery wall and A2A receptor involvement in hypoxia-induced vasodilatation.

Journal: The Journal of physiology 20060115

Title: Design, synthesis, and structure-activity relationships of 1-,3-,8-, and 9-substituted-9-deazaxanthines at the human A2B adenosine receptor.

Journal: Journal of medicinal chemistry 20060112

Title: Endogenous adenosine protects preconditioned heart during early minutes of reperfusion by activating Akt.

Journal: American journal of physiology. Heart and circulatory physiology 20060101

Title: The discovery of a selective, high affinity A(2B) adenosine receptor antagonist for the potential treatment of asthma.

Journal: Bioorganic & medicinal chemistry letters 20050201

Title: Antagonist pharmacology of adenosine A2B receptors from rat, guinea pig and dog.

Journal: European journal of pharmacology 20030815

Title: Structure-activity relationships at human and rat A2B adenosine receptors of xanthine derivatives substituted at the 1-, 3-, 7-, and 8-positions.

Journal: Journal of medicinal chemistry 20020523

Title: 1,8-disubstituted xanthine derivatives: synthesis of potent A2B-selective adenosine receptor antagonists.

Journal: Journal of medicinal chemistry 20020328

Title: [3H]MRS 1754, a selective antagonist radioligand for A(2B) adenosine receptors.

Journal: Biochemical pharmacology 20010315

Title: Anilide derivatives of an 8-phenylxanthine carboxylic congener are highly potent and selective antagonists at human A(2B) adenosine receptors.

Journal: Journal of medicinal chemistry 20000323

Title: Ji X, et al. HMRS 1754, a selective antagonist radioligand for A(2B) adenosine receptors. Biochem Pharmacol. 2001 Mar 15;61(6):657-63.

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