1377273-00-1

1377273-00-1 structure

Name: MRS 5698
Chemical Name: mrs5698
CAS Number: 1377273-00-1
Molecular Formula: C₂₈H₂₃ClF₂N₆O₃
Molecular Weight: 564.97000
Catalog: Signaling Pathways GPCR/G Protein Adenosine Receptor
Create Date: 2018-01-20 06:44:52
Modify Date: 2024-09-12 09:42:54
MRS5698 is a selective Gi protein-coupled A3 adenosine receptor (A3AR) agonist, with Kis of approximately 3 nM for human and mouse A3AR, respectively. MRS5698 can be used for the research of pain and psoriasis[1][2].

Name	mrs5698
Synonyms	(1S,2R,3S,4R,5S)-4-(6-(3-chlorobenzylamino)-2-((3,4-difluorophenyl)ethynyl)-9H-purin-9-yl)-2,3-dihydroxy-N-methylbicyclo[3.1.0]hexane-1-carboxamide 2-(3,4-difluorophenylethynyl)-N6-(3-chlorobenzyl)-(N)-methanocarbaadenosine-5'-methyluronamide

Description	MRS5698 is a selective Gi protein-coupled A3 adenosine receptor (A3AR) agonist, with Kis of approximately 3 nM for human and mouse A3AR, respectively. MRS5698 can be used for the research of pain and psoriasis[1][2].
Related Catalog	Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Adenosine Receptor
Target	Adenosine A3 receptor:~3 nM (Ki)
In Vitro	MRS5698 displays higher affinity and selectivity (>3000-fold) agonist A3R vs. other adenosine receptor (ARs) in both human and mouse[1]. MRS5698 (0.1-10 µM; 1 hours) induces a concentration-dependently robust A3R-mediated cAMP reduction in HEK-293T cells permanently expressing the A3R, regardless the illumination condition[3].
In Vivo	MRS5698 (3 nmol/day; intrathecal injection for 25 days) prevents Oxaliplatin-induced mechano-allodynia and hyperalgesia, and attenuates Oxaliplatin-induced NLRP3/IL-1β neuroinflammation[2]. MRS5698 (1 mg/kg; i.p. at days 2, 3 ) reduces the IL-23 induced (IL23 injected in day 0, 1, 3) ear thickness of C57BL/6N mouse during the third and fourth experimental days[3]. Animal Model: Oxaliplatin-induced Male Sprague Dawley rats (200–250 g starting weight)[2] Dosage: 3 nmol/day Administration: Intrathecal injection for 25 days Result: Increased the value of mechanical paw withdrawal threshold in grams (PWT) in rat. Attenuated oxaliplatin-induced expression of NLRP3 and maturation of caspase 1 in the DH-SC. Reduced IL-1β levels in the spinal cord.
References	[1]. Tosh DK, et al. Efficient, large-scale synthesis and preclinical studies of MRS5698, a highly selective A3 adenosine receptor agonist that protects against chronic neuropathic pain. Purinergic Signal. 2015;11(3):371-387. [2]. Wahlman C, et al. Chemotherapy-induced pain is promoted by enhanced spinal adenosine kinase levels through astrocyte-dependent mechanisms. Pain. 2018;159(6):1025-1034. [3]. López-Cano M, et al. Optical control of adenosine A3 receptor function in psoriasis. Pharmacol Res. 2021 Aug;170:105731.

Molecular Formula	C₂₈H₂₃ClF₂N₆O₃
Molecular Weight	564.97000
Exact Mass	564.14900
PSA	125.19000
LogP	3.26250

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