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SML0711

Sigma-Aldrich

RS504393

≥98% (HPLC)

Synonym(s):

6-Methyl-1′-[2-(5-methyl-2-phenyl-4-oxazolyl)ethyl]-spiro[4H-3,1-benzoxazine-4,4′-piperidin]-2(1H)-one, RS-504393

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About This Item

Empirical Formula (Hill Notation):
C25H27N3O3
CAS Number:
Molecular Weight:
417.50
UNSPSC Code:
51111800
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 1 mg/mL, clear (warmed)

storage temp.

2-8°C

InChI

1S/C25H27N3O3/c1-17-8-9-22-20(16-17)25(31-24(29)27-22)11-14-28(15-12-25)13-10-21-18(2)30-23(26-21)19-6-4-3-5-7-19/h3-9,16H,10-15H2,1-2H3,(H,27,29)

InChI key

ODNICNWASXKNNQ-UHFFFAOYSA-N

Application

RS504393 has been used in mass spectrometry.

Biochem/physiol Actions

RS504393 helps to increase the analgesic potency of morphine and buprenorphine in neuropathic rats. RS504393 has the ability to block the upregulation of pronociceptive factors, like IL-1 (interlukin 1) β, IL-18 (interlukin 18), IL-6 (interlukin 6) and inducible nitric oxide synthase (iNOS), that are induced by chronic constriction injury (CCI).
RS504393 is a highly selective CCR2 chemokine receptor antagonist. RS504393 inhibits MCP-1 chemotaxis and ischemia-reperfusion injury in kidneys.

Features and Benefits

This compound is featured on the Chemokine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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


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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Chrono-pharmacological Targeting of the CCL2-CCR2 Axis Ameliorates Atherosclerosis
Winter C, et al.
Cell Metabolism (2018)
The RS504393 influences the level of nociceptive factors and enhances opioid analgesic potency in neuropathic rats
Kwiatkowski K, et al.
Journal of Neuroimmune Pharmacology, 12(3), 402-419 (2017)
Maira Licia Foresti et al.
Epilepsy & behavior : E&B, 102, 106695-106695 (2019-12-01)
Neuroinflammation role on epileptogenesis has been the subject of increasing interest. Many studies showed elevation in cytokines and chemokines expression following seizures, such as, CCL2 protein (C-C motif ligand 2 chemokine) and its specific receptor, CCR2. In addition, recent studies
Bradley W Richmond et al.
Mucosal immunology, 14(2), 431-442 (2020-09-25)
Although activation of adaptive immunity is a common pathological feature of chronic obstructive pulmonary disease (COPD), particularly during later stages of the disease, the underlying mechanisms are poorly understood. In small airways of COPD patients, we found that localized disruption

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