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M1809

Sigma-Aldrich

MRS 1523

>98% (HPLC)

Synonym(s):

3-Propyl-6-ethyl-5-[(ethylthio)carbonyl]-2 phenyl-4-propyl-3-pyridine carboxylate

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About This Item

Empirical Formula (Hill Notation):
C23H29NO3S
CAS Number:
212329-37-8
Molecular Weight:
399.55
MDL number:
MFCD03787977
UNSPSC Code:
12352200
PubChem Substance ID:
24278127
NACRES:
NA.77

Quality Level

100

Assay

>98% (HPLC)

form

oil

color

colorless to light brown

solubility

DMSO: >10 mg/mL
H2O: insoluble

shipped in

wet ice

storage temp.

2-8°C

SMILES string

CCCOC(=O)c1c(CCC)c(C(=O)SCC)c(CC)nc1-c2ccccc2

InChI

1S/C23H29NO3S/c1-5-12-17-19(23(26)28-8-4)18(7-3)24-21(16-13-10-9-11-14-16)20(17)22(25)27-15-6-2/h9-11,13-14H,5-8,12,15H2,1-4H3

InChI key

UUSHFEVEROROSP-UHFFFAOYSA-N

Gene Information

human ... ADORA3(140)
rat ... Adora1(29290) , Adora2a(25369) , Adora3(25370)

Application

MRS 1523 has been used as an inhibitor of adenosine receptors in SW1990 and BxPC3 pancreatic cancer cells, LX2 human hepatic stellate cells and human coronary smooth muscle cells.

Biochem/physiol Actions

MRS 1523 is a selective adenosine A3 receptor antagonist in the rat.

Features and Benefits

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

Legal Information

Sold under license from the National Institutes of Health

Storage Class Code

10 - Combustible liquids

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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A H Li et al.
Journal of medicinal chemistry, 41(17), 3186-3201 (1998-08-14)
The structure-activity relationships of 6-phenyl-1,4-dihydropyridine derivatives as selective antagonists at human A3 adenosine receptors have been explored (Jiang et al. J. Med. Chem. 1997, 39, 4667-4675). In the present study, related pyridine derivatives have been synthesized and tested for affinity
Elena Lucarini et al.
Pain, 161(9), 2179-2190 (2020-05-08)
Pharmacological tools for chronic visceral pain management are still limited and inadequate. A3 adenosine receptor (A3AR) agonists are effective in different models of persistent pain. Recently, their activity has been related to the block of N-type voltage-gated Ca2+ channels (Cav2.2)
C H Mitchell et al.
The American journal of physiology, 276(3 Pt 1), C659-C666 (1999-03-10)
Adenosine stimulates Cl- channels of the nonpigmented (NPE) cells of the ciliary epithelium. We sought to identify the specific adenosine receptors mediating this action. Cl- channel activity in immortalized human (HCE) NPE cells was determined by monitoring cell volume in
The A3 adenosine receptor agonist, namodenoson, ameliorates non-alcoholic steatohepatitis in mice
Fishman P, et al.
International Journal of Molecular Medicine, 44(6), 2256-2264 (2019)
A V Hinze et al.
Journal of molecular and cellular cardiology, 53(5), 639-645 (2012-08-22)
In human coronary smooth muscle cells adenosine A(2B) receptors mediate the inhibition of platelet-derived growth factor (PDGF)-induced proliferation via induction of the transcription factor nuclear receptor subfamily 4, group A, member 1 (NR4A1). In the absence of PDGF, adenosine analogues
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