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Principaux documents

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M0319

Sigma-Aldrich

MRS 2578

≥95% (HPLC)

Synonyme(s) :

1,4-Di[3-(3-isothiocyanatophenyl)thioureido]butane

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About This Item

Formule empirique (notation de Hill) :
C20H20N6S4
Numéro CAS:
711019-86-2
Poids moléculaire :
472.67
Numéro MDL:
MFCD07370141
Code UNSPSC :
12352200
ID de substance PubChem :
24724530
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

≥95% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white

Solubilité

DMSO: >5 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

S=C=Nc1cccc(NC(=S)NCCCCNC(=S)Nc2cccc(c2)N=C=S)c1

InChI

1S/C20H20N6S4/c27-13-23-15-5-3-7-17(11-15)25-19(29)21-9-1-2-10-22-20(30)26-18-8-4-6-16(12-18)24-14-28/h3-8,11-12H,1-2,9-10H2,(H2,21,25,29)(H2,22,26,30)

Clé InChI

QOHNRGHTJPFMSL-UHFFFAOYSA-N

Application

MRS 2578 has been used an antagonist of purinoceptor P2Y6:
  • to study the role of purinergic receptor in Up4A-induced relaxation in coronary small arteries from swine
  • in P. aeruginosa infected mice to test its effect on the inflammatory responses
  • to test its inhibition on neutrophil extracellular traps and monosodium urate (MSU) crystals formation in polymorphonuclear leukocytes

Actions biochimiques/physiologiques

MRS 2578 elicits cytoprotective functionality in neuroblastoma cells and prevents dopaminergic neuron death under in vitro and in vivo conditions. It also protects microglia by delaying lipopolysaccharide-induced death.
Potent and irreversible antagonist of P2Y6 nucleotide receptor.

Caractéristiques et avantages

This compound is featured on the P2 Receptors: P2Y G-Protein Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Classification des risques

Acute Tox. 3 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000385070
0000380785
0000380785
0000385070
0000136570

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Liaman K Mamedova et al.
Biochemical pharmacology, 67(9), 1763-1770 (2004-04-15)
The physiological role of the P2Y(6) nucleotide receptor may involve cardiovascular, immune and digestive functions based on the receptor tissue distribution, and selective antagonists for this receptor are lacking. We have synthesized a series of symmetric aryl diisothiocyanate derivatives and
Junbo Zheng et al.
Respiratory research, 19(1), 190-190 (2018-10-01)
Pneumonia is a major cause of high morbidity and mortality in critically illness, and frequently requires support with mechanical ventilation. The latter can lead to ventilator-induced lung injury characterized by neutrophil infiltration. The cationic human neutrophil peptides (HNP) stored in
Zhichao Zhou et al.
Purinergic signalling, 13(3), 319-329 (2017-05-26)
We previously demonstrated that uridine adenosine tetraphosphate (Up4A) induces potent and partially endothelium-dependent relaxation in the healthy porcine coronary microvasculature. We subsequently showed that Up4A-induced porcine coronary relaxation was impaired via downregulation of P1 receptors after myocardial infarction. In view
Ágatha Oliveira-Giacomelli et al.
Frontiers in cellular neuroscience, 13, 476-476 (2019-12-04)
Parkinson's disease (PD) is a neurodegenerative disorder characterized by decreased dopamine bioavailability in the substantia nigra and the striatum. Taking into account that adenosine-5'-triphosphate (ATP) and its metabolites are intensely released in the 6-hydroxydopamine (6-OHDA) animal model of PD, screening
Tamara C Hornik et al.
Journal of cell science, 129(1), 65-79 (2015-11-15)
Some apoptotic processes, such as phosphatidylserine exposure, are potentially reversible and do not necessarily lead to cell death. However, phosphatidylserine exposure can induce phagocytosis of a cell, resulting in cell death by phagocytosis: phagoptosis. Phagoptosis of neurons by microglia might
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