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Key Documents

SML1880

Sigma-Aldrich

SPL-334

≥98% (HPLC)

Synonym(s):

4-{[2-[(2-Cyanobenzyl)thio]-4-oxothieno[3,2-d]pyrimidin-3(4H)-yl]methyl}benzoic acid

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About This Item

Empirical Formula (Hill Notation):
C22H15N3O3S2
CAS Number:
Molecular Weight:
433.50
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC(C1=CC=C(CN2C(SCC3=CC=CC=C3C#N)=NC(C=CS4)=C4C2=O)C=C1)=O

Biochem/physiol Actions

SPL-334 is an inhibitor of S-Nitrosoglutathione reductase (GSNOR), the enzyme responsible for regulating cellular concentrations of S-Nitrosoglutathione (GSNO), which plays a critical role in nitric oxide signaling in the respiratory tract. In a mouse model of allergic airway inflammation, SPL-334 reduced airway hyperreactivity, and in a bleomycin injury model of interstitial lung disease, SPL-334 reduced lung inflammation and fibrosis. Studies for treatment of asthma, idiopathic pulmonary fibrosis (IPF), and inflammation are ongoing.

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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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Maria E Ferrini et al.
PloS one, 8(7), e70351-e70351 (2013-08-13)
Allergic asthma is characterized by Th2 type inflammation, leading to airway hyperresponsivenes, mucus hypersecretion and tissue remodeling. S-Nitrosoglutathione reductase (GSNOR) is an alcohol dehydrogenase involved in the regulation of intracellular levels of S-nitrosothiols. GSNOR activity has been shown to be
Irina G Luzina et al.
The Journal of pharmacology and experimental therapeutics, 355(1), 13-22 (2015-07-26)
Interstitial lung disease (ILD) characterized by pulmonary fibrosis and inflammation poses a substantial biomedical challenge due to often negative disease outcomes combined with the need to develop better, more effective therapies. We assessed the in vivo effect of administration of
Paresh C Sanghani et al.
The Journal of biological chemistry, 284(36), 24354-24362 (2009-07-15)
S-Nitrosoglutathione reductase (GSNOR) is an alcohol dehydrogenase involved in the regulation of S-nitrosothiols (SNOs) in vivo. Knock-out studies in mice have shown that GSNOR regulates the smooth muscle tone in airways and the function of beta-adrenergic receptors in lungs and

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