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C221

Sigma-Aldrich

Carboxy-PTIO potassium salt

Synonyme(s) :

2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide potassium salt, 2-(4-Carboxyphenyl)-4,5-dihydro-4,4,5,5-tetramethyl-1H-imidazol-1-yloxy-3-oxide potassium salt

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About This Item

Formule empirique (notation de Hill):
C14H16KN2O4
Numéro CAS:
Poids moléculaire :
315.39
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Source biologique

synthetic (organic)

Niveau de qualité

Essai

≥98% (TLC)

Forme

powder

Pf

>270 °C

Solubilité

H2O: 100 mg/mL
DMSO: soluble (lit.)(lit.)
methanol: soluble (lit.)(lit.)

Température de stockage

2-8°C

Chaîne SMILES 

[K+].CC1(C)N([O])C(c2ccc(cc2)C([O-])=O)=[N+]([O-])C1(C)C

InChI

1S/C14H17N2O4.K/c1-13(2)14(3,4)16(20)11(15(13)19)9-5-7-10(8-6-9)12(17)18;/h5-8H,1-4H3,(H,17,18);/q;+1/p-1

Clé InChI

VYEUQMVIGXFZQU-UHFFFAOYSA-M

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Description générale

2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide (carboxy-PTIO) is mainly considered as a scavenger of nitric oxide (NO).

Application

Carboxy-PTIO potassium salt has been used to check the generation of hydroxyl radicals or nitric in reaction mixtures to examine the generation of nitric oxide in reaction mixture. It has also been added to neurons to analyse its effect on glucose/oxygen/serum deprivation (GOSD) condition(4)

Actions biochimiques/physiologiques

Carboxy-PTIO can make a quick reaction with nitric oxide (NO) to produce nitrogen dioxide (NO2). It can be used to prevent hypotension and endotoxic shock, stimulated by lipopolysaccharide in- vivo. Carboxy-PTIO can also block in vitro vascular relaxation, stimulated by NO.
Reacts with nitric oxide to form carboxy-PTI derivatives which in turn inhibits nitric oxide synthase.

Code de la classe de stockage

11 - Combustible Solids

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

Eyeshields, Gloves, type N95 (US)


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Consulter la Bibliothèque de documents

Raymond N Allan et al.
Nitric oxide : biology and chemistry, 65, 43-49 (2017-02-27)
Bacterial biofilms show high tolerance towards antibiotics and are a significant problem in clinical settings where they are a primary cause of chronic infections. Novel therapeutic strategies are needed to improve anti-biofilm efficacy and support reduction in antibiotic use. Treatment
Xinyi Zhu et al.
Applied and environmental microbiology, 85(3) (2018-11-28)
While both iron and nitric oxide (NO) are redox-active environmental signals shown to regulate biofilm development, their interaction and roles in regulating biofilms have not been fully elucidated. In this study, exposure of Pseudomonas aeruginosa biofilms to exogenous NO inhibited
Nitric oxide scavenger carboxy-PTIO potentiates the inhibition of dopamine uptake by nitric oxide donors
Cao B J and Reith M EA
European Journal of Pharmacology, 448(1), 27-30 (2002)
Interference of carboxy-PTIO with nitric oxide-and peroxynitrite-mediated reactions
Pfeiffer S, et al.
Free Radical Biology & Medicine, 22(5), 787-794 (1997)
M Yoshida et al.
Biochemical and biophysical research communications, 202(2), 923-930 (1994-07-29)
We recently found a new class of nitric oxide (NO) antidote, i.e., 2-phenyl-4,4,5,5,-tetramethylimidazoline-1-oxyl-3-oxide derivatives (PTIOs). It has a potent inhibitory action against endothelium-derived relaxing factor. Here, we report the effect of a water-soluble carboxy derivative of PTIO (carboxy-PTIO) on endotoxin

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