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Merck

C221

Carboxy-PTIO potassium salt

synthetic (organic), ≥98% (TLC), NO scavenger, powder

Synonym(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

Empirical Formula (Hill Notation):
C14H16KN2O4
CAS Number:
148819-94-7
Molecular Weight:
315.39
UNSPSC Code:
12352200
PubChem Substance ID:
24892474
NACRES:
NA.32
MDL number:
MFCD00216153

Product Name

Carboxy-PTIO potassium salt,

SMILES string

[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

InChI key

VYEUQMVIGXFZQU-UHFFFAOYSA-M

biological source

synthetic (organic)

assay

≥98% (TLC)

form

powder

mp

>270 °C

solubility

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

storage temp.

2-8°C

Quality Level

100

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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)

Biochem/physiol Actions

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.

General description

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2402
0000216837
0000216837
MKCQ9812
MKCQ8525

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Megumi Hada et al.
International journal of molecular sciences, 20(18) (2019-09-07)
Previously, we investigated the dose response for chromosomal aberration (CA) for exposures corresponding to less than one particle traversal per cell nucleus by high energy and charge (HZE) particles, and showed that the dose responses for simple exchanges for human
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
Anton Misak et al.
Molecules (Basel, Switzerland), 24(6) (2019-03-27)
Doxycycline (DOXY) is an antibiotic routinely prescribed in human and veterinary medicine for antibacterial treatment, but it has also numerous side effects that include oxidative stress, inflammation, cancer or hypoxia-induced injury. Endogenously produced hydrogen sulfide (H₂S) and polysulfides affect similar
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
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
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