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C221

Sigma-Aldrich

Carboxy-PTIO potassium salt

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:
Molecular Weight:
315.39
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

biological source

synthetic (organic)

Quality Level

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

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

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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).

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.

Storage Class Code

11 - Combustible Solids

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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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
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)
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
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
Interference of carboxy-PTIO with nitric oxide-and peroxynitrite-mediated reactions
Pfeiffer S, et al.
Free Radical Biology & Medicine, 22(5), 787-794 (1997)

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