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Key Documents

P5084

Sigma-Aldrich

PTIO

Synonym(s):

2-Phenyl-4,4,5,5-tetramethylimidazoline-1-oxyl 3-oxide

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About This Item

Empirical Formula (Hill Notation):
C13H17N2O2
CAS Number:
Molecular Weight:
233.29
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.32

form

powder

Quality Level

storage temp.

2-8°C

SMILES string

CC1(C)N([O])C(c2ccccc2)=[N+]([O-])C1(C)C

InChI

1S/C13H17N2O2/c1-12(2)13(3,4)15(17)11(14(12)16)10-8-6-5-7-9-10/h5-9H,1-4H3

InChI key

DYUUGILMVYJEHY-UHFFFAOYSA-N

Application

2-phenyl-4, 4, 5, 5,-tetramethylimidazoline-1-oxyl 3-oxide (PTIO) has been used as a nitric oxide (NO) scavenger.

Biochem/physiol Actions

2-phenyl-4, 4, 5, 5,-tetramethylimidazoline-1-oxyl 3-oxide (PTIOs) derivatives react with nitric oxide (NO) to yield the corresponding imino nitroxides (PTIs) and nitrogen dioxide (NO2).
A stable radical scavenger for nitric oxide; affects NO without affecting NO synthase; has significant inhibitory activity against NO biological actions.

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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Jiu-Gang Xue et al.
Journal of neurophysiology, 105(6), 2897-2906 (2011-04-08)
N-methyl-D-aspartate (NMDA) receptors (NMDARs) are implicated in synaptic plasticity and modulation of glutamatergic excitatory transmission. Effect of NMDAR activation on inhibitory GABAergic transmission remains largely unknown. Here, we report that a brief application of NMDA could induce two distinct actions
Reactions of PTIO and carboxy-PTIO with *NO, *NO2, and O2-*.
Goldstein S
The Journal of Biological Chemistry, 278 (51), 50949-50955 (2003)
Christal G Coleman et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(36), 12103-12112 (2010-09-10)
Chronic intermittent hypoxia (CIH) is a concomitant of sleep apnea that produces a slowly developing chemosensory-dependent blood pressure elevation ascribed in part to NMDA receptor-dependent plasticity and reduced nitric oxide (NO) signaling in the carotid body. The hypothalamic paraventricular nucleus
Victor Parro et al.
Frontiers in microbiology, 10, 929-929 (2019-05-28)
Potential benthic habitats of early Mars lakes, probably oligotrophic, could range from hydrothermal to cold sediments. Dynamic processes in the water column (such as turbidity or UV penetration) as well as in the benthic bed (temperature gradients, turbation, or sedimentation
Victoria P A Johnstone et al.
Learning & memory (Cold Spring Harbor, N.Y.), 18(10), 625-633 (2011-09-22)
Long-term potentiation (LTP) is an important process underlying learning and memory in the brain. At CA3-CA1 synapses in the hippocampus, three discrete forms of LTP (LTP1, 2, and 3) can be differentiated on the basis of maintenance and induction mechanisms.

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