Detail of "2154-67-8"

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CAS Number:
2154-67-8
Name:
1H-Pyrrol-1-yloxy,3-carboxy-2,5-dihydro-2,2,5,5-tetramethyl-
Molecular Structure:
Formula:
C9H14 N O3
Molecular Weight:
184.21
Synonyms:
3-Pyrrolin-1-yloxy,3-carboxy-2,2,5,5-tetramethyl- (7CI,8CI); 1-Oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylicacid; 2,2,5,5-Tetramethyl-1-oxypyrroline-3-carboxylic acid;2,2,5,5-Tetramethyl-3-carboxy-3-pyrroline-1-oxyl;2,2,5,5-Tetramethyl-3-pyrroline-1-oxyl-3-carboxylic acid;2,2,5,5-Tetramethylpyrroline-1-oxyl-3-carboxylic acid; 3-Carboxy-2,2,5,5-tetramethyl-1-pyrrolinyloxyl;3-Carboxy-2,2,5,5-tetramethyl-3-pyrroline-1-oxyl;3-Carboxy-2,2,5,5-tetramethylpyrroline-1-oxyl; PCAOL
Melting Point:
202 °C
Safety:
Safety Statements 24/25
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Spin-labeled narcotics: Spin-labeled narcotics. Wu, W. Y.; Abood, L. G.; Gates, M.; Kreilick, R. W. (Cent. Brain Res., Univ. Rochester, Rochester, N. Y., USA). Mol. Pharmacol., 13(4), 766-73 (English) 1977. CODEN: MOPMA3. DOCUMENT TYPE: Journal CA Section: 1 (Pharmacodynamics) Section cross-reference(s): 27 Four spin-labeled esters of 3-carboxy-2,2,5,5-tetramethylpyrroline-1-oxyl [2154-67-8] with morphine (I) [57-27-2] and codeine (II) [76-57-3] were prepd. and ESR spectroscopy used to examine some of the interactions of these mols. Animal studies were conducted to det. the relative analgesic potencies of these drugs. A series of expts. was conducted in which one of the spin-labeled drugs was isolated from the brains of rats and ESR was used to show that enzymic hydrolysis of the drug was a relatively slow process. These expts. indicate that the pharmacol. effects of these drugs are due to the spin-labeled mols. and not to a hydrolysis product (I or II). ESR was also used to demonstrate that the spin-labeled drugs bind to isolated synaptic membrane prepns.

Cytotoxicity of commonly used nitroxide radical spin probes: Cytotoxicity of commonly used nitroxide radical spin probes. Ankel, Else G.; Lai, Ching San; Hopwood, Larry E.; Zivkovic, Zorica (Natl. Biomed. ESR Cent., Med. Coll. Wisconsin, Wilwaukee, WI 53226, USA). Life Sci., 40(5), 495-8 (English) 1987. CODEN: LIFSAK. ISSN: 0024-3205. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) Since nitroxide radical spin probes are used frequently to test biophys. properties of cells, their use should be restricted to conditions that do not perturb normal cell growth and viability. Eight commonly used nitroxide radical spin probes were tested for their effects on the survival of CHO cells. These include water-sol. spin probes (Tempol [2226-96-2], Tempamine [14691-88-4], CTPO [3229-73-0], CTPC [2154-67-8], and 4-maleimido-Tempo [15178-63-9]) and lipid-sol. spin probes (5-Doxyl- [29545-48-0], 12-Doxyl- [29545-47-9], and 16-Doxylstearate [53034-38-1]). With the exception of 4-maleimido-Tempo, none of the water-sol. spin labels inhibited cell survival at concns. ￡1 mM. At concns. 375 mM, 4-maleimido-Tempo inhibited cell survival in a dose-dependent manner. At concns. commonly used for spin labeling of cells (30-50 mM), none of the lipid-sol. spin probes tested was cytotoxic. At 100 mM, only 5-Doxylstearate inhibited cell survival, whereas 12-Doxylstearate and 16-Doxylstearate had no effect.