4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy

Khoom Taw qhia

4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Cov ntaub ntawv tseem ceeb
Khoom npe: 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
Synonyms: HYDROXY-TEMPO;4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE-N-OXYL;4-HYDROXY-2,2,6,{12 }}TETRAMETHYL-PIPERIDINOOXY;4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE 1-OXYL;4-HYDROXY-2,2,6 ,6-TETRAMETHYL-1-PIPERIDIN-1-YLOXY;4-HYDROXY-2,2,6,6-TETRAMETHYL-1-PIPERIDINYLOXY, pub dawb RADICAL;4-HYDROXY-2,2,6,6-TETRAMETHYL-PIPERIDINOOXY, Dawb RADICAL;4-HYDROXY-2,2,6,{{43} TETRAMETHYLPIPERIDINYLOXY
CAS: 2226-96-2
MF: C9H18NO2*
MW: 172.24
EINECS: 218-760-9
Khoom Categories: Inhibitors; Analytical Chemistry; ESR Spectrometry; Spin Labels; Heterocycles; Nitric Oxide Reagents; Spin Labeling Compounds; 2226-96-2
Mol File: 2226-96-2.mol
4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy Structure
 
4-Hydroxy-2,2,6,6-Tetramethyl-piperidinooxy Chemical Properties
Melting point 69-71 degree (lit.)
Boiling point 302.58 degree (kwv yees kwv yees)
ceev 1.0402 (kev kwv yees kwv yees)
vapor siab 0.025Pa ntawm 20 degree
Refractive Index 1.4350 (kwv yees)
Fp 146 degree (295 degree F)
cia temp. 2-8 degree
solubility 1670g/l
daim ntawv Crystalline hmoov los yog Crystalline hmoov
pka ua 5.07 [ntawm 20 degree]
xim Txiv kab ntxwv
PH 8.2 (20g / l, H2O, 20 degree)
Dej Solubility soluble
Merck 14,9141
BRN 1422990
Kev ruaj ntseg: ruaj khov. Incompatible nrog muaj zog oxidizing neeg sawv cev.
InChIKey FAPCFNWEPHTUQK-UHFFFAOYSA-N
LogP 0.56 ntawm 25 degree
CAS DataBase Reference 2226-96-2(CAS DataBase Reference)
NIST Chemistry Reference 1-Piperidinyloxy, 4-hydroxy-2, 2,6, 6-tetramethyl-(2226-96-2)
EPA Tshuaj Registry System 1-Piperidinyloxy, 4-hydroxy-2,2,6,6-tetramethyl- (2226-96-2)
 
Cov ntaub ntawv kev nyab xeeb
Hazard Codes Xn, xis
Risk Statements 22-36/37/38-36/38
Cov lus hais txog kev nyab xeeb 26-36-37/39-36/37/39-27
WGK Germany 1
RTECS TIAB SA 8991000
TSCA Yog lawm
HS Code 29333999
Cov Ntaub Ntawv Muaj Xwm Ceev 2226-96-2( Cov ntaub ntawv muaj phom sij)
Toxicity LD50 qhov ncauj hauv nas: 1053mg / kg
 
MSDS Cov Ntaub Ntawv
Tus kws kho mob Lus
2,2,6,6-Tetramethyl freeagaoxy-4-piperidyl Lus Askiv
SigmaAldrich Lus Askiv
ACROS Lus Askiv
ALFA Lus Askiv
 
4-Hydroxy-2,2,6,6-Tetramethyl-piperidinooxy Siv Thiab Synthesis
Kev piav qhia TEMPOL yog piperidine nitroxide thiab spin daim ntawv lo nrog superoxide dismutase (SOD) mimetic kev ua si. Nws inhibits lipid peroxidation hauv nas daim siab microsomes nrog 50% inhibition ntawm microsomal lipid peroxidation (IP50) qhov tseem ceeb ntawm 117, 61, thiab 381 μM rau peroxidation tshwm sim los ntawm hlau ntxiv rau NADPH, hlau ntxiv rau ascorbate, thiabt-butylhydroperoxide, feem. TEMPOL (1 mM) inhibits zus tau tej cov superoxide anions los ntawm 92%viavxanthine-xanthine oxidase cov tshuaj tiv thaivhauv vitro. Nws txo cov ntshav siab thiab lub plawv dhia nyob rau hauv cov nas hypertensive (ED50s=70 thiab 63 μmol / kg, ntsig txog) thaum noj cov tshuaj intravenously. TEMPOL yog daim ntawv lo ntawm tes-permeable spin uas tau siv los txheeb xyuas cov pa oxygen intracellular hauv ntau hom cell los ntawm electron spin resonance (ESR) spectroscopy.
Chemical Properties khov kho
Siv Ib tug dawb radical scavenger
Siv Spin daim ntawv lo rau EPR kev tshawb fawb; theem hloov lub cev qhuav dej catalyst; antioxidant; inhibitor ntawm olefin dawb radical polymerization.
Siv Tempol, ib qho dej-soluble piperidine nitroxide derivative muaj nonspecific radical-scavenging thiab superoxide dismutase (SOD) kev ua, tiv thaiv kab lis kev cai aerobic, tab sis tsis hypoxic, hlwb tiv thaiv hluav taws xob tua. Kev tiv thaiv tsis yog nyob ntawm intracellular thiols thiab tsis koom nrog O2- depletion. Tempol reacts nrog peroxyl radicals thiab tuaj yeem oxidize DNA-bound hlau ions, yog li cuam tshuam nrog OH? tiam.
Daim ntawv thov Hauv kev tshawb fawb biochemical, 4-hydroxy-TEMPO tau raug tshawb xyuas los ua tus neeg sawv cev rau kev txwv cov pa oxygen reactive. Nws catalyzes lub disproportionation ntawm superoxide, pab txhawb hydrogen peroxide metabolism, thiab inhibits Fenton chemistry.4-Hydroxy-TEMPO, nrog rau muaj feem xyuam rau nitroxides, tab tom kawm rau lawv tej peev xwm antioxidant zog. Ntawm kev lag luam-scale 4- hydroxy-TEMPO feem ntau yog tam sim no raws li lub hauv paus ntsiab lus nyob rau hauv hindered amine teeb stabilizers, uas yog feem ntau siv stabilizers nyob rau hauv yas, nws kuj yog siv raws li ib tug polymerisation inhibitor, tshwj xeeb tshaj yog thaum lub sij hawm purification ntawm styrene.
Synthesis Reference (cov) Synthetic Communications, 19, p. 3509 Ib., 1989DOI: 10.1080/00397918908052760
Kev piav qhia dav dav 4-Hydroxy-TEMPO yog ib qho 4- hloov pauv 2,2,6,6-tetramethylpiperidyl-1-oxy (TEMPO) derivative. Nws yog ib qho tsis tshua muaj qhov hnyav molecular thiab tau raug npaj ua superoxide dismutase mimic.
Flammability thiab Explosibility Tsis yog nplaim taws
Kev ua lom lom Superoxide scavenger uas qhia txog neuroprotective, anti-inflammatory thiab analgesic teebmeem.
khaws cia Khaws ntawm -20 degree
Cov ntaub ntawv 1) Lipman et al. (2006), Neuroprotective teebmeem yog tias ruaj khov nitroxide compound Tempol hauv 1-methyl-4-phenylpyridinium ion-induced neurotoxicity nyob rau hauv Nerve Growth Factor-differentiated qauv ntawm pheochromocytoma PC12? hlwb; Eur. J. Pharmacol., 549 50 2) Guron et al. (2006), Cov teebmeem hnyav ntawm superoxide dismutase mimetic tempol ntawm kev faib lub raum ua haujlwm hauv ob lub raum ib-clip hypertensive nas; J. Hypertens., 24 387 3) Samuni thiab Barenholz (1997), Gamma-irradiation puas tsuaj rau liposomes txawv nyob rau hauv muaj pes tsawg leeg thiab lawv tiv thaiv los ntawm nitroxides; Dawb Radic. Biol. Med., 23 972 4) Bernardy et al. (2017), Tempol, Superoxide Dismutase Mimetic Agent, Inhibits Superoxide Anion-Induced Inflammatory Mob nyob rau hauv nas; Biomed. Res. Int., 2017 9584819 5) De Blasio et al. (2017), Lub superoxide dismutase mimetic tempol blunts ntshav qab zib induced upregulation ntawm NADPH oxidase thiab endoplasmic reticulum stress nyob rau hauv ib tug nas qauv ntawm ntshav qab zib nephropathy; Eur. J. Pharmacol., 807 12
 
4-Hydroxy-2,2,6,6-Tetramethyl-piperidinooxy Kev Npaj Khoom Thiab Raw Khoom
Cov khoom npaj 6-Hydroxy-2-naphthaldehyde-->Bis(2,2,6,6-tetramethyl-1-piperidinyloxy-4-}yl) sebacate

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