N-TERT-BUTYL-ALPHA-PHENYLNITRONE
Synonym(s):N-Benzylidene-tert-butylamine N-oxide;N-tert-Butyl-α-phenylnitrone;PBN;Phenyl N-t-butylnitrone;Phenyl-N-tert-butylnitrone
- CAS NO.:3376-24-7
- Empirical Formula: C11H15NO
- Molecular Weight: 177.24
- MDL number: MFCD00008799
- EINECS: 222-168-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-12-18 14:15:32
What is N-TERT-BUTYL-ALPHA-PHENYLNITRONE?
Chemical properties
white to light beige fine crystalline powder
The Uses of N-TERT-BUTYL-ALPHA-PHENYLNITRONE
Spin trap reagent for carbon- or oxygen- or nitrogen-centered free radicals.
The Uses of N-TERT-BUTYL-ALPHA-PHENYLNITRONE
N-tert-Butyl-a-phenylnitrone is a commonly-used free radical trap. It contains radical scavenging activity and an ability to inhibit Cox-2 (cyclooxygenase-2). N-tert-Butyl-a-phenylnitrone is an antioxidant that has been shown to act as a protective agent in several experimental models of neurodegenerative disorders. N-tert-Butyl-a-phenylnitrone inhibits lipid peroxidation in rat liver microsomes. It also prevents the induction of inducible nitric oxide synthase (iNOS) by reactive oxygen species.
The Uses of N-TERT-BUTYL-ALPHA-PHENYLNITRONE
N-tert-Butyl-α-phenylnitrone has been used:
- as a component of Dneasy Blood&Tissue buffer to preserve the oxidized state of DNA extracted from human non-tumorigenic epithelial breast (MCF10A) cells
- as a free radical scavenger of reactive oxygen species (ROS) in microglial (MG) cell lines
- to attenuate fibroblast senescence in unstable oral squamous cell carcinomas (GU-OSCC)
What are the applications of Application
N-tert-Butyl-a-phenylnitrone is a Cox-2 inhibitor
Synthesis Reference(s)
Tetrahedron, 48, p. 8677, 1992 DOI: 10.1016/S0040-4020(01)89443-6
General Description
Most commonly-used free radical trap. An antioxidant that has been shown to act as a protective agent in several experimental models of neurodegenerative disorders. Inhibits lipid peroxidation in rat liver microsomes. Also prevents the induction of inducible nitric oxide synthase (iNOS) by reactive oxygen species.
Biochem/physiol Actions
Product does not compete with ATP.
Purification Methods
Crystallise PBN from hexane. It is a free radical trap. [cf Janzen Methods Enzymology 105 188 1984, Beilstein 7 IV 519.]
Properties of N-TERT-BUTYL-ALPHA-PHENYLNITRONE
Melting point: | 73-74 °C(lit.) |
Boiling point: | 283℃ |
Density | 0.990 |
refractive index | 1.5480 (estimate) |
Flash point: | 119℃ |
storage temp. | Store at <= 20°C. |
solubility | DMSO: soluble |
form | powder |
pka | 1.50±0.53(Predicted) |
color | white |
Water Solubility | Soluble in DMSO (10 mg/ml), chloroform (50 mg/ml), and water (20 mg/ml). |
Merck | 14,7056 |
BRN | 2044028 |
CAS DataBase Reference | 3376-24-7(CAS DataBase Reference) |
EPA Substance Registry System | 2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide (3376-24-7) |
Safety information for N-TERT-BUTYL-ALPHA-PHENYLNITRONE
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for N-TERT-BUTYL-ALPHA-PHENYLNITRONE
New Products
4-Fluorophenylacetic acid 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate (6-METHYL-[1,3]DITHIOLO[4,5-b]QUINOXALIN-2-ONE INDAZOLE-3-CARBOXYLIC ACID 4-IODO BENZOIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5,6-Dimethoxyindanone 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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