n-tert-butyl-n-[(e)-phenylmethylene]amine oxide

Modify Date: 2024-01-02 18:27:15

n-tert-butyl-n-[(e)-phenylmethylene]amine oxide Structure
n-tert-butyl-n-[(e)-phenylmethylene]amine oxide structure
Common Name n-tert-butyl-n-[(e)-phenylmethylene]amine oxide
CAS Number 3376-24-7 Molecular Weight 177.243
Density 1.0±0.1 g/cm3 Boiling Point 283.3±23.0 °C at 760 mmHg
Molecular Formula C11H15NO Melting Point 71-75ºC
MSDS Chinese USA Flash Point 118.5±15.4 °C

 Use of n-tert-butyl-n-[(e)-phenylmethylene]amine oxide


N-tert-Butyl-α-phenylnitrone is a nitrone-based free radical scavenger that forms nitroxide spin adducts. N-tert-Butyl-α-phenylnitrone inhibits COX2 catalytic activity. N-tert-Butyl-α-phenylnitrone has potent ROS scavenging, anti-inflammatory, neuroprotective, anti-aging and anti-diabetic activities, and can penetrate the blood-brain barrier[1][2][3][4].

 Names

Name N-TERT-BUTYL-α-PHENYLNITRONE
Synonym More Synonyms

  Biological Activity

Description N-tert-Butyl-α-phenylnitrone is a nitrone-based free radical scavenger that forms nitroxide spin adducts. N-tert-Butyl-α-phenylnitrone inhibits COX2 catalytic activity. N-tert-Butyl-α-phenylnitrone has potent ROS scavenging, anti-inflammatory, neuroprotective, anti-aging and anti-diabetic activities, and can penetrate the blood-brain barrier[1][2][3][4].
Related Catalog
Target

COX-2

Reactive oxygen species (ROS)

In Vitro N-tert-Butyl-α-phenylnitrone (PBN) (25-100 µM) treatment leads to a significant decrease in 2,2'-azobis (2-amidinopropane) dihydrochloride (AAPH)-induced intracellular ROS accumulation. N-tert-Butyl-α-phenylnitrone also attenuates AAPH-induced cytotoxicity, matrix degradation, and apoptosis. N-tert-Butyl-α-phenylnitrone suppresses AAPH-induced activation of ERK/MAPK pathway. N-tert-Butyl-α-phenylnitrone has the potenial for intervertebral disc degeneration (IDD) research[1].
In Vivo N-tert-Butyl-α-phenylnitrone (PBN; 100 mg/kg; intraperitoneal injection; twice a day; C57Bl/6 mice) treatment not only abolishes the LPS-induced lipid peroxidation, nitrotyrosine residue levels, and GSH depletion, but also decreases the incidence of external malformations[2]. Animal Model: C57Bl/6 mice induced by lipopolysaccharide (LPS)[2] Dosage: 100 mg/kg Administration: Intraperitoneal injection; twice a day (on gestational day 8) Result: Abolished LPS-induced lipid peroxidation, nitrotyrosine residues, and GSH depletion.
References

[1]. Zhenggang Zhou, et al. PBN Protects NP Cells From AAPH-induced Degenerative Changes by Inhibiting the ERK1/2 Pathway. Connect Tissue Res. 2020 Mar 30;1-10.

[2]. Lei Zhao, et al. Reactive Oxygen Species Contribute to Lipopolysaccharide-Induced Teratogenesis in Mice. Toxicol Sci. 2008 May;103(1):149-57.

[3]. Y Kotake, et al. Inhibition of NF-kappaB, iNOS mRNA, COX2 mRNA, and COX Catalytic Activity by phenyl-N-tert-butylnitrone (PBN). Biochim Biophys Acta. 1998 Nov 19;1448(1):77-84.

[4]. R A Floyd. Antioxidants, Oxidative Stress, and Degenerative Neurological Disorders. Proc Soc Exp Biol Med. 1999 Dec;222(3):236-45.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 283.3±23.0 °C at 760 mmHg
Melting Point 71-75ºC
Molecular Formula C11H15NO
Molecular Weight 177.243
Flash Point 118.5±15.4 °C
Exact Mass 177.115356
PSA 28.75000
LogP 1.25
Appearance of Characters powder | white
Vapour Pressure 0.0±0.6 mmHg at 25°C
Index of Refraction 1.552
Storage condition 2-8°C
Water Solubility DMSO: soluble

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn
Safety Phrases S24/25
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS TX1760000
HS Code 2925290090

 Customs

HS Code 2925290090
Summary 2925290090 other imines and their derivatives; salts thereof。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

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 Synonyms

N-tert-Butyl-alpha-phenylnitrone
phenyl t-butyl nitrone
N-Benzylidene-tert-butylamine N-oxide,PBN,Phenyl N-t-butylnitrone
N-tert-Butyl-α-phenylnitrone
Styryl phenyl sulfone
2-Phenylethenyl phenyl sulfone
MFCD00008799
EINECS 222-168-6
N-Benzylidene-N-(2-methyl-2-propanyl)amine oxide
N-benzylidene-tert-butylamine N-oxide
n-tert-butyl-n-[(e)-phenylmethylene]amine oxide
N-benzylidene-t-butylamine N-oxide
PHENYL TRANS-STYRYL SULFONE 99
Azane, (1,1-dimethylethyl)(phenylmethylene)-, oxide
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