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N-TERT-BUTYL-ALPHA-PHENYLNITRONE structure, CAS 3376-24-7

N-TERT-BUTYL-ALPHA-PHENYLNITRONE

CAS Number3376-24-7

SynonymsN-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

Molecular FormulaC6H5CH=N(O)C(CH3)3

Molecular Weight177.24

Purity

Density1.0±0.1 g/cm3

Boiling Point283.3±23.0 °C at 760 mmHg

Melting Point71-75ºC

Flash Point

Appearancepowder | white

EINECS

MSDSChineseEnglish

Symboltransportation

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Cat. No.: 2A-3183784 Purity:
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Chemical & Physical Properties
CAS Number3376-24-7
Catalog No.2A-3183784
Chinese NameN-叔丁基-α-苯基硝酮
SynonymsN-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
Molecular FormulaC6H5CH=N(O)C(CH3)3
Molecular Weight177.24
Density1.0±0.1 g/cm3
Boiling Point283.3±23.0 °C at 760 mmHg
Melting Point71-75ºC
Appearancepowder | white
Water SolubilityDMSO: soluble
Storage ConditionStore sealed and dry. Store at room temperature, a
ApplicationN-tert-Butyl-α-phenylnitrone is a nitrone-based free radical scavenger that forms nitric oxide spin adducts. N-tert-Butyl-α-phenylnitrone inhibits the catalytic activity of COX2. N-tert-Butyl-α-phenyl
HTC2925290090
PubChem ID590758
SMILESCC(C)(C)[N+]([O-])=Cc1ccccc1
InChIInChI=1S/C11H15NO/c1-11(2,3)12(13)9-10-7-5-4-6-8-10/h4-9H,1-3H3
InChI KeyIYSYLWYGCWTJSG-UHFFFAOYSA-N
Hazard Symbolstransportation
BioactivityN-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 Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX Research Areas >> Metabolic Disease Research Areas >> Neurological Disease 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 InChIKey IYSYLWYGCWTJSG-UHFFFAOYSA-N SMILES CC(C)(C)[N+]([O-])=Cc1ccccc1 Storage condition 2-8°C Water Solubility DMSO: soluble
Use ofProperties Articles32 Name N-TERT-BUTYL-α-PHENYLNITRONE Synonym More Synonyms Biological Activity Related Catalog Research Areas >> Inflammation/Immunology Signaling Pathways >> Immunology/Inflammation >> COX Research Areas >> Metabolic Disease Research Areas >> Neurological Disease 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]. References [2]. Lei Zhao, et al. Reactive Oxygen Species Contribute to Lipopolysaccharide-Induced Teratogenesis in Mice. Toxicol Sci. 2008 May;103(1):149-57. [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 Molecular Formula C11H15NO Exact Mass 177.115356 PSA 28.75000 Appearance of Characters powder | white Index of Refraction 1.552 InChIKey IYSYLWYGCWTJSG-UHFFFAOYSA-N Water Solubility DMSO: soluble
Tax Rebate9.0%
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Transport InfoProduct name: Purity: 95.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: No dangerous goods IMDG Code: No dangerous goods International Air Transport Dangerous Regulations: No dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available The company is not responsible for any damage caused by any operation or contact with the above products. For more terms of use, see invoice or package The reverse side of the mounting strip.
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