N-tert-butyl-1-phenylmethanimine oxide

• ChemBase编号: 81904
• 分子式: C11H15NO
• 平均质量: 177.2429
• 单一同位素质量: 177.11536411
• SMILES: [N+](=C\c1ccccc1)(/C(C)(C)C)\[O-]
• Canonical SMILES: CC(/[N+](=C/c1ccccc1)/[O-])(C)C
• InChI: InChI=1S/C11H15NO/c1-11(2,3)12(13)9-10-7-5-4-6-8-10/h4-9H,1-3H3
• InChIKey: IYSYLWYGCWTJSG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-tert-butyl-1-phenylmethanimine oxide; (Z)-N-tert-butyl-1-phenylmethenimine oxide; (Z)-tert-butyl(oxido)(phenylmethylidene)azanium
• IUPAC传统名: N-tert-butyl-1-phenylmethanimine oxide; (Z)-N-tert-butyl-1-phenylmethenimine oxide; (Z)-tert-butyl(oxido)(phenylmethylidene)azanium
• 别名: N-苯亚甲基-叔丁胺-N-氧化物; 苯基·N-叔丁基硝酮; N-叔丁基-α-苯基硝酮; benzylidene(tert-butyl)ammoniumolate; N-tert-Butyl-α-phenylnitrone; alpha-Phenyl-N-tert-butylnitrone; N-tert-Butyl-alpha-phenylnitrone; N-Benzylidene-tert-butylamine N-oxide; PBN; Phenyl N-t-butylnitrone; N-t-BUTYL-α-PHENYLNITRONE

登记号

• CAS号: 3376-24-7
• EC号: 222-168-6
• MDL号: MFCD00008799
• Beilstein号: 2044028
• 默克索引号: 147056
• PubChem SID: 162069023; 24850860; 24891981
• PubChem CID: 638877

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): -0.43648198
• LogD (pH = 7.4): -0.117456704
• Log P: -0.44259512
• 摩尔折射率: 56.8585 cm^3
• 极化性: 20.817497 Å^3
• 极化表面积: 26.07 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true
• Acid pKa: 9.367868

分子性质

理化性质

• 溶解度: DMSO: soluble
• 外观: white powder
• 熔点: 71-75°C; 73-74 °C(lit.)

安全信息

• 保存条件: 2-8°C
• RTECS编号: TX1760000
• 德国WGK号: 3
• TSCA收录: 是
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (GC); 98%
• 线性分子式: C6H5CH=N(O)C(CH3)3

详细说明

Sigma Aldrich - B7263

包装
1, 5 g in glass bottle
Biochem/physiol Actions
N-tert-butyl-α-phenylnitrone (PBN) is a commonly used free-radical spin trap. It has been shown to reduce the number of emboli-induced cerebral microinfarctions in the rabbit cortex and prevent neoplasia by its radical scavenging activity and its ability to inhibit cyclooxygenase-2 activity. Reported to inhibit the induction of nitric oxide synthase (iNOS), thereby preventing the overproduction of nitric oxide (NO). PBN in a dose of 100 mg/kg i.p. reduced necrosis of the substantia nigra, pars reticulate in flurothyl-induced status epilepticus in rats. It protects against some types of post-trauma epileptogenic events in an animal model of epilepsy.1 The lethal dose of PBN in rats was found to be approximately 100 mg/100 g body weight (0.564 mmol/100Å g).

Sigma Aldrich - 180270

包装
250 mg in glass bottle
5 g in glass bottle
Application
Useful spin trapping agent.1,2,3
Biochem/physiol Actions
N-tert-butyl-α-phenylnitrone (PBN) is a commonly used free-radical spin trap. It has been shown to reduce the number of emboli-induced cerebral microinfarctions in the rabbit cortex and prevent neoplasia by its radical scavenging activity and its ability to inhibit cyclooxygenase-2 activity. Reported to inhibit the induction of nitric oxide synthase (iNOS), thereby preventing the overproduction of nitric oxide (NO). PBN in a dose of 100 mg/kg i.p. reduced necrosis of the substantia nigra, pars reticulate in flurothyl-induced status epilepticus in rats. It protects against some types of post-trauma epileptogenic events in an animal model of epilepsy.4 The lethal dose of PBN in rats was found to be approximately 100 mg/100 g body weight (0.564 mmol/100Å g).

参考文献

• For examples of 1,3-dipolar cycloaddition reactions, see N,ɑ-Diphenyl nitrone, L00185.