2-[(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile

• ChemBase编号: 105106
• 分子式: C18H22N2O
• 平均质量: 282.38008
• 单一同位素质量: 282.17321333
• SMILES: CC(C)(C)c1cc(C=C(C#N)C#N)cc(c1O)C(C)(C)C
• Canonical SMILES: N#CC(=Cc1cc(c(c(c1)C(C)(C)C)O)C(C)(C)C)C#N
• InChI: InChI=1S/C18H22N2O/c1-17(2,3)14-8-12(7-13(10-19)11-20)9-15(16(14)21)18(4,5)6/h7-9,21H,1-6H3
• InChIKey: MZOPWQKISXCCTP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
• IUPAC传统名: 2-[(3,5-di-tert-butyl-4-hydroxyphenyl)methylidene]propanedinitrile
• 别名: Malonoben; [[3,5-bis(1,1-Dimethylethyl)-4-hydroxyphenyl]methylene]propanedinitrile; Tyrphostin A9; RG-50872; TYRPHOSTIN A9; Tyrphostin AG 17; Malonaben; NSC 242557; Tyrphostin 9 (SF 6847)

登记号

• CAS号: 10537-47-0
• MDL号: MFCD00209853
• PubChem SID: 24278069; 162093278
• PubChem CID: 5614

理论计算性质

• Acid pKa: 8.793973
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 4.958888
• LogD (pH = 7.4): 4.9420214
• Log P: 4.9591074
• 摩尔折射率: 86.4055 cm^3
• 极化性: 32.390793 Å^3
• 极化表面积: 67.81 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: <25 mg/mL; ethanol: soluble20 mg/mL; H2O: insoluble
• 外观: yellow solid

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: OO3737000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 23/24/25
• 安全公开号: 36/37/39-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H311-H331
• GHS警示性声明: P261-P280-P301 + P310-P311
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

药理学性质

• 作用靶点: EGFR
• 相关基因信息: human ... EGFR(1956), ORAI1(84876), PDGFRA(5156), PDGFRB(5159)mouse ... Eef2k(13631), Prkaca(18747), Prkca(18750), Src(20779)

产品相关信息

• 纯度: >99%
• 成盐信息: Free Base

详细说明

MP Biomedicals - 02158819

Purity: >99%
Tyrphostin 9 is a selective inhibitor of the PDGF receptor tyrosine kinase (IC₅₀ =1.2 μM)^1,2 . It is also a potent (10 nM) uncoupler of oxidative phosphorylation^3 .

Sigma Aldrich - T182

Biochem/physiol Actions
Inhibitor of calcium release-activated calcium (CRAC) channels (see Dennis et al.)
Selective inhibitor of PDGF receptor tyrosine kinase.

参考文献

• Levitzki, A. and Gilon, Trends Pharmacol. Sci. , 12 : 171, (1991).
• Bilder, G.E., et al., Am. J. Physiol. , 260 : C721, (1991).
• Terada, H., Biochem. Biophys. Acta , 639 : 225, (1981).