1-cyano-N-[4-(trifluoromethoxy)phenyl]methanecarbohydrazonoyl cyanide

• ChemBase编号: 93283
• 分子式: C10H5F3N4O
• 平均质量: 254.1681096
• 单一同位素质量: 254.04154546
• SMILES: N(c1ccc(cc1)OC(F)(F)F)N=C(C#N)C#N
• Canonical SMILES: N#CC(=NNc1ccc(cc1)OC(F)(F)F)C#N
• InChI: InChI=1S/C10H5F3N4O/c11-10(12,13)18-9-3-1-7(2-4-9)16-17-8(5-14)6-15/h1-4,16H
• InChIKey: BMZRVOVNUMQTIN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-cyano-N-[4-(trifluoromethoxy)phenyl]methanecarbohydrazonoyl cyanide
• IUPAC传统名: 1-cyano-N-[4-(trifluoromethoxy)phenyl]methanecarbohydrazonoyl cyanide
• 别名: 羰基氰对三氟甲氧基苯腙; 碳酰氰 4-(三氟甲氧基)苯腙; {2-[4-(Trifluoromethoxy)phenyl]hydrazinylidene}propane-1,3-dinitrile; 4-[2-(Dicyanomethylidene)hydrazino]-alpha,alpha,alpha-trifluoroanisole; 2-{2-[4-(Trifluoromethoxy)phenyl]hydrazono}malononitrile 95+%; Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone; 2-{2-[4-(trifluoromethoxy)phenyl]hydrazono}malononitrile; FCCP; Mesoxalonitrile 4-trifluoromethoxyphenylhydrazone; Carbonyl cyanide 4-(trifluoromethoxy)phenylhydrazone; CARBONYL CYANIDE p-TRIFLUOROMETHOXYPHENYL HYDRAZONE; Carbonyl cyanide-p-trifluoromethoxyphenylhydrazone

登记号

• CAS号: 370-86-5
• EC号: 206-730-8
• MDL号: MFCD00009699
• Beilstein号: 664446
• PubChem SID: 162079968; 24892549
• PubChem CID: 3330
• CHEMBL: 457504
• Chemspider ID: 3213
• 医学主题词(MeSH): FCCP
• 维基百科标题: Carbonyl_cyanide-p-trifluoromethoxyphenylhydrazone

理论计算性质

• Acid pKa: 11.201626
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 4.0206747
• LogD (pH = 7.4): 4.020608
• Log P: 4.020675
• 摩尔折射率: 52.5512 cm^3
• 极化性: 19.499113 Å^3
• 极化表面积: 81.2 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 95% ethanol: soluble; acetone: soluble20 mg/mL, clear, very deep greenish-yellow
• 外观: yellow powder
• 熔点: 174-175 °C (dec.)(lit.); 174-175(dec.)°C

安全信息

• 保存条件: 0°C
• 保存注意事项: Toxic/Keep Cold
• RTECS编号: FG5775000
• 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): 2
• 危险公开号: 25-43
• 安全公开号: 36/37-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H317-H413
• GHS警示性声明: P280-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (TLC); ≥99.0% (HPLC); 95%; 97%
• 产品质量级别: PREMIUM
• 线性分子式: CF3OC6H4NHN=C(CN)2

详细说明

MP Biomedicals - 02105646

Uncoupler of oxidative phosphorylation.

Sigma Aldrich - C2920

Biochem/physiol Actions
FCCP is a protonophore (H+ ionophore) and uncoupler of oxidative phosphorylation in mitochondria. It is capable of depolarizing plasma and mitochondrial membranes. FCCP has been shown to have a number of effects on cellular calcium. It also is reported to inhibit a background K+ current and induce a small inward current, reduce pH by 0.1 unit, and induce a rise of intracellular [Na+]. FCCP stimulates Mg2+-ATPase activity, inhibits β-amyloid production, and mimics the effect of selective glutamate agonist N-methyl-D-aspartate (NMDA) on mitochondrial superoxide production.

Sigma Aldrich - 21857

Other Notes
Uncoupler of oxidative phosphorylation1