N-(3-chlorophenyl)-1-cyanomethanecarbohydrazonoyl cyanide

• ChemBase编号: 105919
• 分子式: C9H5ClN4
• 平均质量: 204.6158
• 单一同位素质量: 204.02027386
• SMILES: Clc1cc(NN=C(C#N)C#N)ccc1
• Canonical SMILES: N#CC(=NNc1cccc(c1)Cl)C#N
• InChI: InChI=1S/C9H5ClN4/c10-7-2-1-3-8(4-7)13-14-9(5-11)6-12/h1-4,13H
• InChIKey: UGTJLJZQQFGTJD-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(3-chlorophenyl)-1-cyanomethanecarbohydrazonoyl cyanide
• IUPAC传统名: CCCP
• 别名: 羰基氰酯-3-氯苯基腙; m-Cl-CCP; CCCP; Mesoxalonitrile 3-chlorophenylhydrazone; Carbonyl cyanide 3-chlorophenylhydrazone; CARBONYL CYANIDE m-CHLOROPHENYL HYDRAZONE

登记号

• CAS号: 555-60-2
• EC号: 209-103-7
• MDL号: MFCD00001848
• Beilstein号: 1842102
• PubChem SID: 24892523; 162088992
• PubChem CID: 2603
• CHEBI ID: 3259
• CHEMBL: 224214
• Chemspider ID: 2504
• KEGG ID: C11164
• 医学主题词(MeSH): CCCP
• 维基百科标题: Carbonyl_cyanide_m-chlorophenyl_hydrazone

理论计算性质

• Acid pKa: 10.596134
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 3.193605
• LogD (pH = 7.4): 3.193337
• Log P: 3.1936085
• 摩尔折射率: 54.2857 cm^3
• 极化性: 19.314234 Å^3
• 极化表面积: 71.97 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble100 mM; methanol: soluble10 mg/mL, clear, very deep yellow
• 外观: yellow to orange powder
• 熔点: 170-175 °C (dec.); 175- 177°C; ca 175°C dec.

安全信息

• 保存条件: 0°C
• RTECS编号: FG5600000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811; UN3439
• 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; III
• 危险公开号: 23/24/25-36/37/38; 25-36/37/38
• 安全公开号: 26-36/37-45; 36/37-45
• TSCA收录: 是
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H311-H315-H319-H330-H335; H301-H311-H315-H319-H331-H335; H301-H315-H319-H335
• GHS警示性声明: P260-P280-P284-P305 + P351 + P338-P310; P261-P280-P301 + P310-P305 + P351 + P338-P311; P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥97% (TLC); ≥98.0% (HPLC); 98%
• Empirical Formula (Hill Notation): C9H5ClN4

详细说明

MP Biomedicals - 02195094

Uncoupler of oxidative phosphorylation in mitochondrial systems

Sigma Aldrich - C2759

包装
1 g in glass bottle
100, 250 mg in glass bottle
Biochem/physiol Actions
Protonophore (H+ ionophore) and uncoupler of oxidative phosphorylation in mitochondria. Shown to have a number of effects on cellular calcium. Inhibits secretion of hepatic lipase and partially inhibits the pH gradient-activated Cl- uptake and Cl-/Cl- exchange activities in brush-border membrane vesicles.

Sigma Aldrich - 21855

Other Notes
One of the most potent uncouplers of oxidative phosphorylation1

参考文献

• D. Shiun, Shu-I Tu, Biochemistry , 17 : 2245 (1978).
• Heytler, P.G. and Prichard, W.W., Biochem. Biophys. Res. Comm. , 7 : 272 (1962).
• Uncoupler of oxidative phosphorylation: Biochem. Biophys. Acta, 394 145 (1975); Biochemistry, 17, 2245 (1978).