5-(cyanosulfanyl)-2-nitrobenzoic acid

• ChemBase编号: 104434
• 分子式: C8H4N2O4S
• 平均质量: 224.19336
• 单一同位素质量: 223.98917762
• SMILES: OC(=O)c1c(ccc(SC#N)c1)[N+](=O)[O-]
• Canonical SMILES: N#CSc1ccc(c(c1)C(=O)O)[N+](=O)[O-]
• InChI: InChI=1S/C8H4N2O4S/c9-4-15-5-1-2-7(10(13)14)6(3-5)8(11)12/h1-3H,(H,11,12)
• InChIKey: NQUNIMFHIWQQGJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-(cyanosulfanyl)-2-nitrobenzoic acid
• IUPAC传统名: 5-(cyanosulfanyl)-2-nitrobenzoic acid
• 别名: 2-硝基-5-硫氰基苯甲酸; 2-硝基-5-氰硫基苯甲酸; NTCB; 2-Nitro-5-thiocyanatobenzoic acid; 2-Nitro-5-thiocyanobenzoic acid; 2-NITRO-5-THIOCYANO-BENZOIC ACID; 2-Nitro-5-thiocyanatobenzoic Acid Potassium Salt

登记号

• CAS号: 30344-83-3; 30211-77-9
• EC号: 250-093-9
• MDL号: MFCD00007139
• Beilstein号: 2124001
• PubChem SID: 24897806; 162091695
• PubChem CID: 92266

理论计算性质

• Acid pKa: 2.1307614
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): -1.2729481
• LogD (pH = 7.4): -1.6534214
• Log P: 1.8682127
• 摩尔折射率: 54.5043 cm^3
• 极化性: 19.451265 Å^3
• 极化表面积: 106.91 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

• 外观: yellow powder
• 熔点: 156-157 °C(lit.); 159-163 °C

安全信息

• 保存条件: 2-8°C, Desiccate
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (T); 98%
• 线性分子式: O2NC6H3(SCN)CO2H

详细说明

MP Biomedicals - 02155929

Yellow powder.

Sigma Aldrich - N7009

包装
1 g in glass bottle
250 mg in glass bottle
Biochem/physiol Actions
2-nitro-5-thiocyanatobenzoic acid (NTCB) is commonly used to cyanylate and cleave proteins at cysteine residues.

Sigma Aldrich - 74040

Other Notes
Reagent for the selective cyanylation of sulfhydryl groups 1; Modifies and cleaves peptides at cysteine residues 2

Toronto Research Chemicals - N565300

Nitro-thiocyanobenzoic acid (NTCB) reactivity of cysteines β100 and β110 in porcine luteinizing hormone.

参考文献

• Xing, Y., et al.: J. Biol. Chem., 279, 35437 (2004)
• Fan, Q., et al.: Nature, 433, 269 (2004)