8-(1H-imidazol-4-ylmethylidene)-6H,7H,8H-[1,3]thiazolo[5,4-e]indol-7-one

• ChemBase编号: 126303
• 分子式: C13H8N4OS
• 平均质量: 268.29382
• 单一同位素质量: 268.0418819
• SMILES: O=C1Nc2c(/C/1=C\c1c[nH]cn1)c1scnc1cc2
• Canonical SMILES: O=C1Nc2c(/C/1=C\c1c[nH]cn1)c1scnc1cc2
• InChI: InChI=1S/C13H8N4OS/c18-13-8(3-7-4-14-5-15-7)11-9(17-13)1-2-10-12(11)19-6-16-10/h1-6H,(H,14,15)(H,17,18)
• InChIKey: VFBGXTUGODTSPK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-(1H-imidazol-4-ylmethylidene)-6H,7H,8H-[1,3]thiazolo[5,4-e]indol-7-one
• IUPAC传统名: 8-(1H-imidazol-4-ylmethylidene)-6H-[1,3]thiazolo[5,4-e]indol-7-one
• 别名: C16 (PKR inhibitor); 6,8-Dihydro-8-(1H-imidazol-5-ylmethylene)-7H-pyrrolo[2,3-g]benzothiazol-7-one; Imidazolo-oxindole PKR inhibitor C16

登记号

• CAS号: 608512-97-6
• MDL号: MFCD06735404
• PubChem SID: 162220642
• PubChem CID: 67016828; 6490494
• Chemspider ID: 4990932
• 维基百科标题: C16_(PKR_inhibitor)

理论计算性质

• Acid pKa: 11.065243
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 0.9679445
• LogD (pH = 7.4): 1.5023491
• Log P: 1.5206472
• 摩尔折射率: 73.3097 cm^3
• 极化性: 27.926157 Å^3
• 极化表面积: 70.67 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble12 mg/mL

安全信息

• 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
• 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
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C13H8N4OS

详细说明

Sigma Aldrich - I9785

Other Notes
Protect from light and air.
Biochem/physiol Actions
Imidazolo-oxindole PKR inhibitor C16 is a selective inhibitor of RNA-dependent protein kinases (PKR, Eif2ak2). C16 is a first reported, potent and selective PKR inhibitor. Its inhibition effect on PKR is ATP-binding site directed. C16 specifically inhibits the apoptotic PKR/eIF2a signaling pathway without stimulating the proliferative mTOR/p70S6K signaling mechanism.