5-(1H-indol-3-ylmethyl)-3-methyl-2-sulfanylideneimidazolidin-4-one

• ChemBase编号: 154034
• 分子式: C13H13N3OS
• 平均质量: 259.32682
• 单一同位素质量: 259.07793305
• SMILES: CN1C(=O)C(NC1=S)Cc1c[nH]c2c1cccc2
• Canonical SMILES: S=C1NC(C(=O)N1C)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C13H13N3OS/c1-16-12(17)11(15-13(16)18)6-8-7-14-10-5-3-2-4-9(8)10/h2-5,7,11,14H,6H2,1H3,(H,15,18)
• InChIKey: TXUWMXQFNYDOEZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-(1H-indol-3-ylmethyl)-3-methyl-2-sulfanylideneimidazolidin-4-one
• IUPAC传统名: 5-(1H-indol-3-ylmethyl)-3-methyl-2-sulfanylideneimidazolidin-4-one
• 别名: 5-(1H-Indol-3-ylmethyl)-3-methyl-2-thioxo-4-Imidazolidinone; 5-(Indol-3-ylmethyl)-3-methyl-2-thio-Hydantoin; MTH-DL-Tryptophan; Necrostatin-1; Necrostatin-1; Nec-1; MTH-trp

登记号

• CAS号: 4311-88-0
• MDL号: MFCD00056916
• PubChem SID: 24724559; 162248173
• PubChem CID: 2828334

理论计算性质

• Acid pKa: 11.063551
• 质子受体: 1
• 质子供体: 2
• LogD (pH = 5.5): 1.9871767
• LogD (pH = 7.4): 1.9870846
• Log P: 1.9871777
• 摩尔折射率: 74.1331 cm^3
• 极化性: 29.812859 Å^3
• 极化表面积: 48.13 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: >10 mg/mL
• 外观: powder

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 作用靶点: TNF-alpha
• 生物活性机理: Blocks non-apoptotic cell death via inhibition of a specific cellular pathway, necroptosis, which leads to necrosis.

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• 应用领域: Reduces ischaemic brain injury in a mouse model of stroke
• Empirical Formula (Hill Notation): C13H13N3OS

详细说明

Sigma Aldrich - N9037

Biochem/physiol Actions
Necrostatin-1 is an inhibitor of necroptosis (non-apoptotic cell death pathway).

参考文献

• Degterev et al (2005) Chemical inhibitor of nonapoptotic cell death with therapeutic potential for ischemic brain injury. Nat.Chem.Biol. 1 112.