1,3-bis(4-amino-2-methylquinolin-6-yl)urea hydrate

• ChemBase编号: 154748
• 分子式: C21H22N6O2
• 平均质量: 390.43838
• 单一同位素质量: 390.18042397
• SMILES: Cc1cc(c2cc(ccc2n1)NC(=O)Nc1ccc2c(c1)c(cc(n2)C)N)N.O
• Canonical SMILES: O=C(Nc1ccc2c(c1)c(N)cc(n2)C)Nc1ccc2c(c1)c(N)cc(n2)C.O
• InChI: InChI=1S/C21H20N6O.H2O/c1-11-7-17(22)15-9-13(3-5-19(15)24-11)26-21(28)27-14-4-6-20-16(10-14)18(23)8-12(2)25-20;/h3-10H,1-2H3,(H2,22,24)(H2,23,25)(H2,26,27,28);1H2
• InChIKey: UXYZYUHSZVKWTR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,3-bis(4-amino-2-methylquinolin-6-yl)urea hydrate
• IUPAC传统名: aminoquinuride dihydrochloride hydrate
• 别名: 1,3-Bis(4-amino-2-methyl-6-quinolyl)urea hydrate; Aminokinuride; Aminoquincarbamide; Aminoquinuride; N,N′-Bis(4-amino-2-methyl-6-quinolyl)urea; NSC 12155; Surfen hydrate; (bis-2-methyl-4-amino-quinolyl-6-carbamide hydrate; Aminoquinuride

登记号

• MDL号: MFCD17215963
• PubChem SID: 162248886
• PubChem CID: 71311959

理论计算性质

• Acid pKa: 11.518541
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -1.5478865
• LogD (pH = 7.4): -0.4782081
• Log P: 2.038853
• 摩尔折射率: 112.4792 cm^3
• 极化性: 43.13769 Å^3
• 极化表面积: 118.95 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: light tan to yellow powder

安全信息

• 德国WGK号: 3
• GHS危险声明: H413
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H20N6O · xH2O

详细说明

Sigma Aldrich - S6951

Biochem/physiol Actions
Surfen is a heparan sulfate antagonist, originally developed in the late thirties as an excipient for the production of depot insulin. Heparan sulfate (HS) is structurally related to heparin but contains fewer sulfate groups per disaccharide, and it exists almost exclusively attached to protein cores of proteoglycans, which cells either display on the plasma membrane or secrete into the extracellular matrix. Surfen binds to the chains of glycosaminoglycan (GAG)/HS and prevents binding of the enzymes and proteins thus act as HS antagonist. Surfen is more potent than protamine, a clinically used heparin antagonist.