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6736-58-9

中文名称 3-脱氮腺苷
英文名称 3-DEAZAADENOSINE
CAS 6736-58-9
分子式 C11H14N4O4
分子量 266.25
MOL 文件 6736-58-9.mol
更新日期 2024/04/28 11:55:51
6736-58-9 结构式 6736-58-9 结构式

基本信息

中文别名
3-氮杂腺
3-氮杂腺苷
3-脱氮腺苷
3-DEAZA-腺苷
4-氨基-1-BETA-D-呋喃核糖基-1H-咪唑并[4,5-C]吡啶
英文别名
C3-Ado
NSC 167897
3-Deaza-rA
3-DEAZAADENOSINE
3-Deaza-D-adenosine
3-Deazaadenosine ,98%
1-β-D-Ribofuranosyl-1H-imidazo[4,5-c]pyridin-4-amine
4-Amino-1-(D-ribofuranosyl)-1H-imidazo(4,5)-pyridine
4-Amino-1-beta-D-ribofuranosyl-1H-imidazo[4,5-c]pyridine
1H-Imidazo4,5-cpyridin-4-amine, 1-.beta.-D-ribofuranosyl-
所属类别
生物化工:核苷中间体

物理化学性质

熔点228-229°C
沸点665.7±65.0 °C(Predicted)
密度1.90±0.1 g/cm3 (20 ºC 760 Torr)
储存条件2-8°C
溶解度H2O: 10 mg/mL with heating to 60 °C
酸度系数(pKa)13.24±0.70(Predicted)
形态固体
颜色白色至灰白色

安全数据

危险性符号(GHS)
GHS06
警示词危险
安全说明24/25
危险品运输编号2811
WGK Germany3
危险等级6.1(a)
包装类别II
海关编码29419090

图谱信息

常见问题列表

生物活性
3-Deazaadenosine 是一种 S-腺苷高半胱氨酸水解酶 (S-adenosylhomocysteine hydrolase) 抑制剂,Ki 值为 3.9 µM;3-Deazaadenosine 具有抗炎、抗增殖、抗 HIV 等活性。
靶点

IC50: 0.15 (HIV-1, A012 isolate), 0.20 µM (HIV-1, A018 isolate)
Ki: 3.9 µM (S-adenosylhomocysteine hydrolase)

体外研究

3-Deazaadenosine is an inhibitor of S-adenosylhomocysteine hydrolase, with a K i of 3.9 µM. 3-Deazaadenosine shows anti-HIV effect, and inhibits p24 antigen in peripheral blood mononuclear (PBMCs) cells infected with HIV-1 isolates (A012 and A018) with IC 50 s of 0.15 and 0.20 µM, respectively. 3-Deazaadenosine (1-100 µM) inhibits LPS-induced expression of TNF-α mRNA, increases DNA binding activity of NF-κB, and causes proteolytic degradation of IκBα, but Not IκBβ in RAW 264.7 cells. 3-Deazaadenosine (100 µM) enhances nuclear translocation of NF-κB, but blocks LPS-induced NF-κB transcriptional activity, and such inhibition is augmented by the addition of homocysteine. 3-Deazaadenosine (50, 100 µM) dose-dependently inhibits the phosphorylation of Raf and ERK, protein-dependent kinase 1, protein kinase B (Akt), and forkhead transcription factor FoxO1a. 3-Deazaadenosine (50 µM) suppresses vascular smooth muscle cell (VSMC) proliferation via interfering with Ras signaling.

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