CAS: 707-99-3; 9-(2-Hydroxyethyl)Adenine

该化合物是各种生物过程必不可缺的素核核素基的衍生物,这种化合物在结构9位置上具有氢氧乙基组,可影响其溶解性和再活性.一般而言,它看起来像白色的,非白色的固体,并且由于存在氢氧基,在极溶剂中可以溶解.氢氧乙基替代品可以加强其与生物分子的相互作用,有可能影响其在核酸代谢或合成生物学应用中作为建筑块的作用.其化学特性包括参与氢联结的能力,这对于其在生物化学途径中的互动至关重要.作为核核素基类的类比,它也可能表现出独特的药理学特性,从而引起对医药化学和与核酸功能有关的研究的兴趣.然而,具体的应用和生物活动将取决于进一步的经验研究和生物化学系统内的背景.

英文名称9-(2-Hydroxyethyl)Adenine
中文名称9-(2-羟乙基)腺嘌呤
IUPAC名称2-(6-amino-9H-purin-9-yl)ethan-1-ol
其它别名6-氨基-9-(2-羟乙基)嘌呤; 9-(2-Hydroxyethyl) Adenine
CAS编号707-99-3
MFCD编号:MFCD04220770
EINECS号:680-150-7
分子式:C7H9N5O
分子量:179.18
产品CID: 1702006
产品分类有机原料→分子砌块→芳杂环类化合物→嘌呤类化合物

相似结构搜索
InChIKey: VAQOTZQDXZDBJK-UHFFFAOYSA-N
InChI=1S/C7H9N5O/c8-6-5-7(10-3-9-6)12(1-2-13)4-11-5/h3-4,13H,1-2H2,(H2,8,9,10)…
计算化学: 氢键受体数6.0氢键供体数2可旋转键数2

物理性质

熔点240.0-244.0 °C
沸点473.2±55.0 °C at 760 mmHg
闪点240 °C
密度1.67±0.1 g/cm3(预测)
pKa:14.35±0.10(预测)
PSA:89.85
LogP:-0.5992
折射率1.794
蒸汽压9.29E-10 mmHg at 25 °C
溶解性DMSO (Slightly, Sonicated), Methanol (Slightly, Sonicated)
外观形态白色至类白色固体
储存条件请置于阴暗处, 惰性气氛中,室温
产品应用该化合物用于制造有抗病毒活性亚丁胺的丙氧基衍生物的有益中间体.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别急性毒性类别4(经口)
皮肤腐蚀/刺激类别2
严重眼刺激类别2
特定目标器官毒性 - 单次接触类别3
严重眼刺激类别2A
警示词Warning(警告)
危险描述H302 |吞咽有害.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H335 |可能引起呼吸道刺激.
防范说明P264-P280-P302+P352-P362

欧盟法规

REACH注册C&L通报

上下游产品

[1,3]-dioxolan-2-one adenine 9-(2-hydroxyethyl)-8-hydrazinoadenine 6-Chloro-9-(β-hydroxyethylamino)purine 6-benzoyladenine9-(2-Hydroxyethyl)-N6-benzoyladenine 9‐(2‐bromoethyl)‐9H‐purin‐6‐amine 6-bis(4-tolyl)phoshinyladenine9-(2'-chloroethyl)-N6-bis(4-tolyl)phoshinyladenine 9-(2-chloroethyl)adenine

合成工艺路线路线简述

6-Chloro-9-(2'-Hydroxyethyl) Purine置于氨体系中,用乙醇作为反应溶剂,化学反应 15.0H,以17%的收率获得产物9-(2-羟乙基)腺嘌呤
参考文献:Synthèse Et évaluation Biologique D'Analogues De L'Atp Agissant Sur Les Récepteurs Supposés Purinérgiques P2X Dans La Vessie De Cobaye
标题:Synthèse Et évaluation Biologique D'Analogues De L'Atp Agissant Sur Les Récepteurs Supposés Purinérgiques P2X Dans La Vessie De Cobaye
摘要:
DOI:10.1016/0223-5234(88)90140-7

专利信息

专利号:US-6451340-B1
优先权日:1997-07-25
标题:Nucleotide analog compositions
发明人：ARIMILLI MURTY N; KELLY DAPHNE E; LEE THOMAS T K; MANES LAWRENCE V; MUNGER JR JOHN D; PRISBE ERNEST J; SCHULTZE LISA M
权利人:GILEAD SCIENCES INC
摘要:The invention provides crystalline forms of adefovir dipivoxil and methods to prepare the crystals. The compositions and methods of the present invention have desirable properties for large scale synthesis of crystalline adefovir dipivoxil or for its formulation into therapeutic dosages. Invention compositions include an anhydrous crystal form of adefovir dipivoxil.

专利号:US-2011245484-A1
优先权日:2010-03-31
标题 :Stereoselective synthesis of phosphorus containing actives

专利号:WO-2011123668-A2
优先权日:2010-03-31
标题:Stereoselective synthesis of phosphorus containing actives

专利号:EP-0533833-B1
优先权日:1990-06-13
标题:Phosphorous produgs
发明人：GLAZIER ARNOLD
权利人:GLAZIER ARNOLD
摘要:The composition and methods of synthesis of several prodrugs are described. These methods may be used to convert negatively charged phosphorous bearing drugs into neutrally charged; lipid soluble prodrugs which are able to passively diffuse into cells and through biological membranes. Prodrugs for a variety of antiviral and anti-leukemic agents are described. A class of prodrugs which undergo degradation by an elimination reaction to form a carbon-carbon double bond is described. This elimination reaction is triggered by esterase.

专利号:EP-2752422-A1
优先权日:2010-03-31
标题 :Stereoselective synthesis of phosphorus containing actives

专利号:EP-2752422-B1
优先权日:2010-03-31
标题:Stereoselective synthesis of phosphorus containing actives