CAS: 84955-31-7; 4-Chloro-7H-Pyrrolo[2,3-D]Pyrimidin-2-Amine

英文名称4-Chloro-7H-Pyrrolo[2,3-D]Pyrimidin-2-Amine
中文名称2-氨基-4-氯吡咯并[2,3-D]嘧啶
IUPAC名称4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine
其它别名6-Chloro-7-deazaguanine
CAS编号84955-31-7
MFCD编号:MFCD07369229
EINECS号:640-149-4
分子式:C6H5ClN4
分子量:168.59
产品CID: 1841168
产品分类生物化工 → 核苷类药物 → 核苷中间体

相似结构搜索
InChIKey: VIVLSUIQHWGALQ-UHFFFAOYSA-N
InChI=1S/C6H5ClN4/c7-4-3-1-2-9-5(3)11-6(8)10-4/h1-2H,(H3,8,9,10,11)…
计算化学: 氢键受体数3.0氢键供体数2.0可旋转键数0.0

物理性质

熔点215-217 °C
沸点472.3±48.0 °C at 760 mmHg
闪点239.4±29.6 °C
密度1.6±0.1 g/cm3
pKa:10.68±0.20(预测)
PSA:67.59
LogP:0.98
折射率1.800
蒸汽压0.0±1.2 mmHg at 25°C
溶解性DMSO (Slightly), Methanol (Slightly, Sonicated)
外观形态淡黄色至黄色粉末
储存条件请置于阴暗处, 惰性气氛中,2-8°C
产品应用该化合物用作治疗风湿类动脉炎,皮丝虫病,糖尿病和其他复杂疾病,表明药物开发的应用前景广阔.

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别严重眼刺激类别2
急性毒性类别4(吸入)
急性毒性类别4(经皮)
急性毒性类别4(经口)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
呼吸道致敏类别1
皮肤致敏类别1
严重眼刺激类别2A
警示词Warning(警告)
危险描述H319 |造成严重眼刺激.
H332 |吸入有害.
H312 |皮肤接触有害.
H302 |吞咽有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H334 |吸入可能引起过敏或哮喘症状或呼吸困难.
H317 |可能引起皮肤过敏反应.
防范说明P261-P280a-P304+P340-P405-P501a-P305+P351+P338
危险等级IRRITANT
UN编号2811
危险品标志Xi
安全声明26
危险类别码36
WGK Germany3

欧盟法规

ECHA物质C&L通报

上下游产品

合成工艺路线路线简述

7355-55-7 = 84955-31-7
反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: N,N-Dimethylaniline; Reflux
标题:Engineering Unnatural Nucleotide Specificity To Probe G Protein Signaling
作者:Vincent,Fabien; Cook,Silas P.; Johnson,Emmanuel O.; Emmert,Dana; Shah,Kavita
参考文献:Chemistry & Biology (Cambridge 日期:2007 卷标:14(9) 页码:1007-1018]

3680-69-1 = 84955-31-7
反应条件:1.1 Reagents: Ammonia,Potassium Amide; -40 °C -> -20 °C; 24 H1.2 Reagents: Ammonium Chloride
标题:Synthesis,Biological Evaluation And Molecular Docking Studies Of Novel Pyrrolo[2,3-D]Pyrimidin-2-Amine Derivatives As Egfr Inhibitors
作者:Sivaiah,G.; Raveesha,R.; Benaka Prasad,S. B.; Yogesh Kumar,K.; Raghu,M. S.; Et Al
参考文献:Journal Of Molecular Structure 日期:2023 卷标:1275]

7355-55-7 = 84955-31-7
反应条件:1.1 Solvents: Phosphorus Oxychloride; 2 H,Reflux; Reflux -> Rt1.2 Solvents: Water; Cooled1.3 Reagents: Ammonia Solvents: Water; Ph 2,Cooled; 2 H,0 °C
标题:Synthesis Of The Transfer-Rna Nucleoside Queuosine By Using A Chiral Allyl Azide Intermediate
作者:Klepper,Florian; Jahn,Eva-Maria; Hickmann,Volker; Carell,Thomas
参考文献:Angewandte Chemie 日期:2007 卷标:46(13) 页码:2325-2327]

7355-55-7 = 84955-31-7
反应条件:1.1 Reagents: Phosphorus Oxychloride; 2 H,Rt -> 115 °C; 115 °C -> Rt1.2 Reagents: Water; Rt1.3 Reagents: Ammonia Solvents: Water; 30 Min,Neutralized,0 °C
标题:Synthesis Of Galactosyl-Queuosine And Distribution Of Hyper-Modified Q-Nucleosides In Mouse Tissues
作者:Thumbs,Peter; Ensfelder,Timm T.; Hillmeier,Markus; Wagner,Mirko; Heiss,Matthias; Et Al
参考文献:Angewandte Chemie 日期:2020 卷标:59(30) 页码:12352-12356

2,6-Diamino-5-(3,3-Diethoxyethyl)Pyrimidin-4(3H)-One置于盐酸,三氯氧磷体系中,化学反应 7.0H,反应生成 2-氨基-4-氯吡咯并[2,3-D]嘧啶
参考文献:Tsytovich,A. V.; Shamshin,D. V.; Burkovskii,V. B.,Russian Journal Of Bioorganic Chemistry,1995,Vol. 21,# 11,P. 756-761
标题:Tsytovich,A. V.; Shamshin,D. V.; Burkovskii,V. B.,Russian Journal Of Bioorganic Chemistry,1995,Vol. 21,# 11,P. 756-761

专利信息

专利号:US-11180523-B2
优先权日:2016-01-04
标题 :Design, synthesis and use of synthetic nucleotides comprising charge mass tags
发明人：O'HALLORAN JONATHAN J; HEDLEY JOSEPH H
权利人:QUANTUMDX GROUP LTD
摘要:Embodiments of the present disclosure relate generally to reporter compositions which are synthetic nucleotides that comprise nucleotides with a high charge mass moiety attached thereto via a linker molecule. The linker molecules can vary in length in part to enable the high charge mass moiety to extend out from a DNA polymerase complex so that polymerization may not be influenced.

专利号:US-10759824-B2
优先权日:2008-09-03
标题:Design, synthesis and use of synthetic nucleotides comprising charge mass tags
发明人：O'HALLORAN JONATHAN; HEDLEY JOSEPH H
权利人:QUANTUMDX GROUP LTD
摘要:Embodiments of the present disclosure relate generally to reporter compositions which are synthetic nucleotides that comprise nucleotides with a high charge mass moiety attached thereto via a linker molecule. The linker molecules can vary in length in part to enable the high charge mass moiety to extend out from a DNA polymerase complex so that polymerization may not be influenced.

专利号:US-2019004055-A1
优先权日:2008-09-03
标题 :Design, synthesis and use of synthetic nucleotides comprising charge mass tags

专利号:EP-3400444-A1
优先权日:2016-01-04
标题 :Design, synthesis and use of synthetic nucleotides comprising charge mass tags

专利号:JP-2019503174-A
优先权日:2016-01-04
标题:Design, synthesis, and use of synthetic nucleotides containing charge tags

专利号:US-10273261-B2
优先权日:2008-09-03
标题 :Design, synthesis and use of synthetic nucleotides comprising charge mass tags