CAS: 885068-10-0; 1H-Indazol-6-Yl-6-Boronic Acid

该化合物是一种有机体化合物,其特征是附在一个正氮环上的碳酸性功能组,该化合物通常具有白色至白固体,在水和酒精等极地溶剂中溶解,并具有中度熔点等特性;该二醇酸混合物允许与二醇形成可逆共价联系,使其在包括药用化学和材料科学在内的各种应用中有用;它可以参与铃木-宫浦交叉组合反应,这是合成复杂的有机分子的关键;此外,6-Indazolyboronic酸可能展示生物活动,有可能在药物开发中起到药剂作用,其独特的结构特征有助于其在合成有机化学中的回作用和效用,特别是在开发新的治疗剂和功能材料方面;与许多碱酸一样,必须注意处理其对水和空气的敏感性,这可能影响其稳定性和再活动.

英文名称1H-Indazol-6-Yl-6-Boronic Acid
中文名称1H-吲唑-6-硼酸
IUPAC名称(1H-indazol-6-yl)boronic acid
其它别名(1H-吲唑-6-基)硼酸; 1H-Indazole-6-Boronic Acid
CAS编号885068-10-0
MFCD编号:MFCD04972419
EINECS号:687-324-1
分子式:C7H7BN2O2
分子量:161.95
产品CID: 1895888
产品分类有机原料→分子砌块→芳杂环类化合物→吲唑类化合物

相似结构搜索
InChIKey: ZKNLCHWRWRYPGG-UHFFFAOYSA-N
InChI=1S/C7H7BN2O2/c11-8(12)6-2-1-5-4-9-10-7(5)3-6/h1-4,11-12H,(H,9,10)…
计算化学: 氢键受体数3.0氢键供体数3.0可旋转键数1.0

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)
急性毒性类别4(吸入)
急性毒性类别4(经皮)
特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
警示词Warning(警告)
危险描述H302 |吞咽有害.
H332 |吸入有害.
H312 |皮肤接触有害.
H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P264-P270-P330-P501
UN编号NONH for all modes of transport
危险品标志Xn
安全声明22-24/25
危险类别码22
WGK Germany3.0

欧盟法规

C&L通报

上下游产品

6-bromo-1H-indazole boric acid tributyl ester 1H-indazol-6-ol

合成工艺路线路线简述

708-40-7 = 885068-10-0
反应条件:1.1 Reagents: Diboronic Acid,Propanoic Acid,2,2-Dimethyl-,Potassium Salt (1:1) Catalysts: (Sp-4-3)-[2′-(Amino-Kn)[1,1′-Biphenyl]-2-Yl-Kc][dicyclohexyl[2′,4′,6′-Tris(1-Met... Solvents: Methanol,2-Methyltetrahydrofuran; 18 H,Rt
标题:Pd- And Ni-Based Systems For The Catalytic Borylation Of Aryl (Pseudo)Halides With B2(Oh)4
作者:Munteanu,Charissa; Et Al
参考文献:Journal Of Organic Chemistry 日期:2020 卷标:85(16) 页码:10334-10349]

79762-54-2 = 885068-10-0
反应条件:1.1 Reagents: Tert-Butyllithium Solvents: Pentane,Tetrahydrofuran; -78 °C; 25 Min,-78 °C1.2 Reagents: Tributyl Borate; -78 °C; -78 °C -> Rt; Overnight,Rt1.3 Reagents: Ammonium Chloride Solvents: Water; Rt
标题:Discovery Of 4-Aminoquinoline-3-Carboxamide Derivatives As Potent Reversible Bruton'S Tyrosine Kinase Inhibitors For The Treatment Of Rheumatoid Arthritis
作者:Yao,Xia; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2019 卷标:62(14) 页码:6561-6574]

57848-46-1 = 885068-10-0
反应条件:1.1 Reagents: Hydrazine Hydrate (1:1) Solvents: 1,2-Dimethoxyethane; 5 Min,Rt; 15 H,Reflux2.1 Reagents: Tert-Butyllithium Solvents: Pentane,Tetrahydrofuran; -78 °C; 25 Min,-78 °C2.2 Reagents: Tributyl Borate; -78 °C; -78 °C -> Rt; Overnight,Rt2.3 Reagents: Ammonium Chloride Solvents: Water; Rt
标题:Discovery Of 4-Aminoquinoline-3-Carboxamide Derivatives As Potent Reversible Bruton'S Tyrosine Kinase Inhibitors For The Treatment Of Rheumatoid Arthritis
作者:Yao,Xia; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2019 卷标:62(14) 页码:6561-6574

4-溴-2-氟苯甲醛置于叔丁基锂,一水合肼体系中,用四氢呋喃,乙二醇二甲醚,正戊烷作为反应溶剂,化学反应 15.42H,反应生成吲唑-6-硼酸
参考文献:Discovery Of 4-Aminoquinoline-3-Carboxamide Derivatives As Potent Reversible Bruton's Tyrosine Kinase Inhibitors For The Treatment Of Rheumatoid Arthritis
标题:Discovery Of 4-Aminoquinoline-3-Carboxamide Derivatives As Potent Reversible Bruton's Tyrosine Kinase Inhibitors For The Treatment Of Rheumatoid Arthritis
摘要:A Structure-Hopping Strategy Was Applied To Discover A Series Of Novel 4-Aminoquinoline-3-Carboxamide Derivatives As Potent,Reversible Btk Inhibitors. Compared To The Previously Described Cinnoline Scaffold Compounds,The 4-Aminoquinoline Analogues Showed Significantly Improved Drug-Like Properties,Especially In Their Aqueous Solubility. The Most Potent Compound,25,Displayed A Stronger Inhibitory Effect On Both Btkwt (Ic50 = 5.3 Nm) And Btkc481S (Ic50 = 39 Nm). In A Rodent Collagen-Induced Arthritis Model,Compound 25 Efficiently Reduced Paw Swelling Without A Loss In Body Weight. On The Basis Of Potency,Drug-Like Properties,Stability,And Noncovalent Mode Of Inhibition,Our Representative Inhibitors Could Have A Promising Profile To Be Treatments For A Wide Range Of Autoimmune Diseases.
DOI:10.1021/acs.Jmedchem.9B00329