CAS: 23491-48-7; 5-(4-Methylpiperazin-1-yl)-2-Nitroaniline

上下游产品

CAS号109-01-3 N-甲基哌嗪 | CAS号1635-61-6 5-氯-2-硝基苯胺 | CAS号2369-11-1 5-氟-2-硝基苯胺 | CAS号68-12-2 N,N-二甲基甲酰胺 | CAS号1059705-52-0 1-(3-氯-4-硝基苯基)-... | CAS号405169-16-6 多韦替尼 | CAS号188860-26-6 DMA | CAS号23623-08-7 HOE 33187 | CAS号23491-54-5 Hoechst 33258类似物2 | CAS号23491-55-6 Hoechst 33258类似物5 | CAS号23491-52-3 赫斯特荧光染料33342 | CAS号54998-08-2 4-(4-甲基哌嗪基)-1,2-苯二胺 | CAS号129244-66-2 Hoechst 33258类似物6 | CAS号1124330-00-2 2-氯-4-(4-甲基哌嗪-1-基)苯胺

N-甲基哌嗪,5-氟-2-硝基苯胺置于n,N-二异丙基乙胺体系中,用 N-甲基吡咯烷酮 用作溶剂,化学反应 4.0H,以83%的收率获得5-(4-甲基哌嗪)-2-硝基苯胺
参考文献:3-(5'-取代)-苯并咪唑-5-(1-(3,5-二氯吡啶-4-基)乙氧基)-1 H-吲唑类化合物作为有效的成纤维细胞生长因子受体抑制剂的发现:设计,合成和生物学评估
标题:3-(5'-取代)-苯并咪唑-5-(1-(3,5-二氯吡啶-4-基)乙氧基)-1 H-吲唑类化合物作为有效的成纤维细胞生长因子受体抑制剂的发现:设计,合成和生物学评估
摘要:鉴于成纤维细胞生长因子受体(fgfr)在促进癌症形成和进展以及引起对批准疗法的抗性中起关键作用,因此它是癌症治疗的有吸引力的肿瘤学靶标.在本文中,我们描述了有效的泛fgfr抑制剂(的识别-[r )-21C(fgfr1-4 Ic 50个的值0.9,2.0,2.0,和6.1 Nm的,分别地).化合物(R)-21C对一组fgfr扩增的细胞系表现出优异的体外抑制活性.Western印迹分析表明([r )-21C抑制fgf / Fgfr和下游信号传导途径在纳摩尔浓度.而且,([r )-21C提供在nci-H1581肿瘤生长(96.9%tgi)几乎完全抑制(fgfr1扩增)在通过口服给药,剂量为10毫克/公斤/ Qd异种移植小鼠模型.
Doi:10.1021/acs.Jmedchem.6B00056

专利信息

专利号:EP-1590332-B1
优先权日:2003-01-09
标题:A process for the synthesis of bisbenzimidazoles and their derivatives.
发明人：JAIN AKASH; TAWAR URMILA; CHANDRA RAMESH; DWARAKANATH B S; CHAUDHURY N K; TANDON VIBHA
权利人:UNIV DELHI
摘要:A process for the synthesis of bisbenzimidazoles and its derivations comprising; (i) reacting 5 chloroaniline with zinc dust and acetic anhydride to produce 5 chloroacetanilide; (ii) reacting 5 chloroacetanilide with HN03 to produce 2-nitro-5-chloroacetanilide; (ix) adding sodium methoxide to 2-nitro-5-ch1oroaniline; (x) heating 2-nitro-5-chloroaniline, methyl piperazine, anhydrous K2CO3 and Dimethyl formamide at 100-120°C produce a mixture which is cooled by pouring ice and is filtered to obtain 5-(4'-methylpiperazin-1'-yl)-2-nitroaniline; (xi) treating 5-(4'-methylpiperazin-l'yl)-2-nitroaniline with Pd/C to produce 2-amino-4-(4'-methylpiperazin-1'-yl) aniline; (xii) refluxing a mixture of 2-amino-4-(4'-methylpiperazin-1'yl) aniline and ethyl-4-amino-3-nitrobenzenecarboximidate hydrochloride in presence of ethanol/glacial acetic acid to produce 4-[5'-(4'-methylpiperazin-1'-yl) 15 benzimidazol-2'-yl)-2-nitroaniline; (xiii) treating a solution of 4-[5'-(4'-methylpiperazin-1'-yi) benzimidazol-2'-yl)-2-nitroaniline with palladium on carbon to yield 2-amino-4-[5'-(4'-Methylpiperazin-1'-yl)benzimidazol-2'-yl]aniline; (xiv) heating 2-amino-4-[5'-(4'-Methylpiperazin-1'-yl)benzimidazol-2'-yl]aniline and 3-4-dimethoxy benzaldehyde using nitrobenzene as a solvent at 110-150°C to produce (DMA) i.e 5-(4-methylpiperazin-1-yl)-2-[2'-(3,4-dimethoxyphenyl)-5'-benzimidazolyl] benzimidazole; (ix) heating 2-amino-4-[5'-(4'-Methylpiperazin-1'-yl) benzimidazol-2'-YI] aniline and 5-Formyl-[3-methoxy-4-hydroxy benzimidazole] using nitrobenzene at 110°C to 150°C in presence of argon to produce (TBZ) i.e 5-(4-methylpiperazine-1-yl)-2-[2' (2'-(4-hydroxy-3methoxyphenyl)5'benzimidazolyl) -5'- benzimidazolyl] benzimidazole.

专利号:EP-1590332-A1
优先权日:2003-01-09
标题:A process for the synthesis of bisbenzimidazoles and its derivations

专利号:CN-101223157-B
优先权日:2005-05-17
标 题 :Process for the synthesis of heterocyclic compounds

专利号:WO-2004063170-A1
优先权日:2003-01-09
标 题:A process for the synthesis of bisbenzimidazoles and its derivations