CAS: 2315-86-8; 3-Bromo-4-Hydroxybenzonitrile

该化合物是一种有机化合物,具有溴原子和附于苯环的氢氧基化合物,以及一个硝化物功能组,其特点是芳香结构,有助于其稳定性和再活性;溴原子的存在具有电子生殖特性,使其在各种化学反应中有用,包括替代和混合反应;氢氧基化合物为氢结合,影响其溶解性和与其他分子的相互作用提供了潜力;作为硝酸,该化合物具有极性,可增强其在核分裂物添加反应中的再活动;3-Bromo-4-氢氧苯并呋喃在有机合成中经常被利用,特别是由于其功能组有助于进一步化学改变,在药品和农业化学学的开发中,在处理时,应参考安全数据,因为许多有机化合物的处理方法不妥善管理,可能会对健康造成危害.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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合成工艺路线路线简述

    4-羟基苯甲腈置于n-溴代丁二酰亚胺(Nbs),三氟甲磺酸体系中,用 乙腈 用作溶剂,以90 %的收率获得3-溴-4-羟基氰苯
    参考文献:作为潜在血清素 5-Ht2A 受体反向激动剂的新型 Pimavanserin 类似物的设计,合成,分子对接和生物学评价
    标题:作为潜在血清素 5-Ht2A 受体反向激动剂的新型 Pimavanserin 类似物的设计,合成,分子对接和生物学评价
    摘要:人们担心使用第二代抗精神病药物治疗帕金森病精神病(pdp)和痴呆相关精神病会产生重要的副作用.Pimavanserin 是唯一被授权用于 Pdp 的抗精神病药物,代表 5-Ht 2A受体 (5-Ht2Ar)的反向激动剂,对多巴胺受体缺乏亲和力.因此,开发无多巴胺能活性的血清素5-Ht2Ar反向激动剂对不同的神经精神疾病来说是一个挑战.通过基于配体的药物设计,我们发现了匹马范色林类似物的新结构(2,3和4).体外竞争性受体结合和功能性 G 蛋白偶联测定表明化合物2,图3和4在人脑皮质和重组细胞中显示出比匹马范色林作为5-Ht2Ar反向激动剂更高的效力.为了评估分子取代基对 5-Ht2Ar 的选择性和反向激动作用的影响,进行了分子对接和计算机预测的物理化学参数.对接研究与体外筛选一致,结果与匹马范色林相似.
    Doi:10.1021/acs.Jmedchem.3C00662

    海关参考信息

    专利信息


    专利号:US-11680224-B2
    优先权日:2020-11-04
    标 题:Hydroxy fatty acid synthesis
    发明人:CERMAK STEVEN C; Isbell Terry; LOWERY BENJAMIN A
    权利人:US AGRICULTURE; THE US SECRATERY OF AGRICULTURE
    摘要:The invention relates to methods for the synthesis of hydroxy fatty acids from unsaturated fatty acids via epoxidation and catalytic hydrogenation.

    专利号:US-8927739-B2
    优先权日:2011-05-18
    标 题 :Processes for the preparation of 5-azaspiro[2.4]heptane-6-carboxylic acid and its derivatives
    发明人:QIU YAO-LING; PENG XIAOWEN; KIM IN JONG; CAO HUI; TANG DATONG; OR YAT SUN; WANG GUOQIANG; XU GUOYOU
    权利人:ENANTA PHARM INC
    摘要:The present invention relates generally to an improved process for the preparation of 5-azaspiro[2.4]heptane-6-carboxylic acid and its derivatives which are useful intermediates in the synthesis of biologically active molecules, especially in the synthesis of hepatits C virus NS5A inhibitors. In particular, the present invention relates to processes and intermediates for the preparation of compounds of formulae (Ia), (Ib) and (Ic):

    专利号:US-6288297-B1
    优先权日:1998-10-01
    标 题:Process for the preparation of cyclopropylacetylene
    发明人:WANG ZHE; YIN JIANGUO; FORTUNAK JOSEPH M; CAMPAGNA SILVIO
    权利人:DU PONT PHARM CO
    摘要:The present invention relates generally to novel methods for the synthesis of cyclopropylacetylene which is an essential reagent in the asymmetric synthesis of (S)-6-chloro-4-cyclopropylethynyl-4-trifluoromethyl-1,4-dihydro-2H-3,1-benzoxazin-2-one; a useful human immunodeficiency virus (HIV) reverse transcriptase inhibitor. In the process, for example, cyclopropane carboxaldehyde is alkylated to form 1,1,1-trichloro-2-cyclopropyl-ethanol; which in turn is hydroxy protected to form 1,1,1-trichloro-2-cyclopropylethyltosylate; which in turn undergoes elimination to form cyclopropyl acetylene. This improvement provides for high conversion of inexpensive, readily available starting materials into cyclopropylacetylene, high overall yields and can be conducted on an industrial scale.

    专利号:WO-2009049476-A1
    优先权日:2007-09-20
    标题 :Process for the manufacture of (+)-biotin
    发明人:CHEN FEN-ER; DAI HUI-FANG; HUANG JIAN; XIONG FEI; JING SHU-PING
    权利人:DSM IP ASSETS BV; UNIV FUDAN; CHEN FEN-ER; DAI HUI-FANG; HUANG JIAN; XIONG FEI; JING SHU-PING
    摘要:Disclosed are processes for preparing synthetic biotin intermediates and a process for preparing biotin using said intermediates. In particular, disclosed is a process for the stereoselective total synthesis of the natural product (+)-biotin of formula (I).

    专利号:US-2021163438-A1
    优先权日:2017-08-16
    标题 :Synthesis of phytocannabinoids including a demethylation step
    发明人:REEKIE TRISTAN; SCOTT MICHAEL; KASSIOU MICHAEL
    权利人:UNIV SYDNEY
    摘要:A method for demethylating a methylated phytocannabinoid compound of Formula I to form a phytocannabinoid compound of Formula II: Formula I Formula II wherein: R1 is selected from the group consisting of: substituted or unsubstituted C1-C5 alkyl; R2 is selected from the group consisting of: OH or O, and R3 is selected from the group consisting of: a substituted or unsubstituted cyclohexene, a substituted or unsubstituted C2-C8 alkene, or a substituted or unsubstituted C2-C8 dialkene; or R2 is O, and R2 and R3 together form a ring structure in which R2 is an internal ring atom; wherein the method includes: heating a reaction mixture comprising the methylated phytocannabinoid compounds and a polar aprotic solvent in the presence of a dissolved inorganic alkaline salt for a time sufficient to demethylate at least a portion of the methylated phytocannabinoid compounds and form the phytocannabinoid compound.

    专利号:US-7667034-B2
    优先权日:2004-06-23
    标题:Chemical synthesis of S-adenosyl-L-methionine with enrichment of (S,S)-isomer
    发明人:SENTHILKUMAR UDAYAMPALAYAM PALANISAMY; PADMANABHAN RAMAR; SIVASANKARAN VENUGOPAL; MOHAN SINGARAVEL
    权利人:ORCHID CHEMICALS & PHARM LTD
    摘要:This invention relates to an improved process for the industrial manufacture of S-adenosyl-L-methionine (SAMe) of formula (I), which consists of stereo-selective methylation of S-adenosyl-L-homocysteine (SAH) with the enrichment of active (S,S)-isomer.
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    合成参考文献


    摘要:Zhdankin, V. V., Science of Synthesis Knowledge Updates, (2015) 1, 267.
    参考文献:10.1038/nchem.1506
    摘要:Over B, Wetzel S, Grütter C, Nakai Y, Renner S, Rauh D, Waldmann H. Natural-product-derived fragments for fragment-based ligand discovery. Nat Chem. 2013 Jan;5(1):21–8. doi: 10.1038/nchem.1506.
    参考文献:10.1007/bf02836616
    摘要:Vokounová M, Vacek O, Kunc F. Degradation of the herbicide bromoxynil in Pseudomonas putida. Folia Microbiol (Praha). 1992;37(2):122–7. doi: 10.1007/bf02836616.
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