CAS: 708-06-5; 2-Hydroxy-1-Naphthaldehyde

该化合物是一种有机化合物,属于氯化萘衍生物类别,其特征为:一个氢氧基组(-OH)和一个乙酰组(-CHO),分别附于一个环,具体地在1和2个位置上;该化合物一般是一种固态,以其芳香特性闻名,有助于其在有机合成中的潜在应用,并作为各种化学化合物开发的一个构件;该化合物在乙醇和乙醚等有机溶剂中表现出良好的溶解性,而由于其缺水的氯化萘结构,在水中溶性较低. 2-Hydroxy-1-naphthalthydee可参与各种化学反应,包括凝聚和氧化,使其在染料,药品和其他有机材料的合成中有用.此外,其氢氧基质组可参与氢结合,影响其在不同化学环境中的再反应和相互作用.

结构式图片

相似化合物

947-65-9 581-71-5 20258-95-1

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

1-dimethylaminomethyl-naphthalen-2-ol 2-chloro-3H-indol-3-one β-naphthol hexamethylenetetramine 5-(2-hydroxy-[1]naphthylmethylene)-2-thioxo-thiazolidin-4-one (E)-N'-((2-hydroxynaphthalen-1-yl)methylene)picolinohydrazide (E)-N'-((2-hydroxynaphthalen-1-yl)methylene)nicotinohydrazide (E)-N'-((2-hydroxynaphthalen-1-yl)methylene)isonicotinohydrazide

合成工艺路线路线简述

  • 合成目标产物 2-Hydroxy-1-Naphthaldehyde 主要起始原料 Acetic Acid And 2-Naphthol
  • 135-19-3 = 708-06-5 + 91136-43-5
    反应条件:1.1 Solvents: Chloroform,Water
    标题:The Reimer-Tiemann Reaction
    作者:Wynberg,Hans; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1982 卷标:28]

    14478-07-0 = 708-06-5 + 91136-43-5
    反应条件:1.1 Reagents: Water2.1 Solvents: Chloroform,Water
    标题:The Reimer-Tiemann Reaction
    作者:Wynberg,Hans; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1982 卷标:28
2-羟基-1-萘甲酸置于lithium Aluminium Tetrahydride,Pyridinium Chlorochromate体系中,用 乙醚,二氯甲烷 作为反应溶剂,化学反应 24.0H,反应生成 2-羟基-1-萘甲醛
参考文献:结构指导的合成和机理研究揭示了萘基水杨hy Hy支架上的亮点是人类核糖核苷酸还原酶的非核糖竞争性可逆抑制剂.
标题:结构指导的合成和机理研究揭示了萘基水杨hy Hy支架上的亮点是人类核糖核苷酸还原酶的非核糖竞争性可逆抑制剂.
摘要:核糖核苷酸还原酶(rr)是已确立的癌症靶标,通常被抗代谢物抑制,该抗代谢物表现出多种交叉反应作用.最近,我们发现了基于萘基水杨酰基的人rr(hrr)的抑制剂(nsah或e-3A)在催化位点(c-位)结合并可逆地抑制hrr.我们在此报告了25种不同类似物的合成和生化特性.我们基于2.7åx射线晶体结构(pdb Id:5Tus),通过对接至hrr的c位点设计了每个类似物.观测到对微小结构变化的广泛耐受性,从而保持了抑制效力.e-3F(82%的收率)显示了体外ic 50相对于hrr为5.3+/-1.8μm,使其在该系列中最有效.动力学测定表明,E-3A,E-3C,E-3T和e-3W通过可逆和竞争模式结合并抑制hrr.建立了对hrr R1亚基的目标选择性,为抑制这种关键酶提供了一种新颖的方法.
DOI:10.1021/acs.Jmedchem.7B00530

海关参考信息

专利信息


专利号:US-5502126-A
优先权日:1993-06-17
标 题 :Process for the synthesis of isoprene butadiene rubber
发明人:BELL ANTHONY J; MATRANA BARRY A; HALASA ADEL F
权利人:GOODYEAR TIRE & RUBBER
摘要:The subject invention relates to a technique for synthesizing rubbery non-tapered, random, copolymers of 1,3-butadiene and isoprene. These rubbery copolymers exhibit an excellent combination of properties for utilization in tire sidewall rubber compounds for truck tires. By utilizing these isoprene-butadiene rubbers in tire sidewalls, tires having improved cut growth resistance can be built without sacrificing rolling resistance. Such rubbers can also be employed in tire tread compounds to improve tread wear characteristics and decrease rolling resistance without sacrificing traction characteristics. This invention more specifically discloses a process for the synthesis of isoprene-butadiene rubbers which comprises copolymerizing isoprene monomer and 1,3-butadiene monomer in an organic solvent in the presence of a catalyst system which is made by the sequential steps of (1) mixing (a) an organoaluminum hydride, (b) a member selected from the group consisting of aliphatic alcohols, cycloaliphatic alcohols, aliphatic thiols, cycloaliphatic thiols, trialkyl silanols, and triaryl silanols, and (c) optionally, 1,3-butadiene in an organic solvent to produce a modified organoaluminum catalyst component; (2) adding an organometallic compound which contains a metal from Group III-B of the Periodic System to the modified organoaluminum catalyst component to produce a Group III-B metal containing catalyst component; and (3) adding a compound which contains at least one labile halogen atom to the Group III-B metal containing catalyst component.

专利号:US-2022356139-A1
优先权日:2019-09-03
标 题:Synthesis of deuterated aldehydes
发明人:WANG WEI
权利人:ARIZONA BOARD OF REGENTS ON BEHALF OF ATHE UNIV OF ARIZONA
摘要:Described are methods for preparing a deuterated aldehyde using N-heterocyclic carbene catalysts in a solvent comprising D 2 O. The methods may be used to convert a wide variety of aldehydes (e.g., aryl, alkyl, or alkenyl aldehydes) to C-1 deuterated aldehydes under mild reaction conditions without functionality manipulation.

专利号:US-5175302-A
优先权日:1987-07-13
标 题 :Nucleophilic fluoroalkylation of aldehydes
发明人:STAHLY G PATRICK
权利人:ETHYL CORP
摘要:Aryl difluoromethyl sulfone adds to aldehydes under phase transfer conditions to give novel substituted alcohols of the general formula n n RCH(OH)CF.sub.2 SO.sub.2 Ar (I) n n wherein R is an aryl, cycloaliphatic, sec- or tert-aliphatic, or heterocyclic group and Ar is an aryl group. The substituted alcohols of formula I are of particular utility as intermediates in the synthesis of a variety of useful end products. For example, the products of formula I may be utilized in desulfonylation reactions, oxidation reactions and fluorination reactions.

专利号:US-4369312-A
优先权日:1980-07-04
标 题:Method of producing oxo-containing azetidinone compounds
发明人:HASHIMOTO MASASHI; ARATANI MATSUHIKO; HAGIWARA DAIJIRO; SAWADA KOZO; ONAMI TETSUO
权利人:FUJISAWA PHARMACEUTICAL CO
摘要:This invention relates to a novel method of producing oxo-containing azetidinone compounds, or salts thereof, or hydrates thereof, said compounds having utility as antimicrobial agents and as intermediates for the synthesis of other azetidinone compounds having antimicrobial activity.

专利号:US-4197408-A
优先权日:1975-08-01
标 题 :Asymmetric synthesis of alkyl chrysanthemate
发明人:ARATANI TADATOSHI; FUJITA FUMIO; NAGASE TSUNEYUKI; YONEYOSHI YUKIO
权利人:SUMITOMO CHEMICAL CO
摘要:A process for the production of an optically active chrysanthemate which comprises reacting 2,5-dimethyl-2,4-hexadiene with a diazoacetate of the formula: n n N.sub.2 CHCOOR n n wherein R is selected from the group consisting of (a) cycloalkyl group with or without substituent(s) whose total carbon atom number is 5-20, (b) tertiary aralkyl group whose carbon atom number is 9 to 20, and (c) tertiary alkyl group with or without alkoxy substituent(s) whose total carbon atom number is 4-20, in the presence of a copper complex coordinated with a chiral Schiff base of the formula: ##STR1## wherein C* is an asymmetric carbon atom, R 1 is selected from the group consisting of (a) alkyl groups whose carbon atom number is 1-10 and (b) aralkyl groups with or without alkoxy substituent(s), whose total carbon atom number is 7-20, R 2 is selected from aryl groups with alkoxy substituent(s), whose total carbon atom number is 7-30, and each of X 1 and X 2 is selected from the group consisting of (a) hydrogen atom, (b) alkyl groups having 1-10 carbon atoms, (c) phenyl group, (d) alkoxy groups having 1-10 carbon atoms, (e) halogen atoms and (f) nitro group, or (g) X 1 and X 2 together form a benzo group.

专利号:US-4603218-A
优先权日:1983-06-03
标题 :Asymmetric synthesis of cyclopropanecarboxylate derivatives using chiral copper complex as catalyst
发明人:ARATANI TADATOSHI; YOSHIHARA HIROSHI; SUSUKAMO GOHFU
权利人:SUMITOMO CHEMICAL CO
摘要:A chiral copper complex which is produced by the reaction of a chiral copper complex of the formula: ##STR1## wherein R 1 is (a) alkyl group, or (b) aralkyl group; R 2 is (a) 2-alkoxyphenyl group, or (b) 2-alkoxy-5-alkylphenyl group; either one of X 1 and X 2 is (a) hydrogen atom, (b) halogen atom, (c) alkyl group, (d) alkoxy group, or (e) nitro group, or adjacent X 1 and X 2 together form a benzo group, with a mono-substituted hydrazine of the formula: n n R.sub.3 NHNH.sub.2 n n wherein R 3 is (a) aryl group, (b) aralkyl group, or (c) alkyl group. n The copper complex is used as a catalyst in the production of an optically active alkyl cyclopropanecarboxylate.
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[参考文献]: Orgován Z, Et Al. Covalent Fragment Mapping Of Krasg12C Revealed Novel Chemotypes With In Vivo Potency. Eur J Med Chem. 2023 Mar 15;250:115212.
[参考文献]: A A M Belal, Et Al. Synthesis, Spectroscopic, Coordination And Biological Activities Of Some Transition Metal Complexes Containing Ono Tridentate Schiff Base Ligand. Spectrochim Acta A Mol Biomol Spectrosc. 2015:149:771-87.
[参考文献]: Chih-Hang Anthony Tang, Et Al. Inhibition Of Er Stress-Associated Ire-1/xbp-1 Pathway Reduces Leukemic Cell Survival. J Clin Invest. 2014 Jun;124(6):2585-98.
[参考文献]: Darshna Sharma, Et Al. Naphthalene Based Colorimetric Sensor For Bioactive Anions: Experimental And Dft Study. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Mar 15:105:477-82.
[参考文献]: Iffet Sakiyan, Et Al. Schiff Bases Attached L-Glutamine And L-Asparagine: First Investigation On Antimutagenic And Antimicrobial Analyses. Artif Cells Nanomed Biotechnol. 2014 Jun;42(3):199-204.

合成参考文献


参考文献:10.1107/s1600536811011081
摘要:Zou L, Yang X, Gao Y, Yao H, Li Y. (2-Oxido-1-naphthaldehyde benzoylhydrazonato-κ3N,N′,O)pyridinecopper(II). Acta Crystallogr E Struct Rep Online. 2011 Mar 31;67(4):m511. doi: 10.1107/s1600536811011081.
参考文献:10.1107/s160053681101035x|10.1107/s1600536811010361
摘要:Liu SY, Sun SS, Zheng TT, Zheng XL, Zhao XF, Li XF. (E)-N'-[(2-Hy-droxy-1-naphthalen-1-yl)methyl-idene]-3-methyl-benzohydrazide. Acta Crystallogr Sect E Struct Rep Online. 2011 Apr 01;67(Pt 4):o965.
参考文献:10.1107/s1600536811012219
摘要:Liu Y, Liu K, Cao Z, Niu M. 1,1'-[(1E,11E)-5,8-Dioxa-2,11-diazo-nia-dodeca-1,11-diene-1,12-di-yl]dinaph-thal-en-2-olate. Acta Crystallogr Sect E Struct Rep Online. 2011 May 01;67(Pt 5):o1074.
参考文献:10.1107/s1600536811012359
摘要:Damous M, Hamlaoui M, Bouacida S, Merazig H, Daran JC. Zwitterionic (E)-1-[(4-nitro-phen-yl)iminio-meth-yl]naphthalen-2-olate. Acta Crystallogr Sect E Struct Rep Online. 2011 May 01;67(Pt 5):o1123–4.
参考文献:10.1016/j.saa.2011.06.052
摘要:Taha ZA, Ajlouni AM, Al Momani W, Al-Ghzawi AA. Syntheses, characterization, biological activities and photophysical properties of lanthanides complexes with a tetradentate Schiff base ligand. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2011 Oct;81(1):570–7. doi: 10.1016/j.saa.2011.06.052.
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