CAS: 86604-78-6; 3,5-Dimethyl-4-Methoxy-2-Pyridinemethanol

该化合物是一种有机化合物,其特征是用甲氧基组和两个甲基组以及一个氢氧基组取代的环,该化合物一般具有极性,因为有氢氧(OH)组,该组可以从事氢结合,影响其在水等极溶剂中的溶解性.甲基氧基组有助于其整体的疏水性,而甲基组则可以加强其脂性.

英文名称3,5-Dimethyl-4-Methoxy-2-Pyridinemethanol
中文名称(4-甲氧基-3,5-二甲基吡啶-2-基)甲醇
IUPAC名称(4-methoxy-3,5-dimethylpyridin-2-yl)methanol
其它别名4-甲氧基-3,5-二甲基-2-吡啶甲醇; Pyrmethylalcohol
CAS编号86604-78-6
MFCD编号:MFCD01076195
EINECS号:289-258-5
FDA UNII编号:GGY8VS6G2D
分子式:C9H13NO2
分子量:167.21
产品CID: 1868794
产品分类有机原料→分子砌块→芳杂环类化合物→吡啶类化合物

相似结构搜索
InChIKey: PSEPRWKZZJWRCB-UHFFFAOYSA-N
InChI=1S/C9H13NO2/c1-6-4-10-8(5-11)7(2)9(6)12-3/h4,11H,5H2,1-3H3…
计算化学: 氢键受体数3.0氢键供体数1.0可旋转键数2.0

相似化合物

138569-60-5 110464-72-7 86604-77-5

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
急性毒性类别4(经口)
严重眼刺激类别2A
警示词Warning(警告)
危险描述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.
H302 |吞咽有害.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
UN编号NONH for all modes of transport
危险品标志Xi
安全声明26-36
危险类别码36/37/38
WGK Germany3

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

合成工艺路线路线简述

合成目标产物 3,5-Dimethyl-4-Methoxy-2-Pyridinemethanol 主要起始原料 2-Chloromethyl-4-Methoxy-3,5-Dimethylpyridine Hydrochloride
149082-03-1 = 86604-78-6
反应条件:1.1 Reagents: Sulfuric Acid
标题:Preparation Of 2-Hydroxymethyl-4-Methoxy-3,5-Dimethylpyridine By Methoxylation
参考文献:Japan]

104916-41-8 = 86604-78-6
反应条件:1.1 Reagents: Hydrogen,Sulfuric Acid,Iron Chloride (Fecl3) Catalysts: Palladium Solvents: Water
标题:Preparation Of 2-Hydroxymethyl-4-Methoxy-3,5-Dimethylpyridine From Cyanopyridine
参考文献:Japan]

104916-41-8 = 86604-78-6
反应条件:1.1 Reagents: Water Catalysts: Hydrochloric Acid Solvents: Water2.1 Reagents: Borane
标题:Process For Preparation Of 4-Substituted 2-(Hydroxymethyl)-3,5-Dimethylpyridines Useful As Omeprazole Intermediates
参考文献:Spain]

130000-78-1 = 86604-78-6 [标题:Reaction Conditions
标题:Preparation Of 2-(Chloro- And Hydroxymethyl)-3,5-Dimethyl-4-Methoxy Pyridine
参考文献:European Patent Organization]

138569-60-5 = 86604-78-6
反应条件:1.1 Reagents: Borane
标题:Process For Preparation Of 4-Substituted 2-(Hydroxymethyl)-3,5-Dimethylpyridines Useful As Omeprazole Intermediates
参考文献:Spain]

86604-80-0 = 86604-78-6
反应条件:1.1 Rt -> 90 °C; 1.5 H,90 °C1.2 Reagents: Sodium Carbonate Solvents: Water; Ph 82.1 Reagents: Sodium Hydroxide Solvents: Water; 2 H,80 °C
标题:Synthesis Of 2-Chloromethyl-4-Methoxy-3,5-Dimethylpyridine Hydrochloride
作者:Xu,Bao-Cai; Et Al
参考文献:Jingxi Huagong 日期:2004 卷标:21(1) 页码:67-69]

109371-20-2 = 86604-78-6
反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 2 H,95 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Neutralized2.1 Reagents: Acetic Anhydride; 2 H,100 °C2.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Rt
标题:Image-Guided Development Of Heterocyclic Sulfoxides As Ligands For Tau Neurofibrillary Tangles: From First-In-Man To Second-Generation Ligands
作者:Rafique,Waqas; Et Al
参考文献:Acs Omega 日期:2018 卷标:3(7) 页码:7567-7579]

150054-47-0 = 86604-78-6
反应条件:1.1 Reagents: Boron Tribromide Solvents: Dichloromethane
标题:Preparation Of Pyridine Derivatives As Intermediate For Antiulcers.
参考文献:Japan]

86604-80-0 = 86604-78-6
反应条件:1.1 Reagents: Acetic Acid Solvents: Acetic Anhydride; 1.5 H,100 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; 3 H,Ph 8,50 °C
标题:Synthesis Of 2-Chloromethyl-4-Methoxy-3,5-Dimethylpyridine Hydrochloride
作者:Dai,Guiyuan; Et Al
参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2004 卷标:35(5) 页码:261-262]

86604-80-0 = 86604-78-6
反应条件:1.1 Reagents: Acetic Anhydride; 2 H,100 °C1.2 Reagents: Sodium Hydroxide Solvents: Water; 1 H,Rt
标题:Image-Guided Development Of Heterocyclic Sulfoxides As Ligands For Tau Neurofibrillary Tangles: From First-In-Man To Second-Generation Ligands
作者:Rafique,Waqas; Et Al
参考文献:Acs Omega 日期:2018 卷标:3(7) 页码:7567-7579]

91219-90-8 = 86604-78-6
反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 2 H,80 °C
标题:Synthesis Of 2-Chloromethyl-4-Methoxy-3,5-Dimethylpyridine Hydrochloride
作者:Xu,Bao-Cai; Et Al
参考文献:Jingxi Huagong 日期:2004 卷标:21(1) 页码:67-69]

91219-90-8 = 86604-78-6
反应条件:1.1 Solvents: Water
标题:Improved Preparation Of 2-(Halomethyl)-3,5-Dimethyl-4-Methoxypyridine Hydrohalides,Intermediates For Omeprazole
参考文献:Spain]

104916-41-8 = 86604-78-6
反应条件:1.1 -2.1 Reagents: Sodium Nitrite Catalysts: Acetic Acid
标题:Preparation Of 3,5-Dimethyl-4-Methoxypyridine-2-Methanol And -Methyl Chloride
参考文献:Germany]

130000-78-1 = 86604-78-6
反应条件:1.1 Reagents: Sodium Nitrite Catalysts: Acetic Acid
标题:Preparation Of 3,5-Dimethyl-4-Methoxypyridine-2-Methanol And -Methyl Chloride
参考文献:Germany]

110464-72-7 = 86604-78-6
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 30 Min,0 °C1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 11,0 °C
标题:Identification Of Human Alanine-Glyoxylate Aminotransferase Ligands As Pharmacological Chaperones For Variants Associated With Primary Hyperoxaluria Type 1
作者:Grottelli,Silvia; Et Al
参考文献:Journal Of Medicinal Chemistry 日期:2022 卷标:65(14) 页码:9718-9734]

187222-18-0 = 86604-78-6
反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0.5 H
标题:Preparation Of 2-Hydroxymethyl-3,5-Dimethyl-4-Methoxypyridine And Its Intermediates
参考文献:Taiwan

2,3,5-三甲基吡啶 1-氧化物置于sodium Hydroxide,硝酸,Sodium Methylate体系中,用溶剂黄146 作为反应溶剂,化学反应 53.0H,反应生成 4-甲氧基-3,5-二甲基-2-羟甲基吡啶
参考文献:(h +,K +)-Atpase抑制2-[((2-吡啶基甲基)亚磺酰基]苯并咪唑 4.具有增加的选择性的一系列新的二甲氧基吡啶基取代的抑制剂.选择of托拉唑作为临床候选药物.
标题:(h +,K +)-Atpase抑制2-[((2-吡啶基甲基)亚磺酰基]苯并咪唑 4.具有增加的选择性的一系列新的二甲氧基吡啶基取代的抑制剂.选择of托拉唑作为临床候选药物.
摘要:[(吡啶基甲基)亚磺酰基]苯并咪唑1(psbs)是一类高度有效的抗分泌(h +,K +)-Atpase抑制剂,需要通过酸激活才能形成其活性成分,即环亚磺酰胺4.(h +,K +)-Atpase在体内仅在低ph时会产生非选择性的亲硫基4,从而避免了与体内其他巯基的相互作用.进行酸催化转化的倾向取决于2形成中所涉及的官能团的亲核/亲电性质,因为该步骤既决定速率又取决于ph.这项研究的目的是鉴定在具有酸性ph值的刺激胃腺中具有高(h +,K +)-Atpase抑制活性的化合物,但在体外ph值(na +,K +)-Atpase抑制活性.仔细研究了所有衍生物中存在的吡啶4-甲氧基取代基侧面的取代基的关键影响.3-甲氧基的引入使得抑制剂具有与奥美拉唑和兰索拉唑相似的高效力组合,但是增加了稳定性.这些研究的结果是,化合物1A(inn Top托拉唑)被选作候选药物,目前正在进行iii期临床研究.
DOI:10.1021/jm00084A010

海关参考信息

2905110000-甲醇
2933310010-吡啶
2909199090-其他醚及其衍生物
2939800000-其他生物碱
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-6437139-B1
优先权日:1997-05-06
标题 :Synthesis of pharmaceutically useful pyridine derivatives
发明人：ZOGHBI MICHEL; CHEN LIQUIN
权利人:PDI RES LAB INC
摘要:A process is provided for the preparation of compounds of formula I,useful in the preparation of compounds such as Omeprazole, Lansoprazole and Pantoprazole, wherein R1=H or CH3, R2=H or CH3, R3=Alkoxy (1-4C), OCH2CF3, Cyano, Hydrogen, Halogen, Acetoxy or Aryloxy, any electron withdrawing group or salts (organic or inorganic) of electron donating groups, R=Alkoxy, Hydroxy, Halogen, Activated ester, Tosylate, Mesylate, Thiol or Xanthyl, wherein the process for the preparation of compound of formula I employs a free radical reaction to functionalize the 2-position.

专利号:US-7683178-B2
优先权日:2002-10-18
标题 :Method for the synthesis of a benzimidazole compound
发明人：GUSTAVSSON ANDERS
权利人:ASTRAZENECA AB
摘要:A process for the manufacture of omeprazole or esomeprazole from pyrmethyl alcohol via pyrmethyl chloride and pyrmetazole characterized in that the whole reaction sequence is carried out without any isolation or purification of intermediates. Further, the reaction is carried out in a solvent system common for the whole reaction sequence and inert to the reactants formed during the process and used in the process and comprises a water immiscible organic solvent and a specified amount of water.

专利号:WO-0000474-A1
优先权日:1998-06-26
标题:Pyridine building blocks as intermediates in the synthesis of pharmaceutically active compounds
发明人：NIKOLOPOULOS ANGELO; SCHICKANEDER HELMUT; KOCHER CHRISTIAN; MURPHY TREVOR; HERMANN GESINE
权利人:RUSSINSKY LTD; NIKOLOPOULOS ANGELO; SCHICKANEDER HELMUT; KOCHER CHRISTIAN; MURPHY TREVOR; HERMANN GESINE
摘要:Complexes of formulae (II or III) are useful intermediates for preparing compounds of formula (IV) which in turn may be converted into a pyridine benzimidazole.

专利号:US-5958955-A
优先权日:1995-12-15
标题:Method for the synthesis of a benzimidazole compound
发明人：GUSTAVSSON ANDERS; KAELLSTROEM AAKE
权利人:ASTRA AB
摘要:A process for the manufacture of omeprazole from pyrmethyl alcohol via pyrmethyl chloride and pyrmetazole characterized in that the whole reaction sequence is carried out without any isolation or purification of intermediates. Further that the reaction is carried out in a main solvent system common for the whole reaction sequence and inert to the reactants formed during the process and used in the process. The process according to the present invention may also include an additional purification step.

专利号:US-6121454-A
优先权日:1997-05-06
标题 :Synthesis of pharmaceutically useful pyridine derivatives
发明人：ZOGHBI MICHEL; CHEN LIQUIN
权利人:PDI RESEARCH LAB INC
摘要:A process is provided for the preparation of compounds of formula I, useful in the preparation of compounds such as Omeprazole, Lansoprazole and Pantoprazole, wherein R1=H or CH3, R2=H or CH3, R3=Alkoxy (1-4C), OCH2CF3, Cyano, Hydrogen, Halogen, Acetoxy or Aryloxy, any electron withdrawing group or salts (organic or inorganic) of electron donating groups, R=Alkoxy, Hydroxy, Halogen, Activated ester, Tosylate, Mesylate, Thiol or Xanthyl, wherein the process for the preparation of compound of formula I employs a free radical reaction to functionalize the 2-position.

专利号:US-7227024-B2
优先权日:2002-10-18
标题 :Method for the synthesis of a benzimidazole compound