2-羟甲基-4-甲氧基丙氧基-3-甲基吡啶 | 118175-10-3

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-羟甲基-4-甲氧基丙氧基-3-甲基吡啶
• 中文别名: 2-羟基甲基-3-甲基-4-(3-甲氧基丙氧基)吡啶；2-羟甲基-4-(3-甲氧基丙氧基)-3-甲基吡啶盐酸盐；2-羟甲基-4-(3-甲氧基丙氧基)-3-甲基吡啶
• 英文名称: 2-hydroxymethyl-4-(3-methoxy propoxy)-3-methyl pyridine
• 英文别名: 3-methyl-2-hydroxymethyl-4-(3-methoxypropoxy)pyridine；(4-(3-Methoxypropoxy)-3-methylpyridin-2-yl)methanol；[4-(3-methoxypropoxy)-3-methylpyridin-2-yl]methanol
• CAS: 118175-10-3
• 化学式: C₁₁H₁₇NO₃
• 分子量: 211.261
• InChiKey: OLBSXXZEMRBFIG-UHFFFAOYSA-N

物化性质

• 沸点：
  342.8±37.0 °C(Predicted)
• 密度：
  1.096±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  51.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Hydroxymethyl-3-methyl-4-(3-methoxypropanoxyl)pyridine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Hydroxymethyl-3-methyl-4-(3-methoxypropanoxyl)pyridine
CAS number: 118175-10-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C11H17NO3
Molecular weight: 211.3

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法

雷贝拉唑钠中间体。

用途简介

反应信息

• 作为反应物：
  描述：

  2-羟甲基-4-甲氧基丙氧基-3-甲基吡啶 在 sodium hypochlorite 、 氯化亚砜 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 2.5h， 生成 5-(difluoromethoxy)-2-(((4-(3-methoxypropoxy)-3-methylpyridin-2-yl)methyl)sulfinyl)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Proton pump inhibitors selectively suppress MLL rearranged leukemia cells via disrupting MLL1-WDR5 protein-protein interaction

  摘要：

  Genetic rearrangements of the mixed lineage leukemia (MLL) leading to oncogenic MLL-fusion proteins (MLL-FPs). MLL-FPs occur in about 10% of acute leukemias and are associated with dismal prognosis and treatment outcomes which emphasized the need for new therapeutic strategies. In present study, by a cell-based screening in-house compound collection, we disclosed that Rabeprazole specially inhibited the proliferation of leukemia cells harboring MLL-FPs with little toxicity to non-MLL cells. Mechanism study showed Rabeprazole down-regulated the transcription of MLL-FPs related Hox and Meis1 genes and effectively inhibited MLL1 H3K4 methyltransferase (HMT) activity in MV4-11 cells bearing MLL-AF4 fusion protein. Displacement of MLL1 probe from WDR5 protein suggested that Rabeprazole may inhibit MLL1 HMT activity through disturbing MLL1-WDR5 protein-protein interaction. Moreover, other proton pump inhibitors (PPIs) also indicated the inhibition activity of MLL1-WDR5. Preliminary SARs showed the structural characteristics of PPIs were also essential for the activities of MLL1-WDR5 inhibition. Our results indicated the drug reposition of PPIs for MLL-rearranged leukemias and provided new insight for further optimization of targeting MLL1 methyltransferase activity, the MLL1-WDR5 interaction or WDR5. (C) 2020 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2019.112027
• 作为产物：
  描述：

  4-(3-甲氧基丙氧基)-2,3-二甲基吡啶-N-氧化物 在 乙醇 、 sodium hydroxide 作用下， 反应 8.5h， 生成 2-羟甲基-4-甲氧基丙氧基-3-甲基吡啶
  参考文献：
  名称：

  2-甲基吡啶N-氧化物中甲基C（sp 3）-H键的无金属和无碱区域选择性硫醇化

  摘要：

  通过TFAA介导的吡啶N-氧化物的[3,3]-σ重排和TBAB催化的三氟乙酸盐在金属和金属催化下直接转化为三氟乙酸的反应，可以开发一锅两步的吡啶-2-基甲基硫醚合成方法无碱条件。这种方法可以使未活化的甲基C（sp 3硫醇化）–2-甲基吡啶与硫醇的氢键。该方法的显着特征包括区域选择性高，阶跃和原子经济，条件温和，操作简单，底物范围广和可扩展性。此外，该方法已成功地用于合成奥美拉唑硫化物和雷贝拉唑硫化物，而无需TBAB催化。全面的绿色化学指标分析表明，该方法比报道的雷贝拉唑硫化物更有效，更环保。

  DOI：

  10.1039/c8gc03072c

文献信息

• 一种雷贝拉唑氯化物及其中间体的制备方法
  申请人：珠海润都制药股份有限公司

  公开号：CN111704573B

  公开（公告）日：2022-07-08

  现有方法在由式IV合成式III时采用乙酸酐进行反应，反应温度高，时间长，且反应过程中会产生大量异构体副产物，导致产物纯度偏低。在由式II化合物游离碱合成式I化合物时，采用卤代烷烃为溶剂，氯化亚砜为氯代试剂进行反应，后处理需用碱淬灭，水洗萃取、浓缩后再成盐，操作复杂，生产周期长。本发明公开了在制备式III化合物时添加对甲苯磺酸进行催化，使反应在较低温度下就可以进行，大大降低了副反应，提高了产物的纯度。在制备式I化合物时，以乙酸乙酯做溶剂，随着反应的进行，产物会逐渐析出，反应完全后直接过滤就可以得到产品，后处理简单，产品纯度高，适合工业化生产。
• Process for Production of Benzimidazole Derivative Salt Precipitate
  申请人：Urawa Yoshio

  公开号：US20070225502A1

  公开（公告）日：2007-09-27

  The present invention provides a process for the production of a 2-[4-(3-methoxypropoxy)-3-methylpyridin-2-yl}methylsulfinyl]-1 H-benzimidazole alkali metal salt (1), which is a drug or an intermediate for the production of a drug, the process not requiring large-scale equipment and being excellent in terms of workability, operability and energy conservation. According to the present invention, there is disclosed a process for the production of a salt precipitate represented by formula (1) (wherein B represents an alkali metal ion), the process comprising the steps of: dissolving the compound represented by formula (2) in a first organic solvent and adding an alkali metal hydroxide, or dissolving the alkali metal hydroxide in the first organic solvent and adding the compound represented by formula (2); and further adding a second organic solvent to a reaction mixture obtained.

  本发明提供了一种生产2-[4-(3-甲氧基丙氧基)-3-甲基吡啶-2-基}甲基砜基]-1 H-苯并咪唑碱金属盐（1）的方法，该方法是一种药物或药物中间体的生产方法，该方法不需要大规模设备，在工作性能、操作性和节能方面表现出色。根据本发明，揭示了一种生产由公式（1）表示的盐沉淀物的方法（其中B代表碱金属离子），该方法包括以下步骤：在第一有机溶剂中溶解由公式（2）表示的化合物并加入碱金属氢氧化物，或在第一有机溶剂中溶解碱金属氢氧化物并加入由公式（2）表示的化合物；并进一步向所得的反应混合物中加入第二有机溶剂。
• NEW PRAZOLE COMPOUND AND THE USE THEREOF
  申请人：Jiangsu Hansen Pharmaceutical Co., Ltd.

  公开号：EP1795195A1

  公开（公告）日：2007-06-13

  The present invention relates to derivatives of compounds (formula (I) or (II)) and their salts, wherein R1 represents lower alkyl or the lower alkyl substituted by halogen atoms, R2 represents straight-chain or branched-chain alkyl containing 1-4 carbon atoms and R3 represents hydrogen atom or alkali metals such as lithium, sodium, potassium or alkaline-earth metals such as magnesium and calcium. In the present invention, compounds with formula (I) or (II) and their derivatives or salts thereof acceptable in pharmacy and pharmacology can remarkably improve the effectiveness of anti-ulcer in alimentary tract, weakly inhibit gastric acid secretion, reduce the risk of stomach cancer and have excellent bio-availability and other in-vive pharmacokinetic characteristics.

  本发明涉及化合物（式（I）或（II））及其盐的衍生物，其中R1代表较低烷基或被卤素原子取代的较低烷基，R2代表含有1-4个碳原子的直链或支链烷基，R3代表氢原子或碱金属如锂、钠、钾或碱土金属如镁和钙。在本发明中，具有式（I）或（II）的化合物及其衍生物或药学和药理学上可接受的盐可以显著提高抗溃疡在消化道中的有效性，微弱抑制胃酸分泌，降低患胃癌的风险，并具有优异的生物利用度和其他体内药代动力学特性。
• 一种雷贝拉唑关键中间体硫醚物的制备方法
  申请人：寿光富康制药有限公司

  公开号：CN106674198A

  公开（公告）日：2017-05-17

  本发明公开了雷贝拉唑硫醚物2‑[[[4‑(3‑甲氧基丙氧基)‑3‑甲基吡啶‑2‑基]甲基]硫代]‑1H‑苯并咪唑的制备方法，采用Mitsunobu反应，由雷贝拉唑羟基物不经氯化反应一步合成雷贝拉唑硫醚物。反应过程不使用氯化亚砜等强腐蚀性的氯化试剂，一方面明显降低了反应对设备的强烈腐蚀，另一方面由于缩短了反应步骤使反应收率显著提高。本发明工艺过程简单，反应条件温和，对设备腐蚀性小，收率较高(70％‑80％)，适合工业化生产。
• [EN] BENZIMIDAZOLE COMPOUNDS AS AGRICULTURAL CHEMICALS<br/>[FR] COMPOSÉS DE BENZIMIDAZOLE UTILISÉS EN TANT QUE PRODUITS CHIMIQUES AGRICOLES
  申请人：REDAG CROP PROT LTD

  公开号：WO2019077345A1

  公开（公告）日：2019-04-25

  The present invention relates tobenzimidazole ethers and related compounds which are of use in the field of agriculture as fungicides.

  本发明涉及苯并咪唑醚及相关化合物，可用作农业领域的杀菌剂。