4-(4-吗啉基)苄醇 | 280556-71-0

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 4-(4-吗啉基)苄醇
• 中文别名: 4-吗啡啉基苄醇；(4-吗啉-4-苯基)甲醇
• 英文名称: (4-morpholinophenyl)methanol
• 英文别名: (4-Morpholin-4-yl-phenyl)methanol；(4-morpholin-4-ylphenyl)methanol
• CAS: 280556-71-0
• 化学式: C₁₁H₁₅NO₂
• mdl: MFCD01057413
• 分子量: 193.246
• InChiKey: KUAHZNZWSIDSTH-UHFFFAOYSA-N

物化性质

• 熔点：
  96 °C
• 沸点：
  378.4±42.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090
• 安全说明：
  S26,S36/37/39
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Name:	(4-Morpholin-4-yl-phenyl)-methanol 95+% Material Safety Data Sheet
Synonym:
CAS:	280556-71-0

Section 1 - Chemical Product MSDS Name:(4-Morpholin-4-yl-phenyl)-methanol 95+% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
280556-71-0	(4-Morpholin-4-yl-phenyl)-methanol	95+%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 280556-71-0: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C11H15NO2
Molecular Weight: 193.25

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, acids.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 280556-71-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(4-Morpholin-4-yl-phenyl)-methanol - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 280556-71-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 280556-71-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 280556-71-0 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-(4-吗啉基)苄醇 在 ammonium hydroxide 作用下， 以 叔丁醇 为溶剂， 120.0 ℃ 、1.0 MPa 条件下， 反应 24.0h， 以93%的产率得到4-(4-氰苯基)吗啉
  参考文献：
  名称：

  用于有氧氧化合成（杂）芳香醛、酮、酯、酸、腈和酰胺的“通用”催化剂

  摘要：

  功能化（杂）芳族化合物是基础和应用科学中广泛使用的不可或缺的化学品。其中，尤其是芳香醛、酮、羧酸、酯、腈和酰胺是有价值的精细和大宗化学品，可用于化学、制药、农业化学和材料工业。对于它们的合成，醇的催化有氧氧化构成了一种绿色、可持续且具有成本效益的工艺，理想情况下应该利用活性和选择性的 3D 金属。在这里，我们报告了通过在碳上热解钴-哌嗪-酒石酸络合物作为最通用的氧化催化剂，制备包裹在 Co-纳米颗粒中的石墨层。这种独特的材料可以合成简单、功能化和结构多样的（杂）芳香醛、酮、

  DOI：

  10.1016/j.chempr.2021.12.001
• 作为产物：
  描述：

  4-(N-吗啉)-苯羧酸甲酯 在 氢气 、 C₂₈H₂₅BrMnN₂O₂P 、 lithium tert-butoxide 作用下， 以 丙醇 为溶剂， 100.0 ℃ 、5.07 MPa 条件下， 反应 12.0h， 以91%的产率得到4-(4-吗啉基)苄醇
  参考文献：
  名称：

  锰催化剂加氢酯类

  摘要：

  开发了膦-氨基吡啶配体锰络合物催化酯的氢化反应。使用该协议，各种（杂）芳香族和脂肪族羧酸盐（包括生物质衍生的酯和内酯）被氢化成伯醇，产率为 63-98%。发现锰催化剂对苯甲酸甲酯的氢化具有活性，可提供高达 45,000 的周转数 (TON) 的苯甲醇。对催化剂中间体的研究表明，酰胺锰络合物是该反应的活性催化剂。

  DOI：

  10.1002/adsc.202101376

文献信息

• 一种合成手性醇的方法
  申请人：陕西师范大学

  公开号：CN109809967B

  公开（公告）日：2022-03-18

  本发明公开了一种合成手性醇的方法，该方法以双膦双氮配位的手性钌络合物为催化剂，以消旋的1‑芳基乙醇类化合物和苄醇类化合物为底物，叔丁醇钾等作为碱，在惰性气体氛围中通过不对称借氢反应实现了手性醇的合成。本发明反应体系简单、操作简便、不需要额外的氢源，反应后处理简单，手性醇收率较好、立体选择性高，其中以S构型的手性醇为主，且底物范围广、原子利用率高，是一种清洁、安全、高效合成手性醇的方法。
• Iron-Catalyzed Alkylation of Nitriles with Alcohols
  作者：Wei Ma、Suya Cui、Huamin Sun、Weijun Tang、Dong Xue、Chaoqun Li、Juan Fan、Jianliang Xiao、Chao Wang

  DOI：10.1002/chem.201803762

  日期：2018.9.6

  A general, efficient iron‐catalyzed α‐alkylation of nitriles with primary alcohols through a hydrogen‐borrowing pathway has been developed, allowing a wide variety of alkylated nitriles to be readily accessible. Detailed mechanistic studies suggest that the reaction proceeds via an olefin intermediate with the turnover rate limited by the hydrogenation of the olefin with an iron hydride. Apart from

  已经开发了一种普遍的，通过氢借入途径与伯醇进行的高效铁催化的腈与伯醇的α-烷基化反应，使各种烷基化的腈均易于获得。详细的机理研究表明，反应是通过烯烃中间体进行的，其转化率受烯烃与氢化铁的氢化作用所限制。除了参与烷基化以外，还发现腈在促进活性催化物质的形成和稳定中起着重要作用。
• New 3‐(1<i>H</i>‐benzo[<i>d</i>]imidazol‐2‐yl)quinolin‐2(1<i>H</i>)‐one‐based triazole derivatives: Design, synthesis, and biological evaluation as antiproliferative and apoptosis‐inducing agents
  作者：Nikhil B. Gaikwad、Sapana Bansode、Shankar Biradar、Mayuri Ban、Nanduri Srinivas、Chandraiah Godugu、Venkata M. Yaddanapudi

  DOI：10.1002/ardp.202100074

  日期：2021.11

  A series of 1,2,3-triazole derivatives based on the quinoline–benzimidazole hybrid scaffold was designed, synthesized, and screened against a panel of NCI-60 humanoid cancer cell lines for in vitro cytotoxicity evaluation, which revealed that compound Q6 was the most potent cytotoxic agent with excellent GI50, TGI, and LC50 values on multiple cancer cell lines. Q6 was tested further on the BT-474 breast

  设计、合成了一系列基于喹啉-苯并咪唑杂化支架的 1,2,3-三唑衍生物，并针对一组 NCI-60 类人癌细胞系进行了体外细胞毒性评估，结果表明化合物Q6是最有效的细胞毒剂，对多种癌细胞系具有优异的 GI 50、TGI 和 LC 50值。Q6在 BT-474 乳腺癌线上进行了进一步测试，以评估作用机制。基于 3-(4,5-二甲基噻唑-2-基)-2,5-二苯基溴化四唑的初步筛选研究表明，化合物Q6对人乳腺癌细胞 BT-474 具有优异的抗增殖作用，IC 50值为 0.59 ± 0.01 μM。基于吖啶橙/溴化乙锭染色 (AO/EB) 和 4',6-二脒基-2-苯基吲哚 (DAPI) 测定的详细研究表明，显示的抗增殖活性是由于暴露于Q6时诱导细胞凋亡. 此外，DCFDA 染色显示活性氧的产生，改变了线粒体电位并导致细胞凋亡的开始。JC-1 染色进一步支持了这一点，表明该支架有助于开发更有效的衍生物。
• Reusable Co-nanoparticles for general and selective <i>N</i>-alkylation of amines and ammonia with alcohols
  作者：Zhuang Ma、Bei Zhou、Xinmin Li、Ravishankar G. Kadam、Manoj B. Gawande、Martin Petr、Radek Zbořil、Matthias Beller、Rajenahally V. Jagadeesh

  DOI：10.1039/d1sc05913k

  日期：——

  A general cobalt-catalyzed N-alkylation of amines with alcohols by borrowing hydrogen methodology to prepare different kinds of amines is reported. The optimal catalyst for this transformation is prepared by pyrolysis of a specific templated material, which is generated in situ by mixing cobalt salts, nitrogen ligands and colloidal silica, and subsequent removal of silica. Applying this novel Co-nanoparticle-based

  报道了一种通用的钴催化胺与醇的N-烷基化反应，利用氢方法制备不同种类的胺。这种转化的最佳催化剂是通过热解特定的模板材料来制备的，该模板材料是通过混合钴盐、氮配体和胶态二氧化硅原位生成的，然后去除二氧化硅。应用这种新型Co纳米粒子基材料，>100伯胺、仲胺和叔胺（包括N-甲胺）和选定的药物分子可以从廉价且容易获得的醇和胺或氨开始方便地制备。
• [EN] PYRROLIDINE GLYCOSIDASE INHIBITORS<br/>[FR] INHIBITEURS DE PYRROLIDINE GLYCOSIDASE
  申请人：ASCENEURON S A

  公开号：WO2020039027A1

  公开（公告）日：2020-02-27

  Compounds of formula (I) wherein A, W, R3b, Z and p have the meaning according to the claims can be employed, inter alia, for the treatment of tauopathies and Alzheimer's disease.

  式（I）中A、W、R3b、Z和p的含义如权利要求所述，可用于治疗tau病和阿尔茨海默病。