2-(氨甲基)吗啉 | 116143-27-2

• 物质功能分类: 医药中间体 - 原料药中间体
• 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: 2-(氨甲基)吗啉
• 中文别名: 2-(氨基甲基)吗啉
• 英文名称: 1-morpholin-2-ylmethanamine
• 英文别名: 2-aminomethyl morpholine；morpholin-2-ylmethylamine；2-aminomethylmorpholine；2-(Aminomethyl)morpholine；morpholin-2-ylmethanamine
• CAS: 116143-27-2
• 化学式: C₅H₁₂N₂O
• mdl: MFCD03990581
• 分子量: 116.163
• InChiKey: OXYALYJRWGRVAM-UHFFFAOYSA-N

物化性质

• 沸点：
  202.5±15.0 °C(Predicted)
• 密度：
  0.982±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 储存条件：
  室温且干燥环境中使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(Aminomethyl)morpholine
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-(Aminomethyl)morpholine
CAS number: 116143-27-2

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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, refrigerated.
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: C5H12N2O
Molecular weight: 116.2

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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

2-(氨基甲基)吗啉是合成枸橼酸莫沙必利的重要起始原料。枸橼酸莫沙必利主要用于治疗功能性消化不良，其常见症状包括胃灼热、嗳气、恶心、呕吐、早饱以及上腹胀等。

反应信息

• 作为反应物：
  描述：

  2-(氨甲基)吗啉 在 20percent aq. HCl 作用下， 以 乙腈 为溶剂， 生成 7-[2-(Aminomethyl)morpholin-4-yl]-6-fluoro-4-oxo-1-(1,3-thiazol-2-yl)-1,8-naphthyridine-3-carboxylic acid;hydrochloride
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationships of Novel 7-Substituted 1,4-Dihydro-4-oxo-1-(2-thiazolyl)-1,8-naphthyridine-3-carboxylic Acids as Antitumor Agents. Part 1

  摘要：

  In an attempt to search for clinically useful antitumor agents, we have discovered that a series of 1,1-disubstituted-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acids possessed moderate cytotoxic activity.,We investigated the structure-activity relationships in this series of compounds by changing N-1 and C-7 positions and the core ring structure itself and evaluated the synthesized compounds against several murine and human tumor cell lines. These modifications led us to the following findings. (1) The 2-thiazolyl group at the N-1 position of the naphthyridine structure is the best substituent for antitumor activity. (2) Regarding core ring structure, the naphthyridine derivative is the most active followed by pyridopyrimidine analogue. (3) At the C-7 position, -aminopyrrolidine derivatives are more effective than other amines or thioether derivatives. Finally, the trans-3-amino-4-methoxypyrrolidinyl derivative (43j), and the 3-amino-3-methylpyrrolidinyl derivative (43f) as well as 3-aminopyrrolidinyl derivative (AT-3639, 1) were determined to be effective in in vitro and in vivo antitumor assays, and their activity was comparable to that of etoposide.

  DOI：

  10.1021/jm010057b
• 作为产物：
  描述：

  potassium;N-[2-hydroxy-3-(2-hydroxyethylamino)propyl]sulfamate 在 硫酸 作用下， 反应 5.0h， 生成 2-(氨甲基)吗啉
  参考文献：
  名称：

  从二羟基烷基氨基磺酸盐合成 2-取代吗啉

  摘要：

  摘要 通过二羟烷基氨基磺酸钾在浓硫酸中环化脱水制备了2-取代的吗啉和六氢-1,4-氧氮杂

  DOI：

  10.1007/bf02494855

文献信息

• [EN] 4—(1H— IMIDAZOL— 5— YL) -1H-PYRROLO [2, 3-B] PYRIDINES FOR USE IN THE TREATMENT OF LEUKAEMIAS, LYMPHOMAS AND SOLID TUMORS<br/>[FR] 4-(1H-IMIDAZOL-5-YL)-1H-PYRROLO [2,3-B] PYRIDINES DESTINÉES À ÊTRE UTILISÉES DANS LE TRAITEMENT DE LEUCÉMIES, DE LYMPHOMES ET DE TUMEURS SOLIDES
  申请人：UNIV MASARYKOVA

  公开号：WO2019185631A1

  公开（公告）日：2019-10-03

  The present invention relates to novel 4-(1H-imidazol-5-yl)-1H-pyrrolo[2,3-b]pyridine compounds which are useful in the treatment of lymphomas, leukaemias, and solid tumors.

  本发明涉及一种新型的4-(1H-咪唑-5-基)-1H-吡咯[2,3-b]吡啶化合物，可用于治疗淋巴瘤、白血病和实体肿瘤。
• [EN] ANTI-INFLAMMATORY MORPHOLIN-ACETAMIDE DERIVATIVES<br/>[FR] DERIVES DE MORPHOLINE-ACETAMIDE ANTI-INFLAMMATOIRES
  申请人：GLAXO GROUP LTD

  公开号：WO2003082862A1

  公开（公告）日：2003-10-09

  Certain compounds of formula (I): wherein: R1 represents substituted or unsubstituted heteroaryl; Y represents -(CRnaRnb)n-; Rna and Rnb are each independently hydrogen or C1-6alkyl; n is an integer from 1 to 5;R2 represents unsubstituted or substituted aryl or unsubstituted or substituted heteroaryl; R3 represents hydrogen or C1-6alkyl;and salts and solvates thereof are CCR-3 antagonists and are thus indicated to be useful in therapy.

  具有以下化学式（I）的某些化合物：其中：R1代表取代或未取代的杂环烷基；Y代表-(CRnaRnb)n-；Rna和Rnb分别独立地表示氢或C1-6烷基；n为1至5的整数；R2代表未取代或取代的芳基或未取代或取代的杂环烷基；R3代表氢或C1-6烷基；其盐和溶剂合物是CCR-3拮抗剂，因此被认为在治疗中有用。
• Quinazolinone derivatives possessing calcium uptake inhibiting activity
  申请人：Sumitomo Pharmaceuticals Co., Ltd.

  公开号：US05556860A1

  公开（公告）日：1996-09-17

  This invention is to provide quinazolinone derivatives, and their acid salts and quaternary ammonium salts, having an effect of preventing or treating diseases caused by calcium ion overload in cells, such as ischemic heart disease, ischemic cerebral disease and ischemic renal disease, and their usage. The quinazolinone derivatives are represented by the formula: ##STR1## typically, T represents an oxygen atom; Y represents a phenyl or cyclohexyl group; R.sup.1 represents a hydrogen or chlorine atom; R.sup.2 represents a hydrogen atom; ring W represents a benzene or pyridine ring; Z represents a group of the formula: ##STR2##

  这项发明提供了喹唑啉酮衍生物及其酸盐和季铵盐，具有预防或治疗由细胞内钙离子超载引起的疾病的作用，如缺血性心脏病、缺血性脑病和缺血性肾病，以及它们的用途。喹唑啉酮衍生物由以下公式表示：##STR1##通常，T代表氧原子；Y代表苯基或环己基；R.sup.1代表氢原子或氯原子；R.sup.2代表氢原子；环W代表苯环或吡啶环；Z代表以下式的基团：##STR2##
• [EN] MORPHOLIN-ACETAMIDE DERIVATIVES FOR THE TREATMENT OF INFLAMMATORY DISEASES<br/>[FR] DERIVES DE MORPHOLINE-ACETAMIDE POUR LE TRAITEMENT DES MALADIES INFLAMMATOIRES
  申请人：GLAXO GROUP LTD

  公开号：WO2003099287A1

  公开（公告）日：2003-12-04

  Compounds of formula I: (I) wherein:R1 represents C3-8 cycloalkyl-Y1-, aryl-Y1-, heteroaryl-Y1-, aryl- G-Y1-, heteroaryl-G-Y1-, C1-6 alkyl-G-Y1-, J1-Y1-, NR21R22-Y1-, NR21R22-CO-Y1- or R23-CONR21-Y1-;Q represents -(CR16R19)(CR18aR19a)t-, wherein t represents an integer from 0 to 3; R2 represents hydrogen or C1-6 alkyl; X represents ethylene or a group of formula CReRf wherein Re and Rf independently represent hydrogen or C1-4 alkyl or Re and Rf may together with the carbon atom to which they are attached form a C3-8 cycloalkyl group; R3 and R4 independently represent hydrogen or C1-4 alkyl; Z represents a bond, CO, SO2, CR9R6(CH2)n, (CH2)nCR9R6, CR9R6(CH2)nO, CR9R6(CH2)nS, CR9R6(CH2)nCO, COCR9R6(CH2)n or SO2CR9R6(CH2)n; R5 represents aryl, heteroaryl or aryl-C2-6 alkenyl-; R6 represents hydrogen, C1-4 alkyl, CONR7R8 or COOC1-6 alkyl; a and b represent 1 or 2, such that a+b represents 2 or 3; G represents -S-, -SO2-, -SO2NR20, -NR20SO2 or -NR20-; n represents an integer from 0 to 4; and salts and solvates thereof are CCR3 receptor antagonists and are thus indicated to be useful in therapy.

  化合物的式子为I：（I）其中：R1代表C3-8环烷基-Y1-，芳基-Y1-，杂芳基-Y1-，芳基-G-Y1-，杂芳基-G-Y1-，C1-6烷基-G-Y1-，J1-Y1-，NR21R22-Y1-，NR21R22-CO-Y1-或R23-CONR21-Y1-;Q代表-(CR16R19)(CR18aR19a)t-，其中t表示0到3的整数；R2代表氢或C1-6烷基；X代表乙烯或式子CReRf的基团，其中Re和Rf独立地代表氢或C1-4烷基，或Re和Rf可以与它们附着的碳原子一起形成C3-8环烷基；R3和R4独立地代表氢或C1-4烷基；Z代表键，CO，SO2，CR9R6(CH2)n，(CH2)nCR9R6，CR9R6(CH2)nO，CR9R6(CH2)nS，CR9R6(CH2)nCO，COCR9R6(CH2)n或SO2CR9R6(CH2)n；R5代表芳基，杂芳基或芳基-C2-6烯基-；R6代表氢，C1-4烷基，CONR7R8或COOC1-6烷基；a和b代表1或2，使得a+b代表2或3；G代表-S-，-SO2-，-SO2NR20，-NR20SO2或-NR20-；n代表0到4的整数；它们的盐和溶剂化物是CCR3受体拮抗剂，因此被认为在治疗中有用。
• 一种枸橼酸莫沙必利的绿色环保合成方法
  申请人：安徽修一制药有限公司

  公开号：CN107513044A

  公开（公告）日：2017-12-26

  本发明公开了一种枸橼酸莫沙必利的绿色环保合成方法，涉及有机合成技术领域，以2‑氨甲基吗啉作为原料，先与5‑氯‑4‑氨基‑2‑乙氧基苯甲酸经缩合反应得到中间体(C)，并利用醋酐对中间体(C)苯环上的氨基进行保护得到中间体(D)，中间体(D)再在无机碱存在下与对氟氯苄经烷基化反应制得中间体(E)，中间体(E)在柠檬酸水溶液中水解氨基保护基同时与柠檬酸成盐得到枸橼酸莫沙必利粗品，最后枸橼酸莫沙必利粗品经乙醇精制得到枸橼酸莫沙必利纯品。本发明使用价廉易得的2‑氨甲基吗啉直接引入吗啉基团，显著减少了三废的产生量，并提高了设备利用率，达到了绿色环保生产的目的。