(S)-3-羧基吗啉 | 106825-79-0

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (S)-3-羧基吗啉
• 中文别名: (S)-3-吗啉基羧酸；(S)-3-吗啉甲酸
• 英文名称: (S)-morpholine-3-carboxylic acid
• 英文别名: (3S)-morpholin-4-ium-3-carboxylate
• CAS: 106825-79-0
• 化学式: C₅H₉NO₃
• 分子量: 131.131
• InChiKey: JUNOWSHJELIDQP-BYPYZUCNSA-N

物化性质

• 沸点：
  298 ºC
• 密度：
  1.239
• 闪点：
  134 ºC

计算性质

• 辛醇/水分配系数(LogP)：
  -3.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (S)-Morpholine-3-carboxylic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
Wear protective gloves/protective clothing/eye protection/face protection
P280:

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Section 3. Composition/information on ingredients.
Ingredient name: (S)-Morpholine-3-carboxylic acid
CAS number: 106825-79-0

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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.
Storage: Store in closed vessels.

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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
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C5H9NO3
Molecular weight: 131.1

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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

用途

吗啉化合物广泛存在于天然产物中，具有很强的生物活性，是许多药物的重要药效团。其中，(S)-3-吗啉甲酸是一种羧酸类化合物，可用作重要的医药和化工中间体。

制备

目标化合物(S)-3-羧基吗啉可以通过两种主要途径合成：一种是以氧代赖氨酸为起始物料，经关环反应制备；另一种则以吗啉为起始物料，先进行醛基取代，再经过氧化反应得到。其合成反应式如下图所示。

反应信息

• 作为反应物：
  描述：

  (S)-3-羧基吗啉 在 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 生成 (S)-morpholine-3-carboxylic acid sodium salt
  参考文献：
  名称：

  环状氨基酸盐作为不对称迈克尔反应的催化剂

  摘要：

  使用不同的手性环状氨基酸碱金属盐和铵盐作为催化剂将醛不对称地迈克尔加成至硝基苯乙烯。反应产率和立体选择性略微取决于盐阳离子。用（S）-吗啉-3-羧酸盐可获得最高的反应收率（最高100％），这给出了中等至良好的对映选择性（最高72％ee）和非对映选择性（dr最高89:11）而脯氨酸钠盐（ee 88％）可获得最高的选择性。

  DOI：

  10.1016/j.tetasy.2010.02.025
• 作为产物：
  描述：

  (3S)-3,4-吗啉二羧酸 4-叔丁酯 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (S)-3-羧基吗啉
  参考文献：
  名称：

  作为细胞凋亡蛋白抑制剂的化合物及其应用

  摘要：

  本发明属于医药化学领域，涉及一类细胞凋亡蛋白抑制剂的化合物及其应用，具体地，本发明提供式I所示的化合物或其异构体、药学上可接受的盐、溶剂化物、结晶或前药，它们的制备方法以及含有这些化合物的药物组合物和这些化合物或组合物用于治疗和/或预防IAPs过度表达相关疾病，例如病毒感染、癌症、组织增生类疾病或者炎性疾病的用途。本发明的化合物对IAPs具有良好的抑制活性，非常有望成为病毒感染、癌症、组织增生类疾病或者炎性疾病的治疗药物。

  公开号：

  CN108440507B

文献信息

• Beta-carbolines useful for treating inflammatory disease
  申请人：Hepperle E. Michael

  公开号：US20050239781A1

  公开（公告）日：2005-10-27

  This invention provides beta-carboline compounds of formula III-A-aa: wherein Q, G, R 1 , R 2 , R 3 , and R 6b are as described in the specification. The compounds are useful for treating diseases such as inflammatory diseases and cancer.

  这项发明提供了III-A-aa式的β-咔啉化合物： 其中Q、G、R1、R2、R3和R6b如规范中所述。这些化合物可用于治疗炎症性疾病和癌症等疾病。
• 作为细胞凋亡蛋白抑制剂的化合物及其应用
  申请人：南京圣和药物研发有限公司

  公开号：CN108440507B

  公开（公告）日：2022-10-18

  本发明属于医药化学领域，涉及一类细胞凋亡蛋白抑制剂的化合物及其应用，具体地，本发明提供式I所示的化合物或其异构体、药学上可接受的盐、溶剂化物、结晶或前药，它们的制备方法以及含有这些化合物的药物组合物和这些化合物或组合物用于治疗和/或预防IAPs过度表达相关疾病，例如病毒感染、癌症、组织增生类疾病或者炎性疾病的用途。本发明的化合物对IAPs具有良好的抑制活性，非常有望成为病毒感染、癌症、组织增生类疾病或者炎性疾病的治疗药物。
• [EN] BETA-CARBOLINES USEFUL FOR TREATING INFLAMMATORY DISEASE<br/>[FR] BETA-CARBOLINES UTILES POUR TRAITER UNE MALADIE INFLAMMATOIRE
  申请人：MILLENNIUM PHARM INC

  公开号：WO2004092167A1

  公开（公告）日：2004-10-28

  This invention provides beta-carboline compounds of formula (I) wherein Ring A is a substituted pyridinyl, pyrimidinyl, morpholinyl, piperidinyl, piperazinyl, pyrrolidinyl, pyranyl, tetrahydrofuranyl, cyclohexyl, cyclopentyl or thiomorpholinyl ring and R1, R2 and R3 are as described in the specification. The compounds are IKK-2 inhibitors that are useful for treating IKK-2 mediated diseases such as inflammatory diseases and cancer.

  这项发明提供了式（I）中的β-咔啉化合物，其中环A是取代的吡啶基、嘧啶基、吗啉基、哌啶基、哌嗪基、吡咯啉基、吡喃基、四氢呋喃基、环己基、环戊基或硫代吗啉基环，R1、R2和R3如规范中所述。这些化合物是IKK-2抑制剂，可用于治疗IKK-2介导的疾病，如炎症性疾病和癌症。
• 1,2,3,4-TETRAHYDROQUINOXALINE DERIVATIVE, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF
  申请人：Abbisko Therapeutics Co., Ltd.

  公开号：US20220009894A1

  公开（公告）日：2022-01-13

  A 1,2,3,4-tetrahydroquinoxaline derivative having a structure as represented by formula (I), preparation method therefor and application thereof. These compounds can be widely applied to preparation of drugs for treating one or more tumors, cancers, metabolic diseases, autoimmune diseases or disorders, and a new generation of RORγt agonist drugs is expected to be developed.

  一种具有如公式（I）所示结构的1,2,3,4-四氢喹喔啉衍生物，其制备方法及应用。这些化合物可以广泛应用于制备用于治疗一个或多个肿瘤、癌症、代谢性疾病、自身免疫疾病或紊乱的药物，预计将开发出新一代RORγt激动剂药物。
• DIHYDROPYRIMIDINE COMPOUNDS AND THEIR APPLICATION IN PHARMACEUTICALS
  申请人：SUNSHINE LAKE PHARMA CO., LTD.

  公开号：US20150152096A1

  公开（公告）日：2015-06-04

  Provided herein are dihydropyrimidine compounds and their pharmaceutical applications, especially for use in treating and preventing HBV diseases. Specifically, provided herein are compounds having Formula (I) or (Ia), or an enantiomer, a diastereoisomer, a tautomer, a hydrate, a solvate, or a pharmaceutically acceptable salt thereof, wherein the variables of the formulas are as defined in the specification. Also provided herein is the use of the compounds having Formula (I) or (Ia), or an enantiomer, a diastereoisomer, a tautomer, a hydrate, a solvate, or a pharmaceutically acceptable salt thereof for treating and preventing HBV diseases.

  本文提供了二氢嘧啶化合物及其药物应用，特别用于治疗和预防HBV疾病。具体来说，本文提供了具有化学式（I）或（Ia）的化合物，或其对映体、二对映异构体、互变异构体、水合物、溶剂合物或其药学上可接受的盐，其中化学式的变量如规范中所定义。本文还提供了利用具有化学式（I）或（Ia）的化合物，或其对映体、二对映异构体、互变异构体、水合物、溶剂合物或其药学上可接受的盐来治疗和预防HBV疾病。