N-甲基-D-丙氨酸 | 29475-64-7

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 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: N-甲基-D-丙氨酸
• 英文名称: N-methyl-D-alanine
• 英文别名: (R)-N-methylalanine；D-(R)-2-(methylamino)propanoic acid；N-methylalanine；methyl-D-alanine；N-Me-D-Ala；(2R)-2-(methylazaniumyl)propanoate
• CAS: 29475-64-7
• 化学式: C₄H₉NO₂
• 分子量: 103.121
• InChiKey: GDFAOVXKHJXLEI-GSVOUGTGSA-N

物化性质

• 沸点：
  190.1±23.0 °C(Predicted)
• 密度：
  1.048±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.5
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Me-D-Ala-OH HCl
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: N-Me-D-Ala-OH HCl
CAS number: 29475-64-7

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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: C4H9NO2.ClH
Molecular weight: 139.6

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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, hydrogen chloride.

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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

甲基-D-丙氨酸是一种丙氨酸衍生物。

反应信息

• 作为反应物：
  描述：

  N-甲基-D-丙氨酸 、 苯磺酰氯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以48.7%的产率得到(R)-2-(N-methylphenylsulfonamido)-propanoic acid
  参考文献：
  名称：

  [EN] DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS
  [FR] DÉRIVÉS D'ALCOOLS ALKYLIQUES DE 1-PHÉNYL-2-PYRIDINYLE EN TANT QU'INHIBITEURS DE PHOSPHODIESTÉRASE

  摘要：

  这项发明涉及磷酸二酯酶4（PDE4）的抑制剂。更具体地，该发明涉及1-苯基-2-吡啶基烷基醇衍生物，制备这类化合物的方法，含有它们的组合物以及它们的治疗用途。

  公开号：

  WO2013045280A1
• 作为产物：
  描述：

  在 sodium periodate 、 盐酸 作用下， 以 甲醇 为溶剂， 反应 22.0h， 生成 N-甲基-D-丙氨酸
  参考文献：
  名称：

  黄曲霉菌素A（一种由寄生曲霉产生的黄曲霉毒素的特异性抑制剂）的绝对构型。

  摘要：

  Aflastatin A（1）是一种由寄生曲霉产生的黄曲霉毒素的特异性抑制剂。它具有带有长烷基侧链的四酸衍生物的新型结构。在这项研究中化学阐明了1个化合物中29个手性中心的绝对构型。首先，从1或其甲基醚（2）制备四个小片段分子，并将它们的绝对结构分配为N-甲基-D-丙氨酸，（2S，4R）-2、4-二甲基-1,6-己二醇二苯甲酸酯，（R）-3-羟基十二烷酸和（R）-1,1,2,4-丁三醇三苯甲酸酯。接下来，通过NaIO（4）氧化从1中获得具有13个手性中心的无环片段分子3，并通过基于J的构型分析阐明了其相对立体化学。通过分析（3）J（H，H）和（2,3）J（C，H）的耦合常数以及ROE数据，验证了3的相对构型。最后，通过进一步的基于J的构型分析，使用由2个具有28个手性碳的片段分子7，澄清了1个烷基侧链中的所有相对构型。通过将这些相对构型与前四个片段分子的绝对构型联系起来，可以完全确定1的绝对立体化学。

  DOI：

  10.1021/jo991284c

文献信息

• Urumamide, a novel chymotrypsin inhibitor with a β-amino acid from a marine cyanobacterium Okeania sp.
  作者：Yuki Kanamori、Arihiro Iwasaki、Shinpei Sumimoto、Kiyotake Suenaga

  DOI：10.1016/j.tetlet.2016.08.012

  日期：2016.9

  Urumamide, a novel cyclic depsipeptide that contains a β-amino acid, was isolated from a marine cyanobacterium Okeania sp. Its gross structure was determined by spectroscopic analyses, and the absolute configuration was established based on Marfey’s analyses and chiral HPLC analyses of hydrolysis products. Biologically, urumamide inhibited the growth of human cancer cells. In addition, urumamide inhibited

  从海洋蓝藻Okeania sp。分离出一种新型的环状β肽Urumamide。通过光谱分析确定其总体结构，并基于Marfey分析和水解产物的手性HPLC分析建立绝对构型。从生物学上说，尿嘧啶抑制人类癌细胞的生长。此外，尿嘧啶可抑制胰凝乳蛋白酶。
• Parallel Solution Phase Synthesis and Preliminary Biological Activity of a 5′-Substituted Cytidine Analog Library
  作者：Omar Moukha-Chafiq、Robert C. Reynolds、Jacob C. Wilson、Timothy S. Snowden

  DOI：10.1021/acscombsci.9b00072

  日期：2019.9.9

  NIH Roadmap Initiative and the Pilot Scale Library (PSL) Program. Reaction core compounds contained -NH2 (2) and -COOH (44 and 93) groups that were coupled to a diversity of reactants in a parallel, solution phase format to produce the target library. The assorted reactants included -NH2, -CHO, -SO2Cl, and -COOH functional groups, and condensation with the intermediate core materials 2 and 44 followed

  通过美国国立卫生研究院路线图计划和中试规模库（PSL）计划的资助，合成了一个由109个成员组成的5'-取代胞苷类似物库。反应核心化合物包含-NH2（2）和-COOH（44和93）基团，这些基团以平行溶液相的形式与多种反应物偶联，生成目标库。所分类的反应物包括-NH 2，-CHO，-SO 2 Cl和-COOH官能团，并且与中间核材料2和44缩合，然后进行酸性水解，以良好的产率和高纯度产生了3-91。d-苯丙氨酸甲酯的氨基末端与44和NaOH处理的游离5'-COOH的连接产生了核心库-COOH前体93。化合物93是我们独特的二肽基胞苷类似物94-114文库的重要组成部分，它通过-COOH基团与众多商业胺的酰胺偶联，然后进行酸性脱保护作用。通过MLPCN程序对完整的最终文库进行的初步筛选显示，在不同的生物学过程中命中数不多。这些命中可以被认为是命中率领先的优化和开发研究的起点。
• Evolved Diversification of a Modular Natural Product Pathway: Apratoxins F and G, Two Cytotoxic Cyclic Depsipeptides from a Palmyra Collection of Lyngbya bouillonii
  作者：Kevin Tidgewell、Niclas Engene、Tara Byrum、Joseph Media、Takayuki Doi、Fred A. Valeriote、William H. Gerwick

  DOI：10.1002/cbic.201000070

  日期：——

  Tropical cytotoxin: A collection of Lyngbya bouillonii from Palmyra Atoll in the Central Pacific, a site several thousand kilometers distant from all previous collections of this chemically prolific species of cyanobacterium, was found to contain two new cancer cell cytotoxins of the apratoxin family.

  热带细胞毒素：发现来自中太平洋巴尔米拉环礁的Lyngbya bouillonii的集合，该地点距离这种化学多产的蓝藻物种的所有先前集合数千公里，被发现含有两种新的 apratoxin 家族的癌细胞细胞毒素。
• Novel Compounds 002
  申请人：Beha Sara

  公开号：US20090062251A1

  公开（公告）日：2009-03-05

  Compounds of Formulae I, or pharmaceutically acceptable salts thereof: wherein R 1 , R 2 and Y are as defined in the specification as well as salts and pharmaceutical compositions including the compounds are prepared. They are useful in therapy, in particular in the management of pain.

  式I的化合物，或其药用可接受的盐： 其中R1、R2和Y如规范中定义的那样，以及包括这些化合物的盐和药物组合物已经准备好。它们在治疗中很有用，特别是在疼痛管理中。
• DERIVATIVES OF 1-PHENYL-2-PYRIDINYL ALKYL ALCOHOLS AS PHOSPHODIESTERASE INHIBITORS
  申请人：Chiesi Farmaceutici S.p.A.

  公开号：US20130079313A1

  公开（公告）日：2013-03-28

  The invention relates to inhibitors of the phosphodiesterase 4 (PDE4) enzyme. More particularly, the invention relates to compounds that are derivatives of 1-phenyl-2-pyridinyl alkyl alcohols, methods of preparing such compounds, compositions containing them and therapeutic use thereof.

  这项发明涉及磷酸二酯酶4（PDE4）的抑制剂。更具体地，该发明涉及1-苯基-2-吡啶基烷基醇衍生物，制备这类化合物的方法，含有它们的组合物以及它们的治疗用途。

表征谱图