3-哌啶甲酸甲酯盐酸盐 | 89895-55-6

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 3-哌啶甲酸甲酯盐酸盐
• 中文别名: 哌啶-3-羧酸甲酯盐酸盐
• 英文名称: methyl piperidine-3-carboxylate hydrochloride
• 英文别名: methyl piperidine-3-carboxylate;hydrochloride
• CAS: 89895-55-6
• 化学式: C₇H₁₃NO₂*ClH
• mdl: MFCD01861791
• 分子量: 179.647
• InChiKey: BQQZKNAQDKIGGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.18
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  38.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl piperidine-3-carboxylate, 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: Methyl piperidine-3-carboxylate, HCl
CAS number: 89895-55-6

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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: C7H14ClNO2
Molecular weight: 179.6

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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

反应信息

• 作为反应物：
  描述：

  3-哌啶甲酸甲酯盐酸盐 在 N-甲基吗啉 、 lithium hydroxide 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 反应 21.5h， 生成 3-{[1-((R)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoyl)-piperidine-3-carbonyl]-amino}-propionic acid benzyl ester
  参考文献：
  名称：

  Design and Evaluation of Nonpeptide Fibrinogen .gamma. Chain-Based GPIIB/IIIA Antagonists

  摘要：

  Two series of nonpeptide turn mimetics were designed by analysis of the solution NMR structure of the 385-411 sequence of the gamma-chain of fibrinogen. These compounds, based on the KQAGD (Lys-Gln-Ala-Gly-Asp, 406-410) sequence, were synthesized and studied in vitro. The most interesting compound from our study, RWJ 50042 (25), exhibits potent inhibition of fibrinogen binding to GPIIb/IIIa (IC50 = 0.009 mu M), as well as thrombin- or collagen-induced platelet aggregation (IC50 = 0.76, 0.14 mu M). Since the 400-411 sequence is required for gamma-chain bioactivity and is a unique recognition sequence among ligands for integrins, vis-a-vis other RGD (Arg-Gly-Asp)-presenting proteins, these turn mimetics may represent a new, selective approach to antagonism of the fibrinogen receptor.

  DOI：

  10.1021/jm00010a002
• 作为产物：
  描述：

  烟酸 在 platinum(IV) oxide 盐酸 、 氯化亚砜 、 氢气 作用下， 以 水 为溶剂， 20.0 ℃ 、500.0 kPa 条件下， 反应 53.0h， 生成 3-哌啶甲酸甲酯盐酸盐
  参考文献：
  名称：

  Chemoenzymatic approach to enantiopure piperidine-based β-amino esters in organic solvents

  摘要：

  This research concentrates on the enantioselectivities of lipase-catalysed reactions with methyl esters of 2-piperidylacetic acid and 3-piperidinecarboxylic acid derivatives. N-Acetylated 2-piperidylacetic acid methyl ester displayed good enantioselectivity (E = 66) in a 1:1 mixture of diisopropyl ether and butyl butanoate in the presence of lipase PS-C IT from Burkholderia cepacia. The reaction is known as interesterification with butyl butanoate rather than alcoholysis with the butanol, because butyl butanoate has to be first hydrolysed or go through alcoholysis with MeOH in order to release butanol. Other N-protective groups (Boc, Ns, Fmoc and Bzn) gave excellent en anti oselectivity (E > 200) under the same conditions, and a gram-scale resolution was performed with N-Boc-2-piperidylacetic acid methyl ester. Reaction with a 3-piperidylcarboxylic acid derivative took place with disappointingly low enantioselectivity (E = 4), with Candida antarctica lipase B being the best of the lipases screened. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.01.027

文献信息

• Synthesis and Biological Activity of (S)-2-Amino-3(2,5-dihydro-5-oxo-4-isoxazolyl)propanoic Acid (TAN-950 A) Derivatives.
  作者：Norikazu TAMURA、Yoshihiro MATSUSHITA、Toshi IWAMA、Setsuo HARADA、Shoji KISHIMOTO、Katsumi ITOH

  DOI：10.1248/cpb.39.1199

  日期：——

  starting with methyl (S)- and (R)-N-Boc-pyroglutamate (8) via acylation at the C-4 position followed by isoxazolone formation with hydroxylamine and subsequent deprotection reactions. The lactam 16, prepared from (RS)-aminoadipic acid, and dimethyl esters 19 of (R)- and (S)-aspartic acid were converted to (RS)-3-methyl-homo-TAN-950 A (15i) and optically active nor-TAN-950 A derivatives 15j--o, respectively

  （S）-2-氨基-3-（2,5-二氢-5-氧代-4-异恶唑基）丙酸（TAN-950 A（1））是一种新型氨基酸抗生素，对谷氨酸受体具有高亲和力中枢神经系统。为了提高对谷氨酸受体的亲和力，研究了TAN-950 A衍生物6a-o，15a-o的构效关系。以（S）-和（R）-N-Boc-焦谷氨酸甲酯（8）为起始原料，通过C-4位的酰化反应合成旋光性TAN-950 A类似物15a-h，然后与羟胺形成异恶唑酮并随后脱保护反应。将由（RS）-氨基己二酸和（R）-和（S）-天冬氨酸的二甲酯19制备的内酰胺16转化为（RS）-3-甲基-homo-TAN-950 A（15i）和利用相似的反应序列分别对光学活性的nor-TAN-950 A衍生物15j-o进行了研究。大多数TAN-950 A衍生物6a-o，15a-o对谷氨酸受体具有亲和力。3-烷基衍生物15b，d-g特别显示出对喹喹啉亚型受体的高亲和力，并对海马
• Macahydantoins A and B, two new thiohydantoin derivatives from Maca ( Lepidium meyenii ): Structural elucidation and concise synthesis of macahydantoin A
  作者：Mu-Yuan Yu、Xu-Jie Qin、Li-Dong Shao、Xing-Rong Peng、Lei Li、Han Yang、Ming-Hua Qiu

  DOI：10.1016/j.tetlet.2017.03.038

  日期：2017.4

  Macahydantoins A (1) and B (2), two new thiohydantoin derivatives with an unprecedented skeleton, were isolated from maca (Lepidium meyenii). Their structures and absolute configurations were fully established by extensive spectroscopic and computational methods. The totally chemical synthesis of macahydantoin A was achieved via benzylamine and methyl piperidine-3-carboxylate hydrochloride through

  Macahydantoins A（1）和B（2）是两个新的具有前所未有骨架的硫代乙内脲衍生物，从玛卡（Lepidium meyenii）中分离出来。它们的结构和绝对构型是通过广泛的光谱和计算方法完全确定的。Macahydantoin A的完全化学合成是通过苄胺和哌啶-3-羧酸甲酯盐酸盐通过亲核加成和分子内脱水缩合实现的。
• [EN] SUBSTITUTED (PIPERIDIN-1-YL)ARYL ANALOGUES FOR MODULATING AVILACTIVITY<br/>[FR] ANALOGUES DE (PIPÉRIDIN-1-YL)ARYLE SUBSTITUÉS POUR LA MODULATION DE L'ACTIVITÉ DE L'AVIL
  申请人：UNIV VIRGINIA PATENT FOUNDATION

  公开号：WO2020223715A1

  公开（公告）日：2020-11-05

  In one aspect, the disclosure relates to compounds useful to regulate, limit, or inhibit the expression of AVIL (advillin), methods of making same, pharmaceutical compositions comprising same, and methods of treating disorders associated with AVIL dysregulation using same. In aspects, the disclosed compounds, compositions and methods are useful for treating disorders or diseases in which the regulation, limitation, or inhibition of the expression of AVIL can be clinically useful, such as, for example, the treatment of cancer. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.

  在一个方面，该披露涉及到有用于调节、限制或抑制AVIL（advillin）表达的化合物，制备方法，包含相同化合物的药物组合物，以及使用相同化合物治疗与AVIL失调相关的疾病的方法。在披露的方面，所述的化合物、组合物和方法可用于治疗调节、限制或抑制AVIL表达在临床上有用的疾病或疾病，例如癌症的治疗。本摘要旨在作为在特定领域进行搜索的扫描工具，并不意味着限制本披露。
• Novel Betaines of the Hexaalkylguanidinio-carboxylate Type
  作者：Matthias Walter、Gerhard Maas

  DOI：10.1515/znb-2009-11-1248

  日期：2009.12.1

  Betaines 7a, b and 8a, b have been prepared from 3- and 4-piperidinecarboxylic acid and N,N,N',N'-tetraalkyl-chloroformamidinium chlorides via the corresponding methyl esters. These betaines are highly hygroscopic, thermally very stable, and, with the exception of 7b, have rather low melting points. They undergo a surprisingly facile alkaline cleavage of the hexaalkylguanidinium moiety. They react with dichloromethane by a twofold nucleophilic substitution to form methylene dicarboxylates such as 11. TheNMR (¹H, ¹³C) data of betaines 7 and 8 are discussed

  7a、b和8a、b的甜菜碱已经从3-和4-哌啶羧酸以及N,N,N',N'-四烷基氯甲酰胺盐经由相应的甲酯制备而成。这些甜菜碱具有高吸湿性，热稳定性很高，除了7b之外，它们的熔点都相当低。它们通过六烷基胍基团的碱性裂解反应非常容易。它们与二氯甲烷发生双向亲核取代反应，形成亚甲基二羧酸酯，如11。讨论了甜菜碱7和8的NMR（1H、13C）数据。
• A Light‐Controllable Chemical Modulation of m ⁶ A RNA Methylation
  作者：Ling Lan、Ying‐Jie Sun、Xiao‐Yang Jin、Li‐Jun Xie、Li Liu、Liang Cheng

  DOI：10.1002/anie.202103854

  日期：2021.8.9

  its biological activity. Short UV light exposure of cells treated with that caged molecule in a few minutes resulted in a considerable hypermethylation of m6A modification in transcriptome RNAs, implicating a rapid release of the parent active compound. This study validates for the first time the photo-activatable small organic molecular concept in the field of RNA epigenetic research, which represents

  具有可光去除保护基团的生物活性小分子为相应的生物效应提供了空间和时间控制。我们介绍了第一个光活化小分子甲基转移酶激动剂的设计、合成、计算和实验评估。通过用光可去除的邻硝基苄基部分阻断 MPCH 上的功能性 NH 基团，我们开发了一种完全隐藏其生物活性的有前途的光笼化合物。在几分钟内用该笼状分子处理的细胞的短紫外光照射导致 m 6的显着超甲基化转录组 RNA 的修饰，暗示母体活性化合物的快速释放。这项研究首次验证了 RNA 表观遗传研究领域的光活化小有机分子概念，它代表了时空和细胞调节方法中的一种新工具。