3-氨甲基异喹啉 | 132833-03-5

• 物质功能分类: 医药中间体 - 异喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 3-氨甲基异喹啉
• 中文别名: 3-(氨基甲基)异喹啉二盐酸盐
• 英文名称: 3-aminomethyl isoquinoline
• 英文别名: (isoquinolin-3-yl)methanamine；Isoquinolin-3-ylmethanamine
• CAS: 132833-03-5
• 化学式: C₁₀H₁₀N₂
• mdl: MFCD06213703
• 分子量: 158.203
• InChiKey: TXMHNJDESIWXIA-UHFFFAOYSA-N

物化性质

• 沸点：
  315.0±17.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Isoquinolin-3-ylmethanamine
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: Isoquinolin-3-ylmethanamine
CAS number: 132833-03-5

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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: C10H10N2
Molecular weight: 158.2

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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

反应信息

• 作为反应物：
  描述：

  3-(氯甲基)异喹啉 、 3-氨甲基异喹啉 在 碳酸氢钠 作用下， 生成 tris(3-isoquinolylmethyl)amine
  参考文献：
  名称：

  Zinc-Specific Fluorescent Response of Tris(isoquinolylmethyl)amines (isoTQAs)

  摘要：

  Isoquinoline-based tetradentate ligands with C-3-symmetry, tris(1- or 3-isoquinolylmethyl)amine (1- or 3-isoTQA), have been prepared and their zinc-induced fluorescence enhancement was investigated. Upon excitation at 324 nm, 1-isoTQA shows very weak fluorescence (phi = similar to 0.003) in DMF/H2O (1/1) solution. In the presence of zinc ion, 1-isoTQA exhibits fluorescence increase (phi = 0.041) at 359 and 470 nm. This fluorescence enhancement at 470 nm is specific for zinc. However, 3-isoTQA exhibited a smaller fluorescence enhancement upon zinc complexation (phi = 0.017, lambda(em) = 360 and 464 run) compared with 1-isoTQA. Crystal structures of zinc complexes of isoTQAs demonstrate the diminished steric crowding and shorter Zn-N-aromatic distances compared with isoTQENs (N,N,N,N'-tetrakis(isoquinolylmethyl)ethylenediamines) leads to a higher fluorescent response toward zinc relative to cadmium.

  DOI：

  10.1021/ic202159v
• 作为产物：
  描述：

  3-氰基异喹啉 在 palladium on activated charcoal 、 氢气 作用下， 以 溶剂黄146 为溶剂， 以90%的产率得到3-氨甲基异喹啉
  参考文献：
  名称：

  乙酸铜（II）介导的邻氨基甲基甲基取代的异喹啉向双（异喹啉基羰基）酰胺的转化

  摘要：

  摘要在空气中与半当量的[Cu（OAc）2（H2O）]搅拌下，邻氨基甲基取代的异喹啉乙醇溶液可制得[Cu（1-L）（OAc）]（1）和[Cu（3- L）（OAc）]（2）{1-L ＝双（1-异喹啉基羰基）酰胺离子和3-L ＝双（3-异喹啉基羰基）酰胺离子}。该反应涉及亚甲基的氧化以及N–C（O）中氮和碳之间通过偶联形成的键。通过使用EDTA2-挤压Cu2 +离子，可以从化合物1-2中分离出游离的配体，为结晶固体。已经建立了1·2.5H2O的分子结构，并且铜（II）中心具有伪正方形平面的N3O环境。堆积图显示了中心对称二聚体的存在，其中两个铜中心通过酰胺官能团的O2原子分子间连接，从而形成Cu2O2单元。

  DOI：

  10.1016/j.poly.2011.10.038

文献信息

• [EN] BENZOPYRANE AND IMIDAZOLE DERIVATIVES USEFUL FOR THE STABILIZATION OF AMYLOIDOGENIC IMMUNOGLOBULIN LIGHT CHAINS<br/>[FR] DÉRIVÉS DE STABILISATION DE BENZOPYRANE ET D'IMIDAZOLE UTILISÉS POUR LA STABILISATION DE CHAÎNES LÉGÈRES D'IMMUNOGLOBULINES AMYLOÏDOGÉNIQUES
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2020205683A1

  公开（公告）日：2020-10-08

  In immunoglobulin light chain amyloidosis (AL), the unique antibody light chain (LC) protein that is secreted by monoclonal plasma cells in each patient misfolds and/or aggregates, a process leading to organ degeneration. For treating AL patients, such as those with substantial cardiac involvement who have difficulty tolerating existing chemotherapy regimens, provided herein are small molecule compounds of Formula Ia, Formula Ib, and Formula II that are kinetic stabilizers of the native dimeric structure of full-length LCs, which compounds can slow or stop the amyloidogenicity cascade at its origin.

  在免疫球蛋白轻链淀粉样变性（AL）中，每位患者体内由单克隆浆细胞分泌的独特抗体轻链（LC）蛋白会错误折叠和/或聚集，导致器官退化的过程。为了治疗AL患者，例如那些存在严重心脏受累且难以耐受现有化疗方案的患者，本文提供了化学式Ia、化学式Ib和化学式II的小分子化合物，这些化合物是全长LC的动力学稳定剂，可以减缓或停止淀粉样生成性级联反应的起源。
• [EN] CHEMICAL COMPOUNDS AS ANTIBIOTICS<br/>[FR] COMPOSÉS CHIMIQUES UTILISÉS COMME ANTIBIOTIQUES
  申请人：ANTABIO SAS

  公开号：WO2018172423A1

  公开（公告）日：2018-09-27

  The invention relates to a compound which is an indane derivative according to Formula (I), or a pharmaceutically acceptable salt thereof, [FORMULA (I)] wherein R1, R2, R3, n, R4, p¸ q, L, ׇ, X and m are as defined herein. The compounds are useful in the treatment of antibacterial infection either as stand alone antibiotics, or in combination with further antibiotics. The compounds can also be used in vitro, for example in cleaning compositions.

  该发明涉及一种化合物，根据式（I）为茚烷衍生物，或其药学上可接受的盐，[式（I）]其中R1、R2、R3、n、R4、p、q、L、ׇ、X和m如本文所定义。这些化合物在抗菌感染的治疗中非常有用，可以作为独立抗生素使用，也可以与其他抗生素联合使用。这些化合物还可以在体外使用，例如在清洁组合物中。
• Process for Production of Optically Active Quinuclidinols
  申请人：Noyori Ryoji

  公开号：US20090216019A1

  公开（公告）日：2009-08-27

  A novel ruthenium complex which is a highly efficient catalyst useful for the production of optically active 3-quinuclidinols, and a process for production of optically active 3-quinuclidinols using the ruthenium complex as a catalyst, where the optically active 3-quinuclidinols are useful as an optically active, physiologically active compound utilized in medicines and agrichemicals or as a synthetic intermediate such as a liquid crystal material.

  一种新颖的钌配合物，是一种高效催化剂，可用于生产光学活性的3-喹诺啉醇，并且提供一种以该钌配合物为催化剂生产光学活性3-喹诺啉醇的方法，其中光学活性的3-喹诺啉醇可用作光学活性、生理活性的化合物，用于药物和农药，或者作为合成中间体，如液晶材料。
• 一种制备(R)-3-奎宁环醇的方法
  申请人：中山奕安泰医药科技有限公司

  公开号：CN105085513B

  公开（公告）日：2017-10-31

  本发明提供了一种制备(R)‑3‑奎宁环醇的方法。一种制备(R)‑3‑奎宁环醇的方法，其特征在于包括如下步骤：1)先将3‑奎宁环酮盐酸盐在碱作用下解盐得到3‑奎宁环酮；2)再在无水无氧条件下，利用手性催化剂(S,S)xylskewphosRuBr2QUIMA和碱作用下将3‑奎宁环酮不对称氢化还原得到(R)‑3‑奎宁环醇。本发明的有益效果是：原料转化率达到99.5％以上，产品ee值达95％以上。
• Amyloidogenic immunoglobulin light chain kinetic stabilizers comprising a simple urea linker module reveal a novel binding sub-site
  作者：Nicholas L. Yan、Reji Nair、Alan Chu、Ian A. Wilson、Kristen A. Johnson、Gareth J. Morgan、Jeffery W. Kelly

  DOI：10.1016/j.bmcl.2022.128571

  日期：2022.3

  In immunoglobulin light chain (LC) amyloidosis, the misfolding, or misfolding and misassembly of LC a protein or fragments thereof resulting from aberrant endoproteolysis, causes organ damage to patients. A small molecule “kinetic stabilizer” drug could slow or stop these processes and improve prognosis. We previously identified coumarin-based kinetic stabilizers of LCs that can be divided into four

  在免疫球蛋白轻链 (LC) 淀粉样变性中，由异常内切蛋白水解引起的 LC 蛋白质或其片段的错误折叠或错误折叠和错误组装会对患者造成器官损伤。一种小分子“动力学稳定剂”药物可以减缓或停止这些过程并改善预后。我们之前确定了基于香豆素的 LC 动力学稳定剂，可分为四个部分，包括“连接器模块”和“远端子结构”。我们之前的研究侧重于表征氨基甲酸酯、乙内酰脲和螺环脲接头模块，它们结合在 V L -V L的溶剂暴露位点LC 二聚体的域界面。在这里，我们报告了基于 7-二乙氨基香豆素的动力学稳定剂的构效关系数据。该子结构占据了先前表征的“锚腔”和“芳香狭缝”。评估了终止于连接在该香豆素环 3 位的各种远端亚结构的酰胺和尿素接头模块的效力。令人惊讶的是，基于 7-二乙氨基香豆素的动力学稳定剂的晶体学数据表明，连接在 3 位的尿素接头模块和远端亚结构结合了全长 LC 二聚体的溶剂暴露区域，这与之前表征的位点不同。我们的结果进一步阐述了