1-异氰基-3-异丙氧基丙烷 | 602262-07-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-异氰基-3-异丙氧基丙烷
• 英文名称: 1-isocyano-3-isopropoxypropane
• 英文别名: 1-isocyano-3-propan-2-yloxypropane
• CAS: 602262-07-7
• 化学式: C₇H₁₃NO
• mdl: MFCD02664640
• 分子量: 127.186
• InChiKey: ZBVOUDVXZGFFDF-UHFFFAOYSA-N

物化性质

• 沸点：
  42-46 °C (6.0008 mmHg)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  13.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 储存条件：
  应将密闭保存在阴凉干燥的环境中。

SDS

Name:	1-Isocyano-3-isopropoxypropane 96% Material Safety Data Sheet
Synonym:
CAS:	602262-07-7

Section 1 - Chemical Product MSDS Name:1-Isocyano-3-isopropoxypropane 96% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
602262-07-7	1-Isocyano-3-isopropoxypropane	96%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Will burn if involved in a fire.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 602262-07-7: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear light yellow
Odor: stench
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 42 - 46 deg C @8hPa
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C7H13NO
Molecular Weight: 127.19

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 602262-07-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Isocyano-3-isopropoxypropane - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
IMO
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing Group: III
RID/ADR
Shipping Name: TOXIC LIQUID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2810
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 602262-07-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 602262-07-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 602262-07-7 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-异氰基-3-异丙氧基丙烷 、 2-溴-4-甲基苯甲酸 在 copper(l) iodide 、 氨 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 2,2,2-三氟乙醇 为溶剂， 反应 12.0h， 生成 2-(2-((3-isopropoxypropyl)amino)-2-oxoethyl)-3,6-dimethyl-1-oxo-1,2-dihydroisoquinoline-4-carboxylic acid
  参考文献：
  名称：

  Isoquinolone-4-Carboxylic Acids by Ammonia-Ugi-4CR and Copper-Catalyzed Domino Reaction

  摘要：

  高度取代的异喹诺酮-4-羧酸是一种重要的生物活性支架；然而，以一般和简短的方式访问它是具有挑战性的。通过使用氨和 2-卤代苯甲酸作为关键构建块，成功设计了涉及 Ugi 后环化策略的 Cu 催化级联反应。特权多取代异喹啉-1(2 H )-ones 以组合形式构建，通常具有中等至良好的产率。该协议具有无配体催化系统，显示出广泛的底物范围和对优异分子多样性的良好官能团耐受性。游离 4-羧基-异喹诺酮现在首次可通过收敛多组分反应方案获得。

  DOI：

  10.1021/acs.joc.1c01170
• 作为产物：
  描述：

  N-(3-isopropoxy-propyl)-formamide 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到1-异氰基-3-异丙氧基丙烷
  参考文献：
  名称：

  异氰化物2.0

  摘要：

  异氰酸酯官能团由于其在类胡萝卜素和三键特征之间的二分法而具有亲核和亲电子末端碳，在有机化学中表现出不同寻常的反应性，例如在Ugi反应中。不幸的是，仅按比例使用几种异氰酸酯妨碍了有关该官能团引人入胜的反应性的新发现。具有多个官能团的多种异氰酸酯的合成漫长，效率低下，并使化学家暴露于危险的烟雾中。在这里，我们提出了一种创新的异氰酸酯合成方法，它通过避免在96孔微量滴定板中以0.2 mmol规模在0.5 mol克规模进行平行合成而避免的水后处理，克服了这些问题。我们方法的优势包括提高合成速度，在非常温和的条件下可以使用迄今为止从未有过的未知或高度反应性的异氰酸酯类，可以快速使用大量官能化的异氰酸酯，具有较高的收率，高纯度，经过验证的5个数量级以上的可扩展性，增加的安全性和较少的反应浪费，从而大大减少了环境脚印。例如，迄今为止认为是不稳定的2-异氰基嘧啶，2-酰基苯基异氰酸酯，甚至邻-异氰基苯甲醛

  DOI：

  10.1039/d0gc02722g

文献信息

• One-Step Assembly of Carbamoyl-Substituted Heteroannelated [1,4]Thiazepines
  作者：Alexey P. Ilyn、Marina V. Loseva、Vladimir Y. Vvedensky、Elena B. Putsykina、Sergey E. Tkachenko、Dmitri V. Kravchenko、Alexandr V. Khvat、Mikhail Y. Krasavin、Alexandre V. Ivachtchenko

  DOI：10.1021/jo052640w

  日期：2006.3.31

  We present a convenient synthesis of novel heteroaryl-fused 3-oxo-1,4-thiazepine-5-carboxamides and 5-oxo-1,4-thiazepine-3-carboxamides using a modification of four-component Ugi condensation. We demonstrate the usefulness and versatility of the developed approach for the synthesis of variously substituted compounds and discuss the scope and limitations of the chemistry involved.

  我们提出了一种新颖的杂芳基融合的3-oxo-1,4-thiazepine-5-carboxamides和5-oxo-1,4-thiazepine-3-carboxamides的方便合成，使用四组分Ugi缩合修饰。我们证明了开发的方法用于合成各种取代的化合物的实用性和多功能性，并讨论了所涉及化学的范围和局限性。
• Combining High‐Throughput Synthesis and High‐Throughput Protein Crystallography for Accelerated Hit Identification
  作者：Fandi Sutanto、Shabnam Shaabani、Rick Oerlemans、Deniz Eris、Pravin Patil、Mojgan Hadian、Meitian Wang、May Elizabeth Sharpe、Matthew R. Groves、Alexander Dömling

  DOI：10.1002/anie.202105584

  日期：2021.8.9

  mmol scale synthesis on 96-well format and on a high-throughput nanoscale format in a highly automated fashion. High-throughput PX of our libraries efficiently yielded potent covalent inhibitors of the main protease of the COVID-19 causing agent, SARS-CoV-2. Our results demonstrate, that the marriage of in situ HT synthesis of (covalent) libraires and HT PX has the potential to accelerate hit finding

  蛋白质晶体学 (PX) 广泛用于推动药物优化的高级阶段或通过片段浸泡发现药物化学起点。然而，PX 的最新进展可能会使其在早期药物发现中发挥更综合的作用。在这里，我们首次展示了高通量合成和高通量 PX 的相互作用。我们描述了一种实用的多组分反应方法，适用于以高度自动化的方式在 96 孔格式和高通量纳米级格式上进行毫摩尔级合成的不同结构单元的丙烯酰胺和丙烯酰胺和酯。我们文库的高通量 PX 有效地产生了 COVID-19 致病因子 SARS-CoV-2 的主要蛋白酶的有效共价抑制剂。我们的结果表明，（共价）库的原位 HT 合成和 HT PX 的结合有可能加速命中发现并为药物化学项目提供有意义的策略。
• Automated and accelerated synthesis of indole derivatives on a nano-scale
  作者：Shabnam Shaabani、Ruixue Xu、Maryam Ahmadianmoghaddam、Li Gao、Martin Stahorsky、Joe Olechno、Richard Ellson、Michael Kossenjans、Victoria Helan、Alexander Dömling

  DOI：10.1039/c8gc03039a

  日期：——

  miniaturized and accelerated synthesis for efficient property optimization is a formidable challenge for chemistry in the 21st century as it helps to reduce resources and waste and can deliver products in shorter time frames. Here, we used for the first-time acoustic droplet ejection (ADE) technology and fast quality control to screen efficiency of synthetic reactions on a nanomole scale in an automated

  实现高效性能优化的自动化、小型化和加速合成是 21 世纪化学面临的巨大挑战，因为它有助于减少资源和浪费，并可以在更短的时间内交付产品。在这里，我们首次使用声学液滴喷射（ADE）技术和快速质量控制，以自动化和小型化的方式筛选纳摩尔级合成反应的效率。中断的费歇尔吲哚与 Ugi 型反应相结合，产生了几种有吸引力的药物样支架。在 384 孔板中，产生了一组不同的间断 Fischer 吲哚中间体，并通过两步序列与三环乙内酰脲骨架反应。同样，预制的 Fischer 吲哚中间体用于生产多种 Ugi 产品，并将效率与原位方法进行了比较。在制备毫摩尔规模上重新合成了多个反应，显示出从纳米到毫克的可扩展性，从而显示出合成实用性。前所未有的大量建筑被用于快速范围和限制研究（68 种异氰化物，72 种羧酸）。生成的大合成数据的小型化和分析使得能够更深入地探索化学空间，并获得以前不切实际或不可能的知识，例如反应、结构单元和官能团兼容性的快速调查。
• Diversity-oriented pyrazol-3-one synthesis based on hydrazinodipeptide-like units prepared via the Ugi reaction
  作者：Ekaterina Lakontseva、Mikhail Krasavin

  DOI：10.1016/j.tetlet.2010.05.133

  日期：2010.8

  N-Cyanoacetyl-N′-trifluoroacetyl-N′-alkylhydrazines, prepared via hydrazino-Ugi reaction, provided different pyrazol-3-ones when exposed to mildly acidic and mildly basic conditions at 60 °C. These approaches offer a facile access to two different pyrazol-3-one-containing chemotypes in a diversity-oriented fashion, in only two chemical operations from simple precursors.

  通过肼基-Ugi反应制备的N-氰基乙酰基-N'-三氟乙酰基-N'-烷基肼在60°C的弱酸性和弱碱性条件下提供了不同的吡唑3-酮。这些方法提供了以多样性为导向的方式轻松访问两种不同的含吡唑-3-一的化学型，而这仅是简单前体的两种化学操作。
• Nanoscale, automated, high throughput synthesis and screening for the accelerated discovery of protein modifiers
  作者：Kai Gao、Shabnam Shaabani、Ruixue Xu、Tryfon Zarganes-Tzitzikas、Li Gao、Maryam Ahmadianmoghaddam、Matthew R. Groves、Alexander Dömling

  DOI：10.1039/d1md00087j

  日期：——

  Hit finding in early drug discovery is often based on high throughput screening (HTS) of existing and historical compound libraries, which can limit chemical diversity, is time-consuming, very costly, and environmentally not sustainable. On-the-fly compound synthesis and in situ screening in a highly miniaturized and automated format has the potential to greatly reduce the medicinal chemistry environmental

  早期药物发现中的命中发现通常基于对现有和历史化合物库的高通量筛选 (HTS)，这会限制化学多样性，耗时、成本高昂，而且对环境不可持续。以高度小型化和自动化的方式进行动态化合物合成和原位筛选有可能大大减少药物化学环境足迹。在这里，我们使用声学分配技术基于纳摩尔级的 Groecke-Blackburn-Bienaymé 反应 (GBB-3CR) 合成了 1536 孔格式的文库。通过差示扫描荧光法 (DSF) 筛选未纯化的文库，并使用微量热泳动 (MST) 针对致癌蛋白-蛋白相互作用 menin-MLL 进行交叉验证。发现了几种 GBB 反应产物作为 μM menin 结合剂，并通过共晶结构分析阐明了与 menin 相互作用的结构基础。有机合成和筛选过程的小型化和自动化可以加速早期药物发现过程，这是经典高温超导的替代方案，也是迈向连续制造范式的一步。