异氰酰基环丙烷 | 4747-72-2

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 环烃
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 异氰酰基环丙烷
• 英文名称: isocyanatocyclopropane
• 英文别名: cyclopropyl isocyanate
• CAS: 4747-72-2
• 化学式: C₄H₅NO
• mdl: MFCD02093694
• 分子量: 83.0898
• InChiKey: DBBRJAWSDTYYBM-UHFFFAOYSA-N

物化性质

• 沸点：
  87.0±9.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、甲醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 包装等级：
  II
• 危险类别：
  6.1,3
• 危险性防范说明：
  P210,P233,P235,P240,P241,P242,P243,P260,P261,P264,P270,P271,P280,P301+P310,P302+P352,P303+P361+P353,P304,P304+P340,P305+P351+P338,P311,P312,P321,P322,P330,P332+P313,P337+P313,P340,P361,P362,P363,P370+P378,P403,P403+P233,P403+P235,P405,P501
• 危险品运输编号：
  3080
• 危险性描述：
  H225,H301,H311,H315,H319,H331,H335
• 储存条件：
  -20°C，干燥，密封

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Isocyanatocyclopropane
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: Isocyanatocyclopropane
CAS number: 4747-72-2

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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, refrigerated.
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: C4H5NO
Molecular weight: 83.1

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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

反应信息

• 作为反应物：
  描述：

  异氰酰基环丙烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 16.33h， 以19%的产率得到1-cyclopropyl-3-(6-(pyridin-2-yl)-5-(pyridin-4-yl)pyrazin-2-yl)urea
  参考文献：
  名称：

  WO2007/17096

  摘要：

  公开号：
• 作为产物：
  描述：

  环丙甲酸 在 4-二甲氨基吡啶 、 1,1,1-trichloro-2-methylpropan-2-yl azidoformate 作用下， 以 乙腈 为溶剂， 生成 异氰酰基环丙烷
  参考文献：
  名称：

  使用 1,1-二甲基-2,2,2-三氯乙氧基羰基叠氮化物的 DMAP 催化一锅 Curtius 重排

  摘要：

  我们报告了使用 1,1-二甲基-2,2,2-三氯乙氧基羰基叠氮化物 (DMTN 3 ) 和 4-(二甲氨基)吡啶 (DMAP) 作为催化剂开发的可控、无碱、一锅 Curtius 重排。该催化过程的范围涵盖一系列伯、仲和叔烷基和芳基羧酸，可实现烷基或芳基异氰酸酯的有效立体有择构造。报道了天然产物和药物分子的后期脱羧异氰化、几种药物的快速合成以及原位生成的 DMTN 3的利用的例子。对该机理的详细研究表明，反应速率取决于DMAP催化剂的浓度，这确保了反应是一个温和且可控的过程。

  DOI：

  10.1021/acs.orglett.3c01580
• 作为试剂：
  描述：

  rac-4-methyl-N-[(5S,6R)-1-methyl-8-oxo-1-azaspiro[4.5]decan-6-yl]benzenesulfonamide 、 甲胺 在 溶剂黄146 、 异氰酰基环丙烷 作用下， 以 甲醇 、 四氢呋喃 为溶剂， 以33 %的产率得到rac-4-methyl-N-[(5S,6R,8R)-1-methyl-8-(methylamino)-1-azaspiro[4.5]decan-6-yl]benzenesulfonamide
  参考文献：
  名称：

  二氮杂螺三环的支架重塑能够合成具有不同表型效应的多种富含 sp3 的化合物

  摘要：

  简单前体的结构和功能多样性：通过对易于制备的螺三环脲进行支架重塑（环裂解、扩展和添加），可以有效地进入富含多种 sp 3的化合物库。尽管具有共同的前体，所得的文库仍显示出显着的支架多样性，而单个化合物在细胞绘制测定中表现出独特的表型效应，表明该文库在功能上也具有多样性。

  DOI：

  10.1002/chem.202203992

文献信息

• [EN] SUBSTITUTED HETEROCYCLES AS BROMODOMAIN INHIBITORS<br/>[FR] HÉTÉROCYCLES SUBSTITUÉS À TITRE D'INHIBITEURS DE BROMODOMAINES
  申请人：ZENITH EPIGENETICS CORP

  公开号：WO2016092375A1

  公开（公告）日：2016-06-16

  The present application relates to substituted heterocycles compound of Formula I and pharmaceutical compositions thereof useful for the inhibition of BET protein function by binding to bromodomains (Formula I).

  本申请涉及Formula I的取代杂环化合物及其制药组合物，用于通过结合溴结构域（Formula I）抑制BET蛋白功能。
• SUBSTITUTED BIPIPERIDINYL DERIVATIVES
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：US20160318866A1

  公开（公告）日：2016-11-03

  The invention relates to novel substituted bipiperidinyl derivatives, to processes for their preparation, to their use for the treatment and/or prevention of diseases and to their use for preparing medicaments for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of diabetic microangiopathies, diabetic ulcers on the extremities, in particular for promoting wound healing of diabetic foot ulcers, diabetic heart failure, diabetic coronary microvascular heart disorders, peripheral and cardiac vascular disorders, thromboembolic disorders and ischaemias, peripheral circulatory disturbances, Raynaud's phenomenon, CREST syndrome, microcirculatory disturbances, intermittent claudication, and peripheral and autonomous neuropathies.

  该发明涉及新型取代的双哌啶衍生物，涉及它们的制备方法，涉及它们用于治疗和/或预防疾病以及用于制备治疗和/或预防疾病的药物的用途，特别是用于治疗和/或预防糖尿病微血管病变、四肢糖尿病溃疡，特别是促进糖尿病足溃疡愈合、糖尿病心力衰竭、糖尿病冠状微血管心脏疾病、外周和心脏血管疾病、血栓栓塞疾病和缺血、外周循环障碍、雷诺现象、CREST综合征、微循环障碍、间歇性跛行以及外周和自主神经病变的治疗和/或预防。
• [EN] HETERO-1,5,6,7-TETRAHYDRO-4H-INDOL-4-ONES<br/>[FR] HÉTÉRO-1,5,6,7-TÉTRAHYDRO-4H-INDOL-4-ONES
  申请人：BAYER PHARMA AG

  公开号：WO2017102649A1

  公开（公告）日：2017-06-22

  Compounds of formula (I) as described herein, processes for their production and their use as pharmaceuticals.

  本文件所述的式(I)化合物、其制备方法以及作为药物的用途。
• Compositions and methods of killing insects and acarids using
  申请人：Velsicol Chemical Corporation

  公开号：US03937824A1

  公开（公告）日：1976-02-10

  This invention discloses compounds of the formula ##EQU1## wherein R.sup.1 is alkyl; R.sup.2 is selected from the group consisting of hydrogen, alkyl, alkenyl, haloalkyl and cycloalkyl; R.sup.3 is selected from the group consisting of hydrogen, alkyl, alkenyl, haloalkyl, cycloalkyl and ##EQU2## WHEREIN D is selected from the group consisting of alkyl, alkenyl, alkoxy, alkylthio, halogen, haloalkyl, nitro and dialkylamino; and u is an integer from 0 to 3; X.sup.1, X.sup.2, X.sup.3 and X.sup.4 are independently selected from the group consisting of oxygen and sulfur; m and n are each integers from 0 to 1; Z.sup.1 is selected from the group consisting of alkyl, alkenyl and ##EQU3## WHEREIN A is selected from the group consisting of alkyl, alkenyl, alkoxy, alkylthio, haloalkyl, halogen, nitro, alkylsulfoxide, alkylsulfone and dialkylamino; and q and p are each integers from 0 to 3; Z.sup.2 is selected from the group consisting of hydrogen and Z.sup.1, provided that when Z.sup.2 is hydrogen then n is zero; and Y is selected from the group consisting of alkyl, alkenyl, alkoxy, alkenyloxy, alkylthio, amino, alkylamino, dialkylamino and ##EQU4## WHEREIN E is selected from the group consisting of alkyl, alkenyl, alkoxy, alkylthio, halogen, nitro, alkylsulfoxide, alkylsulfone and dialkylamino; f is an integer from 0 to 3; Q is selected from the group consisting of oxygen, sulfur, alkylene, alkyleneoxy and alkylenethio; and t is an integer from 0 to 1. The above compounds are useful as insecticides and acaricides.

  这项发明揭示了以下结构的化合物：其中R.sup.1为烷基；R.sup.2选自氢、烷基、烯基、卤代烷基和环烷基组成的群；R.sup.3选自氢、烷基、烯基、卤代烷基、环烷基和的群；其中D选自烷基、烯基、烷氧基、烷硫基、卤素、卤代烷基、硝基和二烷基氨基组成的群；u为0到3的整数；X.sup.1、X.sup.2、X.sup.3和X.sup.4独立选自氧和硫；m和n各自为0到1的整数；Z.sup.1选自烷基、烯基和的群；其中A选自烷基、烯基、烷氧基、烷硫基、卤代烷基、卤素、硝基、烷基亚砜、烷基砜和二烷基氨基组成的群；q和p各自为0到3的整数；Z.sup.2选自氢和Z.sup.1，但当Z.sup.2为氢时，n为零；Y选自烷基、烯基、烷氧基、烯基氧基、烷硫基、氨基、烷基氨基、二烷基氨基和的群；其中E选自烷基、烯基、烷氧基、烷硫基、卤素、硝基、烷基亚砜、烷基砜和二烷基氨基组成的群；f为0到3的整数；Q选自氧、硫、烷基、烷基氧基和烷基硫基；t为0到1的整数。上述化合物可用作杀虫剂和杀螨剂。
• Antitumor imidazo[5,1-d]-1,2,3,5-tetrazines: compounds modified at the 3-position overcome resistance in human glioblastoma cell lines
  作者：David Cousin、Jihong Zhang、Marc G. Hummersone、Charles S. Matthews、Mark Frigerio、Tracey D. Bradshaw、Malcolm F. G. Stevens

  DOI：10.1039/c6md00384b

  日期：——

  Synthetic routes to 3-substituted imidazo[5,1-d]-1,2,3,5-tetrazines structurally related to temozolomide were explored. Interaction of 4-diazoimidazole-5-carboxamide with an isocyanate afforded high product yields when the isocyanate was available in acceptable purity. Alternatively, alkylation of the nor-temozolomide anion afforded high yields of new imidazotetrazines. Several compounds, evaluated

  探索了与替莫唑胺结构相关的3-取代的咪唑并[5,1- d ] -1,2,3,5-四嗪的合成途径。当以可接受的纯度获得异氰酸酯时，4-重氮咪唑-5-羧酰胺与异氰酸酯的相互作用提供了高产物收率。可选地，正-替唑啉酰亚胺阴离子的烷基化提供了高产率的新的咪唑并四嗪。针对含有匹配的MGMT±胶质瘤细胞系的一组化合物评估的几种化合物，无论MGMT的状态如何，均表现出相同的抑制活性。N3-炔丙基-咪唑并四嗪（10m）被优先作为替莫唑胺的替代品，后者能够绕过耐药机制。在Taq聚合酶测定法10m像替莫唑胺及其开环对应物MTIC一样，在三个和五个鸟嘌呤残基簇上的烷基化DNA；在哌啶裂解试验中检测到鸟嘌呤N-7位的共价修饰。化合物10m没有交联DNA，但是通过γ-H2AX检测证明诱导了双链断裂。炔丙基取代的咪唑三嗪（13g）显示出与10m相当的活性，表明新的咪唑四嗪的双环核开环可能是活性所必需的。

表征谱图