N-氰乙酰基吗啡啉 | 15029-32-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: N-氰乙酰基吗啡啉
• 中文别名: B-氧代-4-吗啉丙腈；4-(氰乙酰基)吗啉；N-氰乙酰基吗啉；4-氰乙酰基吗啉；N-氰基乙酰苯吗啉；N-氰乙酰基吗啉,98%
• 英文名称: 4-cyanoacetylmorpholine
• 英文别名: 3-morpholino-3-oxopropanenitrile；N-cyanoacetylmorpholine；cyanoacetic acid morpholide；(cyanoacetyl)morpholine；3-morpholin-4-yl-3-oxo-propionitrile；4-(Cyanoacetyl)morpholine；3-morpholin-4-yl-3-oxopropanenitrile
• CAS: 15029-32-0
• 化学式: C₇H₁₀N₂O₂
• mdl: MFCD00023353
• 分子量: 154.169
• InChiKey: AUZPMUJGZZSMCP-UHFFFAOYSA-N

物化性质

• 熔点：
  87 °C
• 沸点：
  277.52°C (rough estimate)
• 密度：
  1.2293 (rough estimate)
• 稳定性/保质期：
  在常温常压下稳定，应避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• TSCA：
  Yes
• 危险等级：
  IRRITANT
• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22
• 危险品运输编号：
  3439
• RTECS号：
  AM1230000
• 海关编码：
  2934999090
• 危险类别：
  IRRITANT
• 安全说明：
  S36/37
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  常温下应密闭、避光保存，在干燥处通风存放。

SDS

Name:	3-Morpholino-3-oxopropanenitrile 97% Material Safety Data Sheet
Synonym:	N-Cyanoacetylmorpholin
CAS:	15029-32-0

Section 1 - Chemical Product MSDS Name:3-Morpholino-3-oxopropanenitrile 97% Material Safety Data Sheet
Synonym:N-Cyanoacetylmorpholin

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15029-32-0	3-Morpholino-3-oxopropanenitrile	97%	239-112-1

Hazard Symbols: XN
Risk Phrases: 20/21/22

---

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

---

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:

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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.
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:
Vacuum or sweep up material and place into a suitable disposal container.

---

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.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 15029-32-0: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 86 - 88 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C7H10N2O2
Molecular Weight: 154

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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, acids, bases.
Hazardous Decomposition Products:
Hydrogen cyanide, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 15029-32-0: AM1230000 LD50/LC50:
Not available.
Carcinogenicity:
3-Morpholino-3-oxopropanenitrile - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

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: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
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.
Safety Phrases:
S 36/37 Wear suitable protective clothing and
gloves.
WGK (Water Danger/Protection)
CAS# 15029-32-0: No information available.
Canada
CAS# 15029-32-0 is listed on Canada's DSL List.
CAS# 15029-32-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15029-32-0 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N-氰乙酰基吗啡啉 在 氢氧化钾 、 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 15.0h， 生成 2-{4-[bis-(2-chloro-ethyl)-amino]-phenylimino}-3-morpholin-4-yl-3-oxo-propionimidic acid methyl ester
  参考文献：
  名称：

  Schulze,W., Journal fur praktische Chemie (Leipzig 1954), 1969, vol. 311, p. 353 - 362

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(morpholin-4-yl)-3-oxopropanamide 在 吡啶 、 对甲苯磺酰氯 作用下， 以91%的产率得到N-氰乙酰基吗啡啉
  参考文献：
  名称：

  从丙二酸酯氯化物在室温下简便且通用地合成 N,N-二取代氰基乙酰胺

  摘要：

  摘要描述了从容易获得的甲基丙二酰氯和仲胺（包括空间要求高的脂肪族和芳香族胺）合成各种 N,N-二取代氰基乙酰胺的一般方法。

  DOI：

  10.1080/00397910902788216

文献信息

• Water/Alkali-Catalyzed Reactions of Azides with 2-Cyanothioacetamides. Eco-Friendly Synthesis of Monocyclic and Bicyclic 1,2,3-Thiadiazole-4-carbimidamides and 5-Amino-1,2,3-triazole-4-carbothioamides
  作者：Valeriy O. Filimonov、Lidia N. Dianova、Tetyana V. Beryozkina、Dmitrii Mazur、Nikolai A. Beliaev、Natalia N. Volkova、Vladimir G. Ilkin、Wim Dehaen、Albert T. Lebedev、Vasiliy A. Bakulev

  DOI：10.1021/acs.joc.9b01599

  日期：2019.11.1

  extended to the one-pot reaction of sulfonyl chlorides and 6-chloropyrimidines 2'o with sodium azide, leading to final products in higher yields, that is, avoiding the isolation of unsafe sulfonyl azides. The method was furthermore applied to the reaction of N,N'-bis-(2-cyanothiocarbonyl)pyrazine 1h with sulfonyl azides to afford bicyclic 1,2,3-thiadiazoles 8 and 1,2,3-triazoles 9 connected via a 1,1'-piperazinyl

  研究了硫酰胺与叠氮化物在水中的反应。可靠地表明，2-氰基硫代乙酰胺1与各种类型的叠氮化物2在碱存在下的水中反应是一种高效，通用，一步一步，原子经济且生态友好的合成1的方法， 2,3-噻二唑-4-碳二酰亚胺5和1,2,3-三唑-4-碳硫酰胺4。该方法可以扩展到磺酰氯和6-氯嘧啶2'o与叠氮化钠的一锅反应，导致最终产品的收率更高，即避免了分离不安全的磺酰叠氮化物。该方法进一步应用于N，N′-双-（2-氰基硫代羰基羰基）吡嗪1h与磺酰基叠氮化物的反应，得到通过1连接的双环1,2,3-噻二唑8和1,2,3-三唑9。 ，1'-哌嗪基接头。
• [EN] FTO INHIBITORS<br/>[FR] INHIBITEURS DE FTO
  申请人：NAT INST OF BIOLOGICAL SCIENCES BEIJING

  公开号：WO2016206573A1

  公开（公告）日：2016-12-29

  The invention provides compounds that inhibit FTO (fat mass and obesity), including pharmaceutically acceptable salts, hydrides and stereoisomers thereof. The compounds are employed in pharmaceutical compositions, and methods of making and use, including treating a person in need thereof, particularly obesity, with an effective amount of the compound or composition, and detecting a resultant improvement in the person's health or condition.

  这项发明提供了抑制FTO（脂肪质量和肥胖）的化合物，包括药用可接受的盐、氢化物和立体异构体。这些化合物用于制备药物组合物，以及制备和使用的方法，包括使用有效量的化合物或组合物治疗有需要的人，特别是肥胖症，并检测人的健康或状况的改善。
• A CO₂-Catalyzed Transamidation Reaction
  作者：Yang Yang、Jian Liu、Fadhil S. Kamounah、Gianluca Ciancaleoni、Ji-Woong Lee

  DOI：10.1021/acs.joc.1c02077

  日期：2021.12.3

  Transamidation reactions are often mediated by reactive substrates in the presence of overstoichiometric activating reagents and/or transition metal catalysts. Here we report the use of CO2 as a traceless catalyst: in the presence of catalytic amounts of CO2, transamidation reactions were accelerated with primary, secondary, and tertiary amide donors. Various amine nucleophiles including amino acid

  在过量化学计量的活化试剂和/或过渡金属催化剂的存在下，转酰胺基反应通常由反应性底物介导。在这里，我们报告了使用 CO 2作为无痕催化剂：在催化量的 CO 2存在下，使用伯、仲和叔酰胺供体加速转酰胺反应。包括氨基酸衍生物在内的各种胺类亲核试剂都被耐受，这表明转酰胺基在肽修饰和聚合物降解中的实用性（例如，Nylon-6,6）。特别是，N , O -二甲基羟基酰胺（Weinreb 酰胺）在 CO 2催化的转酰胺基反应中与 N 2相比表现出明显的反应性大气层。进行了比较 Hammett 研究和动力学分析，以阐明分子 CO 2的催化活化机制，这得到了 DFT 计算的支持。我们将CO 2在转酰胺基反应中的积极作用归因于通过与亲电子CO 2共价结合来稳定四面体中间体。
• Sulfonamides having antiangiogenic and anticancer activity
  申请人：——

  公开号：US20040157836A1

  公开（公告）日：2004-08-12

  Compounds having methionine aminopeptidase-2 inhibitory (MetAP2) are described. Also described are pharmaceutical compositions comprising the compounds, methods of treatment using the compounds, methods of inhibiting angiogenesis, and methods of treating cancer.

  描述了具有蛋氨酸氨基肽酶-2抑制剂（MetAP2）的化合物。还描述了包括这些化合物的药物组合物、使用这些化合物的治疗方法、抑制血管生成的方法以及治疗癌症的方法。
• Synthesis of resveratrol acrylamides derivatives and biological evaluation of their anti-proliferative effect on cancer cell lines
  作者：Ban-Feng Ruan、Si-Qi Wang、Xiao-Lin Ge、Ri-Sheng Yao

  DOI：10.2174/15701808113109990057

  日期：2013.11

  A new series of resveratrol acrylamides amine derivatives was designed, synthesized, and evaluated for their anti-proliferative activity against three cancer cell lines including human chronic myelocytic leukemia cell K562, human hepatoma HuH-7 and human lung carcinoma A549. Most of the compounds showed superior activity against three cell lines when compared to parent resveratrol. C13 had the best anti-tumor activity against the HuH-7 cell line and its IC50 was 4.5 μmol/L; C16 had the best anti-tumor activity against the K562 cell line and its IC50 was 2.9 μmol/L; C18 had the best anti-tumor activity against the A549 cell line and its IC50 was 3.8 μmol/L. It could be seen that the activity of the aromatic amine derivatives was better than the fatty amine derivatives by analyzing the experimental data.

  设计、合成并评价了一系列白藜芦醇丙烯酰胺胺衍生物对三种癌细胞株的抗增殖活性，包括人慢性髓细胞白血病细胞K562、人肝癌HuH-7和人肺癌A549。与母体白藜芦醇相比，大多数化合物对三种细胞株表现出更强的活性。C13对HuH-7细胞株具有最佳的抗肿瘤活性，其IC50为4.5 μmol/L; C16对K562细胞株具有最佳的抗肿瘤活性，其IC50为2.9 μmol/L；C18对A549细胞株具有最佳的抗肿瘤活性，其IC50为3.8 μmol/L。通过分析实验数据可以发现，芳香胺衍生物的活性优于脂肪胺衍生物。