3-(3-甲基-1H-1-吲哚)丙腈 | 4414-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3-(3-甲基-1H-1-吲哚)丙腈
• 英文名称: 3-(3-methyl-1H-indol-1-yl)propanenitrile
• 英文别名: 1-(β-cyanoethyl)-3-methylindole；3-(3-methylindol-1-yl)propionitrile；1-(2-cyanoethyl)-3-methylindole；3-(3-methyl-indol-1-yl)-propionitrile；N-<β-Cyan-aethyl>-3-methyl-indol；1-(β-Cyanaethyl)-3-methyl-indol；3-(3-methylindol-1-yl)propanenitrile
• CAS: 4414-81-7
• 化学式: C₁₂H₁₂N₂
• mdl: MFCD00052087
• 分子量: 184.241
• InChiKey: RGVHVYXPVVRNAJ-UHFFFAOYSA-N

物化性质

• 熔点：
  87 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090
• 储存条件：
  室温

SDS

Name:	3-(3-Methyl-1h-indol-1-yl)propanenitrile 97% Material Safety Data Sheet
Synonym:	1-(2-Cyanoethyl)-3-methyl indol
CAS:	4414-81-7

Section 1 - Chemical Product MSDS Name:3-(3-Methyl-1h-indol-1-yl)propanenitrile 97% Material Safety Data Sheet
Synonym:1-(2-Cyanoethyl)-3-methyl indol

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4414-81-7	3-(3-Methyl-1H-indol-1-yl)propanenitri	97%	unlisted

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

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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.

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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. Immediately 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.

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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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 4414-81-7: 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: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 87 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: C12H12N2
Molecular Weight: 184.24

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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:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4414-81-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-(3-Methyl-1H-indol-1-yl)propanenitrile - 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: 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# 4414-81-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4414-81-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4414-81-7 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：

  3-(3-甲基-1H-1-吲哚)丙腈 在 镍 氢气 作用下， 以 甲醇 为溶剂， 生成 3-(3-甲基吲哚-1-基)丙烷-1-胺
  参考文献：
  名称：

  Highly potent inhibitors of the Grb2-SH2 domain

  摘要：

  Highly potent inhibitors of the Grb2-SH2 domain have been synthesized. They share the common sequence: Ac-Pmp-Ac(6)c-Asn-NH-(3-indolyl-propyl). Different substituents at the 3-indolyl-propylamine C-terminal group were explored to further improve the activity. This is the first example of inhibitors of SH2 domains with sub-nanomolar affinity reported to date. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00701-x
• 作为产物：
  描述：

  N-氰乙基邻氯苯胺 在 四(三苯基膦)镍 、 sodium carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 乙醇 、 水 为溶剂， 反应 60.0h， 生成 3-(3-甲基-1H-1-吲哚)丙腈
  参考文献：
  名称：

  Rodriguez, J. G.; Canoira, L., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 883 - 888

  摘要：

  DOI：

文献信息

• [EN] INHIBITORS FOR THE Β-CATENIN / T-CELL FACTOR PROTEIN–PROTEIN INTERACTION<br/>[FR] INHIBITORS POUR L'INTERACTION PROTÉINE-PROTÉINE BÊTA-CATÉNINE/FACTEUR DES LYMPHOCYTES T
  申请人：H LEE MOFFITT CANCER CT & RES

  公开号：WO2019191410A1

  公开（公告）日：2019-10-03

  Disclosed are inhibitors for the β-catenin/T-cell factor interaction. The inhibitors are selective for β-catenin/T-cell factor over β-catenin/cadherin and β-catenin/APC interactions. Methods of using the disclosed compounds to treat cancer are also disclosed.

  公开了β-连环蛋白/T细胞因子相互作用的抑制剂。这些抑制剂对β-连环蛋白/T细胞因子的选择性高于β-连环蛋白/钙粘蛋白和β-连环蛋白/APC相互作用。还公开了使用所述化合物治疗癌症的方法。
• Acylation, cyanoethylation and alkylation of methyl and phenyl indolylmagnesium salts: Influence of the substituents on the<i>c-</i>and<i>N</i>-reaction products
  作者：J. Gonzalo Rodríguez、Anahí Urrutia

  DOI：10.1002/jhet.5570360119

  日期：1999.1

  influence of the substitution on indolylmagnesium salts in the reaction with benzoyl chlo ride, acrylonitrile and methyl iodide, giving the C- and N-derivatives, have been carried out. The yield in the C- and N-product depends upon the electronic character and position of the substituent (methyl or phenyl) on the indole ring and of the ethereal solvent as well as the concentration and molar ratio of the reagents

  已经分析了在与苯甲酰基氯，丙烯腈和甲基碘的反应中取代基对吲哚基镁盐的影响，得到了C-和N-衍生物。C-和N-产物的产率取决于吲哚环和醚溶剂上取代基（甲基或苯基）的电子特性和位置，以及试剂的浓度和摩尔比。用丙烯腈的2-或3-苯基取代的吲哚基镁盐总是给出1-（2-氰基乙基）吲哚衍生物。
• Air-Stable CpCo^I -Phosphite-Fumarate Precatalyst in Cyclization Reactions: Comparing Different Methods of Energy Supply
  作者：Fabian Fischer、Marko Hapke

  DOI：10.1002/ejoc.201800196

  日期：2018.6.29

  reactor proved to be the most time‐efficient way to rapidly assemble the expected reaction products; however, careful selection of reaction conditions can be required. The synthesis of pyridines and isoquinolines successfully involved the utilization of versatile functionalized nitriles, affording structurally interesting reaction products. Comparison with the known and often applied precatalyst CpCo(CO)2

  研究了稳健的 CoI 预催化剂 [CpCo(POEt}3)(trans-MeO2CHC=CHCO2Me)] 在环三聚反应中的应用，从三炔、二炔和腈生成苯和吡啶，比较不同供能方式的影响；即辐射和常规（热）或微波加热。发现预催化剂在所有条件下都起作用，包括在室温下、在光化学条件下、在较长反应时间下催化环三聚的可能性。微波反应器中的反应被证明是快速组装预期反应产物最省时的方法；然而，可能需要仔细选择反应条件。吡啶和异喹啉的合成成功地涉及多功能官能化腈的利用，提供了结构有趣的反应产物。与已知且经常应用的预催化剂 CpCo(CO)2 进行比较，表明 CpCoI-亚磷酸酯-烯烃预催化剂具有显着更高的反应活性。
• Inhibitors for the β-catenin / T-cell factor protein-protein interaction
  申请人：H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.

  公开号：US11530186B2

  公开（公告）日：2022-12-20

  Disclosed are inhibitors for the β-catenin/T-cell factor interaction. The inhibitors are selective for β-catenin/T-cell factor over β-catenin/cadherin and β-catenin/APC interactions. Methods of using the disclosed compounds to treat cancer are also disclosed.

  所公开的是β-catenin/T-细胞因子相互作用的抑制剂。这些抑制剂对β-catenin/T-细胞因子的选择性高于β-catenin/cadherin和β-catenin/APC相互作用。还公开了使用所公开的化合物治疗癌症的方法。
• Canoira, Laureano; Rodriguez, J. Gonzalo, Journal of Chemical Research, Miniprint, 1988, # 2, p. 646 - 666
  作者：Canoira, Laureano、Rodriguez, J. Gonzalo

  DOI：——

  日期：——