氨基乙腈盐酸盐 | 6011-14-9

• 物质功能分类: 有机原料 - 氨基化合物 - 含氧基氨基化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 氨基乙腈盐酸盐
• 中文别名: 盐酸胺腈；甘氨基腈盐酸盐；氨基乙氰盐酸盐；氰基甲胺盐酸盐；氨基乙腈.盐酸盐
• 英文名称: 2-aminoacetonitrile hydrochloride
• 英文别名: aminoacetonitrile hydrochloride；2-aminoacetonitrile monohydrochloride；glycinonitrile hydrochloride；cyanomethanaminium chloride；α-aminoacetonitrile hydrochloride；2-Aminoacetonitrile hydrochloride salt；2-Aminoacetonitrile;hydron;chloride
• CAS: 6011-14-9
• 化学式: C₂H₄N₂*ClH
• mdl: MFCD00012850
• 分子量: 92.5281
• InChiKey: XFKYKTBPRBZDFG-UHFFFAOYSA-N

物化性质

• 熔点：
  172-174°C
• 溶解度：
  甲醇（稍微加热）、水
• 稳定性/保质期：

  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  -1.09
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  51.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 危险等级：
  6.1
• 安全说明：
  S22,S36/37
• 危险类别码：
  R22,R36/37/38
• 海关编码：
  2926909090
• 危险品运输编号：
  3439
• 危险类别：
  6.1
• 包装等级：
  III
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P310,P302+P352,P304+P340,P305+P351+P338,P312,P330,P362,P403+P233,P405,P501
• 危险性描述：
  H301,H315,H319,H335
• 储存条件：
  密封、阴凉干燥处保存。

SDS

Name:	Aminoacetonitrile Hydrochloride 99% Material Safety Data Sheet
Synonym:	Glycinonitrile Hydrochloride
CAS:	6011-14-9

Section 1 - Chemical Product MSDS Name:Aminoacetonitrile Hydrochloride 99% Material Safety Data Sheet
Synonym:Glycinonitrile Hydrochloride

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6011-14-9	Aminoacetonitrile Hydrochloride	99	227-865-9

Hazard Symbols: XN
Risk Phrases: 22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed.Hygroscopic (absorbs moisture from the air).The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Adverse reproductive effects have been reported in animals.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

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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# 6011-14-9: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 172.00 - 174.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: >165 deg C
Solubility in water: soluble
Specific Gravity/Density:
Molecular Formula: C2H4N2.HCl
Molecular Weight: 92.53

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants, exposure to moist air or water.
Incompatibilities with Other Materials:
Moisture, strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6011-14-9: MC1950000 LD50/LC50:
Not available.
Carcinogenicity:
Aminoacetonitrile Hydrochloride - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 6011-14-9: No information available.
Canada
CAS# 6011-14-9 is listed on Canada's NDSL List.
CAS# 6011-14-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6011-14-9 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

合成方法

1. 以氯化氨、甲醛、醋酸和氰化钠为反应原料，经缩合反应生成氨基乙腈。具体步骤如下：首先向反应器中投入53.5克氯化氨、162克37%甲醛以及267.5克水，搅拌均匀后冷却至0℃以下，然后滴加40%的氰化钠水溶液122.5克的一半，同时开始滴加42克醋酸。待全部滴加完毕后，在0℃以下继续反应1-2小时，随后进行过滤和离心，得到氨基乙腈48克。

2. 使氨基乙腈与氯化氢的甲醇溶液反应生成氨基乙腈盐酸盐。将步骤（1）所得氨基乙腈48克与90克氯化氢的甲醇溶液（其中盐酸含量为30%，水分含量控制在1%以下）混合，在45-50℃下反应1-2小时，冷却至5℃以下后进行过滤和离心，最终烘干得到氨基乙腈盐酸盐58.3克。计算总摩尔收率为63.03%。

用途

用作医药中间体、有机合成原料。

反应信息

• 作为反应物：
  描述：

  氨基乙腈盐酸盐 在 potassium carbonate 作用下， 以 水 为溶剂， 生成 氨基乙腈
  参考文献：
  名称：

  [EN] THIOPHENE DERIVATIVES FOR THE TREATMENT OF DISORDERS CAUSED BY IGE
  [FR] DÉRIVÉS DE THIOPHÈNE POUR LE TRAITEMENT DE TROUBLES PROVOQUÉS PAR IGE

  摘要：

  提供了公式（I）的噻吩衍生物及其药用可接受的盐。这些化合物对于治疗或预防由IgE引起的疾病具有用途，如过敏、1型超敏反应或家族性鼻窦炎。

  公开号：

  WO2019243550A1
• 作为产物：
  描述：

  氨基乙腈 在 盐酸 作用下， 以 甲醇 为溶剂， 以96 %的产率得到氨基乙腈盐酸盐
  参考文献：
  名称：

  一种氨基乙腈盐酸盐的制备方法

  摘要：

  本发明公开了一种氨基乙腈盐酸盐的制备方法，包括以下步骤：①将氯乙腈与氨反应得到氨基乙腈；②将步骤①得到的氨基乙腈与氯化氢、盐酸、盐酸甲醇或盐酸乙醇中的一种反应生成氨基乙腈盐酸盐。本发明设计的氨基乙腈盐酸盐的合成路线，以氯乙腈为原料，与氨反应生成氨基乙腈，再和酸反应生成氨基乙腈盐酸盐；反应原料不使用剧毒的氢氰酸或氰化钠，避免氢氰酸或氰化钠路线废水难处理的问题。

  公开号：

  CN117164479A
• 作为试剂：
  描述：

  3-氯-5-三氟甲基苯酚 在 劳森试剂 、 lithium hydroxide monohydrate 、 氨基乙腈盐酸盐 、 caesium carbonate 、 N,N-二异丙基乙胺 、 O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 45.0h， 生成 2-{2-[3-chloro-5-(trifluoromethyl)phenoxy]butanethioamido}-N-(cyanomethyl)-2-methylpropanamide
  参考文献：
  名称：

  アリールオキシ化合物および有害生物防除剤

  摘要：

  提供有害生物防治剂，特别是杀螨剂或杀虫剂，以及内部寄生虫防治或驱除剂。通过式（1）表示的化合物或其盐。在该式中，Z和W分别为硫原子或氧原子，Q为卤素基，取代或未取代的C1-6烷基等，也可以是苯基或氰苯基。然而，当Z为硫原子时，W为氧原子，Q为上述苯基；当Z为氧原子时，W为氧原子或硫原子，Q为上述氰苯基。【选择图】无

  公开号：

  JP2021038200A

文献信息

• Peptide ligation by chemoselective aminonitrile coupling in water
  作者：Pierre Canavelli、Saidul Islam、Matthew W. Powner

  DOI：10.1038/s41586-019-1371-4

  日期：2019.7

  N-to-C peptide ligation. Our model unites prebiotic aminonitrile synthesis and biological α-peptides, suggesting that short N-acyl peptide nitriles were plausible substrates during early evolution.Prebiotic peptide formation is achieved through chemoselective, high-yielding ligation of α-aminonitriles in water, showing selectivity for α-peptide coupling and tolerance of all proteinogenic amino acid residues

  酰胺键的形成是化学和生物学中最重要的反应之一 1-4，但目前还没有化学方法可以在水中实现 α-肽连接，从而耐受肽连接位点的所有 20 种蛋白质氨基酸。通用遗传密码确立了肽的生物学作用早于生命最后一个普遍的共同祖先，并且肽在生命起源中发挥了重要作用5-9。硫在柠檬酸循环、非核糖体肽合成和聚酮化合物生物合成中的重要作用指向在生命进化过程中，硫酯依赖性肽连接先于 RNA 依赖性蛋白质合成 5,9-13。然而，尚未证明氨酰基硫酯形成的稳健机制。在这里，我们报告了一种化学选择性，高产 α-氨基腈连接，仅利用益生元合理的分子——硫化氢、硫代乙酸盐 12,14 和铁氰化物 12,14-17 或氰基乙炔 8,14——在水中产生 α-肽。这种连接对 α-氨基腈偶联具有极高的选择性，并能耐受所有 20 个蛋白质氨基酸残基。两个基本特征使肽能够在水中连接：α-氨基腈的反应性和 pKaH 使它们与中性 pH 值的
• [EN] 3-(3,5-DISUBSTITUTED-4-HYDROXYPHENYL)PROPIONAMIDE DERIVATIVES AS CATHEPSIN B INHIBITORS<br/>[FR] DERIVES DE 4-HYDROXYPHENYL-3-3,5-DISUBSTITUE-PROPIONAMIDE EN TANT QU'INHIBITEURS DE CATHEPSINE B
  申请人：AXYS PHARM INC

  公开号：WO2004026851A1

  公开（公告）日：2004-04-01

  The present invention is directed to novel 3-(3,5-disubstituted-4-hydroxyphenyl)-propionamide derivatives that are inhibitors of Cathepsin B. Pharmaceutical composition comprising these compounds, method of treating diseases mediated by Cathepsin B, utilizing these compounds and methods of preparing these compounds are also disclosed.

  本发明涉及一种新型的3-(3,5-二取代-4-羟基苯基)-丙酰胺衍生物，它们是Cathepsin B的抑制剂。还公开了包含这些化合物的药物组合物、治疗由Cathepsin B介导的疾病的方法、利用这些化合物的方法以及制备这些化合物的方法。
• Novel compounds and compositions as protease inhibitors
  申请人：——

  公开号：US20020052378A1

  公开（公告）日：2002-05-02

  The present invention relates to novel cysteine protease inhibitors of Formula I: 1 the pharmaceutically acceptable salts and N-oxide derivatives thereof, their use as therapeutic agents and methods of making them.

  本发明涉及一种新型半胱氨酸蛋白酶抑制剂的化学式I： 1 其药用盐及N-氧化物衍生物，它们作为治疗剂的用途以及制备它们的方法。
• [EN] 1H-PYRAZOLO[4,3-B]PYRIDINES AS PDE1 INHIBITORS<br/>[FR] 1H-PYRAZOLO [4,3-B] PYRIDINES EN TANT QU'INHIBITEURS DE PDE1
  申请人：H LUNDBECK AS

  公开号：WO2018007249A1

  公开（公告）日：2018-01-11

  The present invention provides 1H-pyrazolo[4,3-b]pyridin-7-amines of formula (I) as PDE1 inhibitors and their use as a medicament, in particular for the treatment of neurodegenerative disorders and psychiatric disorders.

  本发明提供了式(I)的1H-吡唑并[4,3-b]吡啶-7-胺作为PDE1抑制剂，并将其用作药物，特别用于治疗神经退行性疾病和精神疾病。
• 1H-PYRAZOLO[4,3-B]PYRIDINES AS PDE1 INHIBITORS
  申请人：H. Lundbeck A/S

  公开号：US20190194189A1

  公开（公告）日：2019-06-27

  The present invention provides 1H-pyrazolo[4,3-b]pyridines of formula (I) as PDE1 inhibitors and their use as a medicament, in particular for the treatment of neurodegenerative disorders and psychiatric disorders.

  本发明提供了式(I)的1H-吡唑并[4,3-b]吡啶类化合物作为PDE1抑制剂，并将其用作药物，特别用于治疗神经退行性疾病和精神疾病。

表征谱图