2-阿氨基乙醇酯 | 2937-53-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫代硫酸及其衍生物
• 中文名称: 2-阿氨基乙醇酯
• 中文别名: S-(2-氨乙基)硫磺酸
• 英文名称: 2-aminoethylthiosulfonic acid
• 英文别名: [(2-aminoethyl)sulfanyl]sulfonic acid；2-Aminoethanethiosulphonic acid；1-azaniumyl-2-sulfonatosulfanylethane
• CAS: 2937-53-3
• 化学式: C₂H₇NO₃S₂
• mdl: MFCD00025608
• 分子量: 157.214
• InChiKey: MXTPRJXPLFGHEE-UHFFFAOYSA-N

物化性质

• 熔点：
  191-194 °C
• 密度：
  1.483 (estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -3.7
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2930909090
• 安全说明：
  S24/25
• 储存条件：
  密闭保存在2-8℃阴凉干燥处。

SDS

Name:	2-Aminoethanethiolsulfuric Acid 98% (Titr.) Material Safety Data Sheet
Synonym:	2-Aminoethylthiosulfuric Acid; Cysteamine S-Sulfate; 2-Mercaptoethylamine Thiosulfate
CAS:	2937-53-3

Section 1 - Chemical Product MSDS Name:2-Aminoethanethiolsulfuric Acid 98% (Titr.) Material Safety Data Sheet
Synonym:2-Aminoethylthiosulfuric Acid; Cysteamine S-Sulfate; 2-Mercaptoethylamine Thiosulfate

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
2937-53-3	2-Aminoethanethiolsulfuric Acid	98	220-917-1

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
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:
No information found.

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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:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. 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.

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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# 2937-53-3: Personal Protective Equipment Eyes: Wear safety glasses and chemical goggles if splashing is possible.
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: almost white
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 192 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C2H7NO3S2
Molecular Weight: 157.21

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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.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, hydrogen sulfide.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 2937-53-3: KJ0201000 LD50/LC50:
Not available.
Carcinogenicity:
2-Aminoethanethiolsulfuric Acid - 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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
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# 2937-53-3: No information available.
Canada
CAS# 2937-53-3 is listed on Canada's NDSL List.
CAS# 2937-53-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 2937-53-3 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

类别：有毒物品

• 毒性分级：剧毒
• 急性毒性：腹腔-大鼠 LD50: 17.5 毫克/公斤
• 可燃性危险特性：可燃；燃烧时产生有毒氮氧化物和硫氧化物烟雾
• 储运特性：库房通风、低温干燥

灭火剂：

• 干粉
• 泡沫
• 砂土
• 二氧化碳
• 雾状水

反应信息

• 作为反应物：
  描述：

  2-阿氨基乙醇酯 在 硫酸 作用下， 以 水 为溶剂， 反应 0.5h， 生成 巯基乙胺
  参考文献：
  名称：

  Synthesis of cystamine

  摘要：

  DOI：

  10.1007/bf00766260
• 作为产物：
  描述：

  2-溴乙胺氢溴酸盐 在 水 、 sodium thiosulfate 作用下， 生成 2-阿氨基乙醇酯
  参考文献：
  名称：

  DE869066

  摘要：

  公开号：

文献信息

• Synthesis of N-monosubstituted S-aminoethyl hydrogen thiosulphates with sulphone substituents
  作者：O. L. Salerni、R. N. Clark、B. E. Smart

  DOI：10.1039/j39660000645

  日期：——

  Three synthetic methods are described which give N-monosubstituted S-aminoethyl hydrogen thiosulphates in which the N-substituent contains a sulphone group.

  三种合成方法中描述了给Ñ单取代的小号，其中氨基乙基氢硫代硫酸盐ñ -取代含有砜基团。
• Reduction with tris(2-carboxyethyl)phosphine (TCEP) enables the use of an S-sulphonate protecting group for thiol-mediated bioconjugation
  作者：Barbara Maret、Thomas Regnier、Jean-Christophe Rossi、Laurent Garrelly、Laurent Vial、Robert Pascal

  DOI：10.1039/c3ra47407k

  日期：——

  Herein, we demonstrate the effectiveness of the water-friendly S-sulphonate group as an alternative to traditional thiol protecting groups for subsequent deprotection–bioconjugation reactions, under conditions that are compatible with the use of biochemical samples.

  在此，我们展示了水亲和性S-磺酸酯基团作为传统硫醇保护基团的有效替代品，适用于后续的去保护-生物偶联反应，并且与生化样品的使用条件相兼容。
• Synthesis and Antimalarial Activity of Heterocyclic Alkyl Disulfides, Thiosulfates, and Dithio Acid Derivatives
  作者：William O. Foye、Joseph J. Lanzillo、Young Hee Lowe、Joel M. Kauffman

  DOI：10.1002/jps.2600640204

  日期：1975.2

  Based on the antimalarial activity in mice of bis(4-rho-acetamidobenzenesulfonamidophenyl) disulfide, a series of N-heterocyclic alkyl disulfides and thiosulfates was synthesized and screened for antimalarial activity. Several related dithio acid dianions and S- blocked derivatives were also screened to provide an indication of the possible role that thiol anions might play in malaria chemotherapy

  基于双（4-rho-乙酰胺基苯磺酰胺基苯基）二硫化物在小鼠中的抗疟活性，合成了一系列N-杂环烷基二硫化物和硫代硫酸盐，并筛选了抗疟活性。还筛选了几种相关的二硫代酸二价阴离子和S-封闭的衍生物，以表明硫醇根阴离子可能在疟疾化疗中发挥的作用。这些化合物的活性受到毒性的限制，除小鼠（2）或双（4-rho-乙酰氨基苯磺酰氨基苯基）二硫化物外，所有化合物均未显示出治愈活性。
• Synthesis of amidine derivatives of alkylthiosulfuric acids as potential antiradiation agents
  作者：G. Sosnovsky、P. Schneider

  DOI：10.1016/s0040-4020(01)98555-2

  日期：1963.1

  Two methods were used to prepare a series of amidine derivatives of alkylthiosulfuric acids to be used as potential antiradiation agents. In one method an equimolar mixture of an amidine and an aminothiosulfuric acid was reacted in boiling methanol to give the corresponding substituted N-(alkylthiosulfuric acid) amidine. In the other method an amidine was reacted with an aminoalkyl- thiosulfuric acid

  用两种方法制备了一系列烷基硫代硫酸的am衍生物，用作潜在的抗辐射剂。在一种方法中，使boiling和氨基硫代硫酸的等摩尔混合物在沸腾的甲醇中反应，得到相应的取代的N-（烷基硫代硫酸）am。在另一种方法中，使idine与氨基烷基-硫代硫酸反应。制备了以下化合物：
• Oxyhalogen–sulfur chemistry Oxidation of 2-aminoethanethiolsulfuric acid by iodate in acidic medium
  作者：Claudius Mundoma、Reuben H. Simoyi

  DOI：10.1039/a606729h

  日期：——

  The oxidation of 2-aminoethanethiolsulfuric acid, AETSA, by iodate has been studied in highly acidic media. The reaction is very slow and shows some clock-reaction characteristics in which iodine is formed after some induction period. The oxidation of AETSA involves the oxidation of only one of the sulfur atoms to SO 4 2- . The other sulfur atom remains attached to the carbon chain as a sulfonic acid (taurine). The stoichiometry of the reaction is: IO 3 - +H 2 NCH 2 CH 2 S–SO 3 H+H 2 O→ H 2 NCH 2 CH 2 SO 3 H+I - +SO 4 2- +2H + . The reaction of I 2 and AETSA was found to be slow and autoinhibitory as the I - formed combines with the remaining I 2 to form the relatively unreactive triiodide ion, I 3 - . The second-order rate constant for the reaction between I 2 and AETSA was determined as 16.7±2.3 M -1 s -1 .

  研究了在高酸性介质中碘酸钾对 2-氨基乙硫硫酸（AETSA）的氧化作用。该反应非常缓慢，并显示出一些时钟反应特征，即在一定的诱导期后会形成碘。AETSA 的氧化过程中，只有一个硫原子被氧化成 SO 4 2-。另一个硫原子作为磺酸（牛磺酸）保留在碳链上。反应的化学计量为：IO 3 - +H 2 NCH 2 CH 2 SâSO 3 H+H 2 Oâ H 2 NCH 2 CH 2 SO 3 H+I - +SO 4 2- +2H + 。I 2 和 AETSA 的反应被发现是缓慢和自抑制的，因为形成的 I - 与剩余的 I 2 结合形成相对不活泼的三碘离子 I 3 - 。 I 2 和 AETSA 反应的二阶速率常数被确定为 16.7±2.3 M -1 s -1 。