2-氨基-2-噻唑啉-4-羧酸 | 2150-55-2

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-氨基-2-噻唑啉-4-羧酸
• 中文别名: 2-氨基噻唑啉-4-羧酸；DL-2-氨基-2-噻唑烷-4-羧酸
• 英文名称: 2-amino-(2)-thiazoline-4-carboxylic acid
• 英文别名: 2-Amino-thiazolin-carbonsaeure-(4)；2-Amino-4,5-dihydro-1,3-thiazol-3-ium-4-carboxylate
• CAS: 2150-55-2
• 化学式: C₄H₆N₂O₂S
• mdl: MFCD00010067
• 分子量: 146.17
• InChiKey: VHPXSBIFWDAFMB-UHFFFAOYSA-N

物化性质

• 熔点：
  197-203°C (dec.)
• 沸点：
  405.9±55.0 °C(Predicted)
• 密度：
  1.85
• 溶解度：
  DMSO（微溶，加热）、甲醇（微溶，加热）、水（微溶，加热）
• 物理描述：
  2-amino-2-thiazoline-4-carboxylic acid is a white powder. (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2934100090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储温度应保持在0-5°C之间。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-4-thiazolinic acid
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: 2-Amino-4-thiazolinic acid
CAS number: 2150-55-2

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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.
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: C4H6N2O2S
Molecular weight: 146.2

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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, sulfur 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：

  2-氨基-2-噻唑啉-4-羧酸 在 sodium sulfide 作用下， 反应 3.5h， 以97%的产率得到2-硫氧代噻唑烷-4-羧酸
  参考文献：
  名称：

  一种DL-半胱氨酸的合成方法

  摘要：

  本发明公开了一种DL‑半胱氨酸的合成方法，以丙烯腈为原料，先氯化生成2，3‑二氯丙腈，再水解生成对应的酸，酸与硫脲反应环合生成2‑氨基噻唑啉‑4‑羧酸，然后加硫化碱生成2‑巯基噻唑啉‑4‑羧酸、再水解生成半胱氨酸。本发明提供的合成方法，合成步骤短、制备条件温和、原料来源充足且廉价，所得产品收率更高。

  公开号：

  CN112358426B
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 2-氨基-2-噻唑啉-4-羧酸
  参考文献：
  名称：

  Behringer; Zillikens, Justus Liebigs Annalen der Chemie, 1951, vol. 574, p. 140,152

  摘要：

  DOI：

文献信息

• <i>N</i>-Carbamoyl-<scp>L</scp>-Cysteine as an Intermediate in the Bioconversion from<scp>D</scp>,<scp>L</scp>-2-Amino-<i>Δ</i>²-Thiazoline-4-Carboxylic Acid to<scp>L</scp>-Cysteine by<i>Pseudomonas</i>sp. ON-4a
  作者：Yoshiharu TAMURA、Mizuka NISHINO、Tetsuo OHMACHI、Yoshihiro ASADA

  DOI：10.1271/bbb.62.2226

  日期：1998.1

  conversion of D,L-2-amino-Δ (2)-thiazoline-4-carboxylic acid (D,L-ATC) to L-cysteine with Pseudomonas sp. ON-4a, an ATC-assimilating bacterium. Cysteine and N-carbamoylcysteine (NCC), but not S-carbamoylcysteine (SCC), were produced from D,L-ATC by a cell-free extract from the strain. These products were isolated from the reaction mixture and then identified as the L-form. Similar results were obtained

  我们调查了假单胞菌属D，L-2-氨基-Δ（2）-噻唑啉-4-羧酸（D，L-ATC）向L-半胱氨酸的转化。ON-4a，一种ATC同化细菌。半胱氨酸和N-氨基甲酰基半胱氨酸（NCC），但不是S-氨基甲酰基半胱氨酸（SCC），是由D，L-ATC通过菌株的无细胞提取物产生的。从反应混合物中分离出这些产物，然后鉴定为L-型。用恶臭假单胞菌AJ3865和ATC同化细菌未鉴定菌株TG-3获得了相似的结果。显然，在这些假单胞菌菌株中，L-NCC是D，L-ATC向L-半胱氨酸转化的中间体。此外，建议这些细菌具有L-ATC水解酶和L-NCC酰胺水解酶。
• Complementary mechanochemical and biphasic approaches for the synthesis of organic thiocyanates using hexacyanoferrates as non-toxic cyanide sources
  作者：Caroline Grundke、Jonathan Groß、Nina Vierengel、Jason Sirleaf、Matthias Schmitz、Leonie Krieger、Till Opatz

  DOI：10.1039/d2ob02216h

  日期：——

  starting from commercially available thiols or disulfides. Additionally, the application of this mild method to the first total synthesis of psammaplin B is demonstrated. Non-toxic and inexpensive ferricyanide is used as the cyanide source, which can be activated either in a mechanochemical, solvent-free approach, or in a biphasic solvent system allowing easier work-up. A total of 27 examples is demonstrated

  在此，我们描述了两种互补的方法来制备各种有机硫氰酸盐，这些有机硫氰酸盐价格低廉、可靠并遵循可持续化学的原则，从市售的硫醇或二硫化物开始。此外，还展示了这种温和方法在 psammaplin B 的首次全合成中的应用。氰化物源使用无毒且廉价的铁氰化物，可以通过机械化学、无溶剂方法或双相溶剂系统激活，从而更容易进行后处理。总共展示了 27 个示例，具有高达定量的产量。
• Schoeberl; Kawohl, Monatshefte fur Chemie, 1957, vol. 88, p. 478,492
  作者：Schoeberl、Kawohl

  DOI：——

  日期：——
• Kawakishi, Shunro; Goto, Tamami; Namiki, Mitsuo, Agricultural and Biological Chemistry, 1983, vol. 47, # 9, p. 2071 - 2076
  作者：Kawakishi, Shunro、Goto, Tamami、Namiki, Mitsuo

  DOI：——

  日期：——
• Zwitterion Structure and Acylative Ring-Opening Reactions of 2-Amino-thiazoline-4-carboxylic Acid
  作者：Oscar Gawron、Joseph Fernando、John Keil、T. J. Weismann

  DOI：10.1021/jo01056a032

  日期：1962.9

表征谱图