假硫代乙内酰脲 | 556-90-1

• 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 - 有机杂环化合物 - 唑啉类
• 中文名称: 假硫代乙内酰脲
• 中文别名: 2-氨基-1,3-噻唑啉-4-酮；2-氨基-噻唑-4-酮；噻唑；假硫内酰胺脲
• 英文名称: pseudothiohydantoin
• 英文别名: 2-iminothiazolidin-4-one；2-imino-thiazolidine-4-one；2-imino-1,3-thiazolidin-4-one；2-imino-4-thiazolidinone；2-imino-1,3-thiazolan-4-one；2-Imino-1,3-thiazol-4-one
• CAS: 556-90-1
• 化学式: C₃H₄N₂OS
• mdl: MFCD00205270
• 分子量: 116.144
• InChiKey: HYMJHROUVPWYNQ-UHFFFAOYSA-N

物化性质

• 熔点：
  249 °C (dec.)(lit.)
• 沸点：
  253.5±23.0 °C(Predicted)
• 密度：
  1.637 g/cm3
• 稳定性/保质期：
  稳定性与反应性： 要避免的物料：氧化物。 要分解的产品：一氧化碳、二氧化碳、氧化钠、氧化硫。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• TSCA：
  Yes
• 危险等级：
  IRRITANT
• 安全说明：
  S24/25
• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  贮存：将密封的药瓶放入密封的主容器中，并放置在阴凉、干燥处。

SDS

Name:	Pseudothiohydantoin 97% Material Safety Data Sheet
Synonym:	4(5H)-Thiazolone, 2-Amino-
CAS:	556-90-1

Section 1 - Chemical Product MSDS Name:Pseudothiohydantoin 97% Material Safety Data Sheet
Synonym:4(5H)-Thiazolone, 2-Amino-

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
556-90-1	Pseudothiohydantoin	97%	209-145-6

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. Runoff from fire control or dilution water may cause pollution.
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. 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:
Keep container closed when not in use. 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# 556-90-1: 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 minimize contact with skin.
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: Powder
Color: white to light yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 249 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: C3H4N2OS
Molecular Weight: 116.14

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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:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen, sulfur oxides (SOx), including sulfur oxide and sulfur dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 556-90-1: XJ6276000 LD50/LC50:
Not available.
Carcinogenicity:
Pseudothiohydantoin - 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.
WGK (Water Danger/Protection)
CAS# 556-90-1: No information available.
Canada
CAS# 556-90-1 is listed on Canada's NDSL List.
CAS# 556-90-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 556-90-1 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

制备方法：用于有机物合成。

用途简介：

• 用于有机物合成

用途：

• 主要用于有机物的合成。

反应信息

• 作为反应物：
  描述：

  假硫代乙内酰脲 在 盐酸 、 水 作用下， 反应 10.0h， 以77.2%的产率得到2,4-噻唑烷二酮
  参考文献：
  名称：

  （E）-5-[（1-Aryl-1 H -1,2,3-triazol-4-yl）亚甲基]噻唑烷-2,4-二酮的合成及抗癌活性

  摘要：

  摘要通过将相应的1-芳基-1 H -1,2,3-三唑-4-甲醛与噻唑烷-2,4-二酮缩合，合成了一系列新的1,2,3-三唑基噻唑烷二酮类似物。KOH。使用MTT测定法针对四种癌细胞系：A549（肺），HT-29（结肠），MCF-7（乳腺癌）和A375（黑素瘤）评估了标题化合物的体外抗癌活性。大多数化合物显示出良好的抗癌活性，但是羟基和硝基取代的衍生物显示出比其他化合物更高的活性。

  DOI：

  10.1134/s1070428020050206
• 作为产物：
  描述：

  (脒基硫代)乙酸 以 盐酸 为溶剂， 生成 假硫代乙内酰脲
  参考文献：
  名称：

  Kavalek, Jaromir; Said-El-Bahaie; Sterba, Vojeslav, Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 1, p. 263 - 268

  摘要：

  DOI：
• 作为试剂：
  描述：

  四氢吡咯 、 6-氯咪唑并[2,1-b][1,3]噻唑-5-甲醛 在 假硫代乙内酰脲 作用下， 生成 6-(Pyrrolidin-1-YL)imidazo[2,1-B][1,3]thiazole-5-carbaldehyde
  参考文献：
  名称：

  Synthesis and cardiotonic activity of imidazo[2,l-b]thiazoles bearing a lactam ring

  摘要：

  This paper describes the synthesis of 6-substituted imidazo[2,1-b] thiazoles with a lactam ring connected, by means of a methine group, to the 5-position. The pharmacological results show that interesting cardiotonic activity is obtained when the lactam ring is pseudothiohydantoin (8) or barbituric acid (9). Even the substituent at position 6 plays an important role in the pharmacological behavior of these derivatives. The following activity rank order was observed: phenyl > methyl > chlorine.

  DOI：

  10.1016/0223-5234(96)89164-1

文献信息

• 3,5-di-tertiarybutyl-4-hydroxyphenylmethylene derivatives of
  申请人：Warner-Lambert Company

  公开号：US05143928A1

  公开（公告）日：1992-09-01

  The novel 3,5-ditertiarybutyl-4-hydroxy-phenylmethylene derivative of 2-substituted thiazolidinones, oxazolidinones, and imidazolidinones as antiinflammatory agents having inhibiting activity for 5-lipoxygenase, cyclooxygenase, or both.

  这个句子的中文翻译是：“这种小说3,5-二叔丁基-4-羟基苯甲亚甲基衍生物是2-取代噻唑烷酮、噁唑烷酮和咪唑烷酮的抗炎药物，具有对5-脂氧合酶、环氧合酶或两者的抑制活性。”
• [EN] cGAS ANTAGONIST COMPOUNDS<br/>[FR] COMPOSÉS ANTAGONISTES DU CGAS
  申请人：IMMUNE SENSOR LLC

  公开号：WO2017176812A1

  公开（公告）日：2017-10-12

  Disclosed are novel compounds of Formula (I) that are cGAS antagonists, methods of preparation of the compounds, pharmaceutical compositions comprising the compounds, and their use in medical therapy.

  揭示了一种新型化合物的化学式（I），这些化合物是cGAS拮抗剂，涉及到这些化合物的制备方法、包含这些化合物的药物组合物，以及它们在医学治疗中的应用。
• [EN] ARYLMETHYLIDENE HETEROCYCLES AS NOVEL ANALGESICS<br/>[FR] HÉTÉROCYCLES D'ARYLMÉTHYLIDÈNE COMME NOUVEAUX ANALGÉSIQUES
  申请人：CHLORION PHARMA INC

  公开号：WO2009097695A1

  公开（公告）日：2009-08-13

  The present invention relates to Arylmethylidene heterocycles, compositions comprising an Arylmethylidene heterocycle, and methods useful for treating or preventing pain comprising administering an effective amount of an Arylmethylidene heterocycle as depicted by the formula (Ia).The compounds, compositions, and methods of the invention are also useful for treating or preventing inflammation.

  本发明涉及芳基甲基亚甲基杂环化合物，包括含有芳基甲基亚甲基杂环化合物的组合物，以及用于治疗或预防疼痛的方法，包括给予如公式(Ia)所示的芳基甲基亚甲基杂环化合物的有效量。该发明的化合物、组合物和方法也适用于治疗或预防炎症。
• Anti-hepatitis-C virus activity and QSAR study of certain thiazolidinone and thiazolotriazine derivatives as potential NS5B polymerase inhibitors
  作者：Ghaneya S. Hassan、Hanan H. Georgey、Esraa Z. Mohammed、Farghaly A. Omar

  DOI：10.1016/j.ejmech.2019.111747

  日期：2019.12

  The present study reports on evaluation of anti-HCV activity and QSAR of certain arylidenethiazolidinone derivatives as potential inhibitors of HCV-NS5B polymerase. The pursued compounds involving, 5-aryliden-3-arylacetamidothiazolidin-2,4-diones 4-6(a-f), 5-arylidine-2-(N-arylacetamido)-iminothiazolidin-4-one (10) and their rigid counterparts 5-arylidinethiazolotriazines 13-15(a-f), were synthesized

  本研究报告了评估某些亚芳基噻唑烷酮衍生物作为 HCV-NS5B 聚合酶的潜在抑制剂的抗 HCV 活性和 QSAR。所追求的化合物包括 5-aryliden-3-arylacetamidothiazolidin-2,4-diones 4-6(af)、5-arylidine-2-(N-arylacetamido)-iminothiazolidin-4-one (10) 及其刚性对应物 5合成了 -arylidinethiazolotriazines 13-15(af)，并通过光谱和元素分析确认了它们的结构。NS5B 聚合酶抑制试验的结果显示，化合物 4e 是最有效的抑制剂（IC50 = 0.035 μM），是参考药物 VCH-759（IC50 = 0.14 μM）的四倍。同时，化合物 4b、4c、5a 和 5c 以及 13b、14e 和 15c 显示出比 VCH-759 高 2 倍的活性（IC50
• Design, synthesis and glucose uptake activity of some novel glitazones
  作者：Koyel Kar、Uma Krithika、Mithuna、Prabhuddha Basu、S. Santhosh Kumar、Anu Reji、B.R. Prashantha Kumar

  DOI：10.1016/j.bioorg.2014.05.006

  日期：2014.10

  Herein, we report a library consisting of some novel glitazones containing thiazolidinedione and its bioisosteres, rhodanine and oxadiazolidine ring structures as their basic scaffold for their antidiabetic activity. Twelve novel glitazones with diverse chemical structures were designed and synthesized by adopting appropriate synthetic schemes and analyzed. Later, subjected to in vitro glucose uptake

  在此，我们报道了一个由一些新颖的格列酮组成的文库，这些新的格列酮含有噻唑烷二酮及其生物等排体，若丹宁和恶二唑烷环结构作为其抗糖尿病活性的基本骨架。设计并合成了十二种具有不同化学结构的格列酮类化合物，并采用适当的合成方案进行了合成和分析。之后，在大鼠不存在和存在胰岛素的情况下，进行体外葡萄糖摄取测定，以使用大鼠半隔膜确定其抗糖尿病活性。标题化合物显示葡萄糖吸收活性，范围从弱到显着。化合物4，5，9，11，15，16，19除标准药物罗格列酮外，20和20表现出相当大的葡萄糖摄取活性。化合物16恰好是该研究的候选化合物，需要进一步研究。关于它们的设计，合成，分析和葡萄糖摄取活性的插图，以及基于体外和计算机模拟研究的结构-活性关系均在此处报道。

表征谱图