2-(苯基硫代)硫代乙酰胺 | 59865-82-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-(苯基硫代)硫代乙酰胺
• 英文名称: 2-(phenylthio)ethanethioamide
• 英文别名: 2-phenylsulfanyl-thioacetamide；2-phenylsulfanylethanethioamide
• CAS: 59865-82-6
• 化学式: C₈H₉NS₂
• mdl: MFCD00085154
• 分子量: 183.298
• InChiKey: ZRDOSZLCJHRADP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  2

SDS

Name:	2-(Phenylthio)ethanethioamide 97% Material Safety Data Sheet
Synonym:
CAS:	59865-82-6

Section 1 - Chemical Product MSDS Name:2-(Phenylthio)ethanethioamide 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
59865-82-6	2-(Phenylthio)ethanethioamide	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
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. 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.
Notes to Physician:
Treat symptomatically and supportively.

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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# 59865-82-6: 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: white to cream
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 88 - 91 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: C8H9NS2
Molecular Weight: 183

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 59865-82-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-(Phenylthio)ethanethioamide - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 59865-82-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 59865-82-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 59865-82-6 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：

  2-(苯基硫代)硫代乙酰胺 在 水 、 1-羟基苯并三唑 、 对甲苯磺酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.5h， 生成 3-[2-(phenylthiomethyl)thiazol-4-yl]-N-hydroxybenzamide
  参考文献：
  名称：

  NCC149衍生物作为组蛋白脱乙酰基酶8选择性抑制剂的设计，合成和生物活性

  摘要：

  我们最近发现了N-羟基-3- [1-（苯硫基）甲基-1 H1,2,3-三氮杂-4-基]苯甲酰胺（NCC149）作为有效的和选择性的组蛋白脱乙酰基酶8（HDAC8）抑制剂，使用点击化学方法从151个成员的三唑化合物库中提取。在这项工作中，我们介绍了一系列带有各种芳族接头的NCC149衍生物，这些衍生物被设计并合成为HDAC8选择性抑制剂。一系列体外测定法用于评估新合成的化合物，其中四种显示出与NCC149相似的HDAC8抑制活性，其中一种显示出优于NCC149的HDAC8选择性。此外，这四种最重要的化合物以剂量依赖的方式诱导了HeLa细胞中乙酰化黏附素（一种HDAC8底物）的增加，表明细胞中HDAC8受到抑制。尽管这些化合物均未增强H3K9（HDAC1和2的底物）的乙酰化作用，只有一种化合物不能增加HDAC6的底物α-微管蛋白乙酰化，这表明该化合物对HDAC8的选择性比其他衍生物更高。此外，

  DOI：

  10.1002/cmdc.201300414
• 作为产物：
  描述：

  苯硫基乙酸 在 劳森试剂 、 草酰氯 、 氨 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 5.5h， 生成 2-(苯基硫代)硫代乙酰胺
  参考文献：
  名称：

  NCC149衍生物作为组蛋白脱乙酰基酶8选择性抑制剂的设计，合成和生物活性

  摘要：

  我们最近发现了N-羟基-3- [1-（苯硫基）甲基-1 H1,2,3-三氮杂-4-基]苯甲酰胺（NCC149）作为有效的和选择性的组蛋白脱乙酰基酶8（HDAC8）抑制剂，使用点击化学方法从151个成员的三唑化合物库中提取。在这项工作中，我们介绍了一系列带有各种芳族接头的NCC149衍生物，这些衍生物被设计并合成为HDAC8选择性抑制剂。一系列体外测定法用于评估新合成的化合物，其中四种显示出与NCC149相似的HDAC8抑制活性，其中一种显示出优于NCC149的HDAC8选择性。此外，这四种最重要的化合物以剂量依赖的方式诱导了HeLa细胞中乙酰化黏附素（一种HDAC8底物）的增加，表明细胞中HDAC8受到抑制。尽管这些化合物均未增强H3K9（HDAC1和2的底物）的乙酰化作用，只有一种化合物不能增加HDAC6的底物α-微管蛋白乙酰化，这表明该化合物对HDAC8的选择性比其他衍生物更高。此外，

  DOI：

  10.1002/cmdc.201300414

文献信息

• Pyrid-2-one derivatives and methods of use
  申请人：——

  公开号：US20040147561A1

  公开（公告）日：2004-07-29

  Selected compounds are effective for treatment of diseases, such as cell proliferation or apoptosis mediated diseases. The invention encompasses novel compounds, analogs, prodrugs and pharmaceutically acceptable derivatives thereof, pharmaceutical compositions and methods for prophylaxis and treatment of diseases and other maladies or conditions involving stroke, cancer and the like. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

  所选化合物对于治疗疾病，如细胞增殖或凋亡介导的疾病，具有有效性。该发明涵盖了新颖的化合物、类似物、前药和其药学上可接受的衍生物，以及用于预防和治疗涉及中风、癌症等疾病和其他疾病或病况的药物组合物和方法。该主题发明还涉及制备此类化合物的方法，以及在这些过程中有用的中间体。
• A single-step preparation of thiazolo[5,4-<i>b</i>]pyridine- and thiazolo[5,4-<i>c</i>]pyridine derivatives from chloronitropyridines and thioamides, or thioureas
  作者：Kiran P. Sahasrabudhe、M. Angels Estiarte、Darlene Tan、Sheila Zipfel、Matthew Cox、Donogh J. R. O'Mahony、William T. Edwards、Matthew A. J. Duncton

  DOI：10.1002/jhet.185

  日期：2009.11

  A one-step synthesis of thiazolo[5,4-b]pyridines from an appropriately substituted chloronitropyridine and thioamide, or thiourea, is presented. In particular, the reaction was used to prepare a large number of 6-nitrothiazolo[5,4-b]pyridine derivatives, bearing hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, heteroaryl, and amine substituents at the 2-position. The reaction could also be extended

  提出了由适当取代的氯硝基吡啶和硫代酰胺或硫脲一步合成噻唑并[5,4- b ]吡啶的方法。特别地，该反应用于制备大量的6-硝基噻唑并[5，4- b ]吡啶衍生物，其在2-位带有氢，烷基，取代的烷基，环烷基，芳基，杂芳基和胺取代基。该反应也可以扩展以产生在吡啶环上具有替代取代基的噻唑并[4，5- c ]吡啶衍生物和噻唑并[5，4- b ]吡啶。J.杂环化​​学，（2009）。
• Discovery of 2-Aminothiazole-4-carboxamides, a Novel Class of Muscarinic M3 Selective Antagonists, through Solution-Phase Parallel Synthesis
  作者：Yufu Sagara、Morihiro Mitsuya、Minaho Uchiyama、Yoshio Ogino、Toshifumi Kimura、Norikazu Ohtake、Toshiaki Mase

  DOI：10.1248/cpb.53.437

  日期：——

  Synthesis and structure–activity relationship of a new class of muscarinic M3 selective antagonists were described. In the course of searching for a muscarinic M3 antagonist with a structure distinct from those of the 2-(4,4-difluorocyclopentyl)-2-phenylacetamide derivatives, we identified a thiazole-4-carboxamide derivative (1) as a lead compound in our in-house chemical collection. Since this compound (1) showed relatively low binding affinity (Ki=140 nM) for M3 receptors in the human binding assays, we tried to improve its potency and selectivity for M3 over M1 and M2 receptors by derivatization of 1 through a combinatorial approach. A solution-phase parallel synthesis effectively contributed to the optimization of each segment of 1. Thus, we have identified a cyclooctenylmethyl derivative (3e) and a cyclononenylmethyl derivative (3f) as representative M3 selective antagonists in this class.

  描述了一类新的选择性抗美洲豹M3受体拮抗剂的合成和结构-活性关系。在寻找一种结构与2-(4,4-二氟环戊基)-2-苯乙酰胺衍生物不同的抗美洲豹M3受体拮抗剂的过程中，我们在内部化学库中识别出了一种噻唑-4-氨基甲酸酯衍生物（1）作为领先化合物。由于该化合物（1）在人体结合实验中对M3受体的结合亲和力较低（Ki=140 nM），我们尝试通过组合化学方法对1进行衍生化，以提高其对M3受体的效能和对M1及M2受体的选择性。溶液相平行合成有效地促进了1的每个片段的优化。因此，我们识别出环辛烯基甲基衍生物（3e）和环壬烯基甲基衍生物（3f）作为该类抗美洲豹M3受体选择性拮抗剂的代表。
• ヒドロキサム酸誘導体及びＨＤＡＣ８阻害剤
  申请人：ＴＡＫ−Ｃｉｒｃｕｌａｔｏｒ株式会社

  公开号：JP2016017040A

  公开（公告）日：2016-02-01

  【課題】高活性であって且つ高選択的にHDAC8の機能を阻害することのできる化合物及びHDAC8阻害剤を提供する。【解決手段】発明のヒドロキサム酸誘導体は、下記一般式(1)又はその薬学上許容される塩、水和物、溶媒和物若しくはプロドラッグからなることを特徴とする特徴とする。これらのヒドロキサム酸誘導体(1)は、HDAC8の酵素活性を選択的に阻害することができる。【選択図】なし

  提供一种能够高活性且高选择性地抑制HDAC8功能的化合物和HDAC8抑制剂。该发明的羟基脲衍生物具有以下通用式（1）或其药学上可接受的盐、水合物、溶剂复合物或前药的特征。这些羟基脲衍生物（1）能够选择性地抑制HDAC8的酶活性。
• [EN] PROCESS FOR PREPARING AROMATIC THIOPHENYL KETONES<br/>[FR] PROCEDE DESTINE A LA PREPARATION DE THIOPHENYLCETONES AROMATIQUES
  申请人：CIBA SC HOLDING AG

  公开号：WO2006034966A1

  公开（公告）日：2006-04-06

  The invention provides a process for synthesizing aromatic thioether ketones comprising reacting an aromatic thioether with an acylating agent in the presence of heteropoly acids or heteropoly acid-containing solid supports or the salts of heteropoly acids.

  该发明提供了一种合成芳香硫醚酮的方法，包括在杂多酸或含杂多酸的固体支撑物或杂多酸盐的存在下，将芳香硫醚与酰化剂反应。