1-氰基硫代甲酰苯胺 | 4955-82-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氰基硫代甲酰苯胺
• 中文别名: N-苯基氰基硫代甲酰胺；1-氰基硫代甲苯酰胺
• 英文名称: 1-cyanothioformanilide
• 英文别名: cyanothioformanilide；N-phenylcyanothioformamide；N-Phenyl-cyanthioformamid；1-cyano-N-phenylmethanethioamide
• CAS: 4955-82-2
• 化学式: C₈H₆N₂S
• mdl: MFCD00012312
• 分子量: 162.215
• InChiKey: GWWTVLNRPMKCKS-UHFFFAOYSA-N

物化性质

• 熔点：
  77-80 °C(lit.)
• 沸点：
  258.0±23.0 °C(Predicted)
• 密度：
  1.2154 (rough estimate)
• 稳定性/保质期：

  避免与不相容的材料接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2930909090
• 储存条件：
  密封保存，应储存在阴凉干燥的仓库中。

SDS

Name:	1-Cyanothioformanilide 97% Material Safety Data Sheet
Synonym:	None
CAS:	4955-82-2

Section 1 - Chemical Product MSDS Name:1-Cyanothioformanilide 97% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4955-82-2	1-Cyanothioformanilide	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation.
Ingestion:
Causes gastrointestinal irritation with nausea, vomiting and diarrhea. The toxicological properties of this substance have not been fully investigated.
Inhalation:
Causes 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:
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. 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. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Wash clothing before reuse.
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# 4955-82-2: 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: brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 77-80C
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: C8H6N2S
Molecular Weight: 162.1154

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat.
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.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4955-82-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Cyanothioformanilide - 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
Shipping Name: NITRILES, SOLID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
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# 4955-82-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 4955-82-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4955-82-2 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：

  1-氰基硫代甲酰苯胺 在 碘 、 二甲基亚砜 作用下， 反应 19.0h， 以94%的产率得到苯基氨基甲酰氰
  参考文献：
  名称：

  碘-DMSO 介导 N-芳基氰基硫代甲酰胺向 N-芳基氰基甲酰胺的转化和 2-氰基苯并噻唑的意外形成

  摘要：

  氰基甲酰胺作为组装关键中间体和生物活性分子的有用成分无处不在。开发一种有效且简单的方法来处理这个主题是一个挑战。在此，我们证明了 I 2 -DMSO 氧化系统在从N制备N-芳基氰基甲酰胺中的有效性。-芳基氰基硫代甲酰胺。该合成方法具有条件温和、底物范围广、反应效率高等特点。此外，这种方法提供了一个很好的入口，可以专门提供 2-氰基苯并噻唑，它们是获得新荧光素类似物的有用底物。所有新产品的结构均通过多核核磁共振光谱和高精度质谱分析进行了阐明。用单晶X射线衍射对(4-溴苯基)氨基甲酰氰、5,6-二甲氧基苯并[ d ]噻唑-2-甲腈、5-(苄氧基)苯并[ d ]恶唑进行晶体结构测定-2-甲腈，4,7-二甲氧基苯并[ d]噻唑-2-甲腈和(5-碘-2,4-二甲氧基苯基)氨基甲酰氰，一种具有机理意义的关键中间体。

  DOI：

  10.1039/d2ra00049k
• 作为产物：
  描述：

  oxanilic acid thioamide 在 diphosphorus pentasulfide 、 xylene 作用下， 生成 1-氰基硫代甲酰苯胺
  参考文献：
  名称：

  Reissert, Chemische Berichte, 1904, vol. 37, p. 3730

  摘要：

  DOI：

文献信息

• Studies on 4-Thiazolidinones: Scope of the Reactions of 3-Aryl-2-thioxo-1,3-thiazolidin-4-ones with Cyanide and Cyanate Ions
  作者：Mohamed T. Omar、Mohamed E. Shaban、Nadia K. El-Aasar、Khaled F. Saied

  DOI：10.1002/hlca.200890159

  日期：2008.8

  3-diones 6 along with each of the preceding products. Treatment of the respective (E,Z)-5-(2-aryl-2-oxoethylidene) analogues 3b and 3c with CN− gave 4b and 4c and 2-(arylcarbonyl)-2-methoxy-4-oxopentanedinitriles 7b and 7c, in addition to 3,6-bis[2-(4-chlorophenyl)-1-methoxy-2-oxoethylidene]-1,4-dithiane-2,5-dione 8c, which has been generated from 3c. Reactions of 3c or 3d with NCO− provided 5c or 5d,

  的治疗3-芳基-2-硫代-1,3-噻唑烷-4-酮1与CN -和NCO -实现的环切割提供[（cyanocarbonothioyl）氨基]苯4和arylisothiocyanates 5，分别。对5-（2-芳基-2-氧代乙基）衍生物2进行类似处理，得到2,4-双（2-芳基-2-氧代亚乙基）环丁烷-1,3-二酮6以及每种前述产物。相应（处理E，Z）-5-（2-芳基-2-氧代亚乙基）类似物图3b和3c中与CN - ，得到图4b和4c中除了3,6-双[2-（2-（4-氯苯基）-1-甲氧基-2-氧代亚乙基] -1,4-二噻吩基-）之外，还包括2-（芳基羰基）-2-甲氧基-4-氧戊二烯腈7b和7c。由3c生成的2,5-dione 8c。的反应3C或3D与NCO -提供图5c或5d的与，一起8C或8D为纯的异构体。在MeO产物7和8的形成中，溶剂（MeOH）参与了。这些产品的结构基于微观分析和光谱数据。给出了上述转换的合理化。
• Synthesis, characterization, and derivatization of some novel types of fluorinated mono- and bis-imidazolidineiminothiones with antitumor, antiviral, antibacterial, and antifungal activities
  作者：Marwa A.M.Sh. El-Sharief、Ziad Moussa、Ahmed M.Sh. El-Sharief

  DOI：10.1016/j.jfluchem.2011.06.015

  日期：2011.9

  Aspergillus niger, and Aspergillus flavus). Whereas compound 6a exhibited the highest antibacterial activity against Gram positive and Gram negative bacteria, 13b displayed the strongest antifungal activity against all fungal strains, reaching as high as 30 mm. Finally, 15a,b,d were subjected to in vitro testing of antiviral activity against hepatitis A virus (HAV), human herpes simplex virus 1 (HSV1), and Coxsackie

  一系列38种新型咪唑烷亚氨基硫酮（6a – g，10a – h，13a，b，15a – d和16a），5-硫代氧杂咪唑烷-2,4-二酮（7a – d，11a – e，14a，b，和16B），和双- imidazolidineiminothiones（17 - 20），在各种氟化芳族取代基ñ - （1）和ñ-（3）的制备产率为75-85％。由氟化的N-芳基氰基硫代甲酰苯胺和取代的芳族异氰酸酯，以及氟化的芳族异氰酸酯与氟化的和非氟化的芳族N-芳基氰基硫代甲酰苯胺反应，合成咪唑烷亚氨基硫酮。所选产物的随后水解产生了相应的5-硫代氧杂咪唑烷-2，4-二酮。初步筛选了几种针对Ehrlich腹水癌细胞（EAC）的化合物，结果表明6f和16a的活性最高（分别为90％和80％抑制）。进一步评估针对其他肿瘤细胞系的细胞毒性，得出IC 50值为0.67至3.83μg/ mL，其中化合物15a和16a对所有细胞
• Reactions of Cyanothioformamide and Thiohydantoin Derivatives With Some Arylidenes of Cyanothioacetamide and Other Elecetrophilic and Nucleophilic Reagents
  作者：A. M. Sh. El-Sharief、F. F. Mahmoud、N. M. Taha、E. M. Ahmed

  DOI：10.1080/104265090517343

  日期：2005.2

  Abstract N-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)cyanothioformamide was synthesized from the corresponding 4-amino-pyrazole. Various cyanothioformamides were reacted with different arylidenes of cyanothioacetamide to produce either 4-imino-5-thioxo-3-(pyrroline & pyrrolidine)carbonitrile or pyrrolo[3,2-d]thiazole. Interaction of thiohydantoin with the arylidenes of either malononitrile

  摘要 以相应的4-氨基-吡唑为原料合成了N-(1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)氰硫代甲酰胺。各种氰硫代甲酰胺与氰硫代乙酰胺的不同亚芳基反应生成 4-imino-5-thioxo-3-(pyrroline & pyrrolidine)carbonitrile 或吡咯并 [3,2-d] 噻唑。乙内酰脲与丙二腈或氰基硫代乙酰胺的亚芳基的相互作用提供了相同的 5-氨基噻喃[2,3-d]-咪唑-6-腈。此外，乙内酰脲与氯乙酸的苯胺和邻氨基苯甲酸反应分别生成噻吩并[2,3-d]-咪唑-2-酮和咪唑并[4,5-b]喹啉-2,9-二酮。
• New imidazolidineiminothione derivatives: Synthesis, spectral characterization and evaluation of antitumor, antiviral, antibacterial and antifungal activities
  作者：Ziad Moussa、Marwa A.M.Sh. El-Sharief、Samir Y. Abbas

  DOI：10.1016/j.ejmech.2016.06.051

  日期：2016.10

  data. Evaluation of antitumor, antiviral, antibacterial and antifungal activities for the synthesized compounds were carried out to probe their activities. Most of the synthesized compounds displayed antitumor activity. The presence of 3,5-dichlorophenyl moiety at N-(1) and trichlorophenyl moiety on N-(3) (2f) resulted the highest cytotoxic activity. The presence of 9H-fluorenyl moiety on N-(3) resulted

  通过使N-芳基氰基硫代甲酰胺与芳基异氰酸酯衍生物反应，合成了一系列在N-（1）和N-（3）具有各种卤代和烷基化芳族取代基的新的咪唑烷亚氨基亚硫基衍生物。基于光谱IR，1 H NMR，13 C NMR，1 H，1 H-COSY，HSQC，19建立了咪唑烷亚氨基硫酮衍生物的结构。F NMR，MS和元素分析数据。评估合成化合物的抗肿瘤，抗病毒，抗菌和抗真菌活性，以探测其活性。大多数合成的化合物显示出抗肿瘤活性。N-（1）上3,5-二氯苯基部分和N-（3）（2f）上三氯苯基部分的存在导致最高的细胞毒活性。N-（3）上9 H-芴基部分的存在导致最低的细胞毒活性。抗病毒筛选显示2d和2f对一种或两种病毒株具有显着活性。化合物2d（N-（1）处的3,5-二氯苯基部分和N-（3）处的4-氯苯基部分）对HAV表现出100％的抗病毒作用。化合物2f对HSV1表现出96.7％的抗病毒作用，对HAV表现出80.3
• Imidazoline-4-thiones from cyanothioformamides and aldehyde imines: Formation, aromatization, and acetylation
  作者：Ahmed M. Sh. El-Sharief、Roger Ketcham、Monika Ries、Ernst Schaumann、Gunadi Adiwidjaja

  DOI：10.1002/jhet.333

  日期：——

  with a second equivalent of 3a to give 8 which in turn is oxidized to disulfide 9. Using araldimines 5b,5c, only 1:2 intermediates 10 derived from 3a, 3b and two moles of the imine 5 are formed, but proved to be easily oxidized to disulfides 11. Acetylation of 6 occurs chemoselectively on the exocyclic nitrogen and finally also on the thione sulfur to give 14 via 13. J. Heterocyclic Chem., (2010).

  的反应ñ -甲基- （图3a）或ñ -phenylcyanothioformamide（图3b ）与acetaldimine（5A，1-氨基-1-乙醇），得到5-（氨基）咪唑烷-4-硫酮6B。产物6a与第二当量3a反应以得到8，其又被氧化成二硫化物9。使用阿勒二胺5b，5c，仅形成了1：2的衍生自3a，3b的中间体10和两摩尔的亚胺5，但事实证明它们易于氧化为二硫化物。11。6的乙酰化在环外氮上发生化学选择性，最后在硫酮硫上也发生化学反应，从而通过13生成14 。J.杂环化​​学。（2010）。

表征谱图