2-疏基-6-苯基-4-三氟甲基烟腈 | 104960-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-疏基-6-苯基-4-三氟甲基烟腈
• 英文名称: 2-Mercapto-6-phenyl-4-(trifluoromethyl)nicotinonitrile
• 英文别名: 6-phenyl-2-sulfanylidene-4-(trifluoromethyl)-1H-pyridine-3-carbonitrile
• CAS: 104960-49-8
• 化学式: C₁₃H₇F₃N₂S
• 分子量: 280.273
• InChiKey: HZBJUXYKUJPFFA-UHFFFAOYSA-N

物化性质

• 熔点：
  181 °C
• 沸点：
  316.9±52.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2933399090

SDS

Name:	2-Mercapto-6-phenyl-4-(trifluoromethyl)nicotinonitrile 97% Material Safety Data Sheet
Synonym:	2-Mercapto-6-phenyl-4-(trifluoromethyl)pyridine-3-carbonitril
CAS:	104960-49-8

Section 1 - Chemical Product MSDS Name:2-Mercapto-6-phenyl-4-(trifluoromethyl)nicotinonitrile 97% Material Safety Data Sheet
Synonym:2-Mercapto-6-phenyl-4-(trifluoromethyl)pyridine-3-carbonitril

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
104960-49-8	2-Mercapto-6-phenyl-4-(trifluoromethyl	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
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. 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.
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:
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# 104960-49-8: 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: orange
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 181 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: C13H7F3N2S
Molecular Weight: 280

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 104960-49-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2-Mercapto-6-phenyl-4-(trifluoromethyl)nicotinonitrile - 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: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 104960-49-8: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 104960-49-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 104960-49-8 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-疏基-6-苯基-4-三氟甲基烟腈 在 亚硝酸特丁酯 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 potassium hydroxide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 [3-amino-6-phenyl-4-(trifluoromethyl)thieno[2,3-b]pyridin-2-yl]-[3-(trifluoromethyl)-6,8-dihydro-5H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]methanone
  参考文献：
  名称：

  Discovery and structure–activity relationships study of novel thieno[2,3-b]pyridine analogues as hepatitis C virus inhibitors

  摘要：

  Current treatment for hepatitis C is barely satisfactory, there is an urgent need to develop novel agents for combating hepatitis C virus infection. This study discovered a new class of thieno[ 2,3-b] pyridine derivatives as HCV inhibitors. First, a hit compound characterized by a thienopyridine core was identified in a cell-based screening of our privileged small molecule library. And then, structure activity relationship study of the hit compound led to the discovery of several potent compounds without obvious cytotoxicity in vitro (12c, EC50 = 3.3 mu M, SI > 30.3, 12b, EC50 = 3.5 mu M, SI > 28.6, 10l, EC50 = 3.9 mu M, SI > 25.6, 12o, EC50 = 4.5 mu M, SI > 22.2, respectively). Although the mechanism of them had not been clearly elucidated, our preliminary optimization of this class of compounds had provided us a start point to develop new anti-HCV agents. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.075
• 作为产物：
  描述：

  2-氯-6-苯基-4-(三氟甲基)吡啶-3-甲腈 在 sodium sulfide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以63%的产率得到2-疏基-6-苯基-4-三氟甲基烟腈
  参考文献：
  名称：

  Synthesis, properties, and X-ray diffraction study of 4-trifluoromethyl-6-phenyl-2-chloro-3-cyanopyridine

  摘要：

  DOI：

  10.1007/bf00475366

文献信息

• Utilization of potassium carbonate for the synthesis of 2-(organylsulfonyl)thieno[2,3-b]pyridine derivatives
  作者：V. E. Kalugin、A. M. Shestopalov

  DOI：10.1007/s11172-019-2393-7

  日期：2019.2

  preparative method for the synthesis of 2-(organylsulfonyl)thieno[2,3-b]pyridine derivatives has been developed, which allows one to obtain the desired products in a good yield and to shorten the reaction duration. The reaction of 3-cyanopyridine-2(1H)-thiones with chloromethyl organyl sulfones in the presence of potassium carbonate as the base gave 2-(organylsulfonyl) thieno[2,3-b]pyridine-3-amines. The

  已经开发了一种用于合成 2-(有机磺酰基) 噻吩并 [2,3-b] 吡啶衍生物的新制备方法，可以以良好的收率获得所需的产物并缩短反应持续时间。在作为碱的碳酸钾存在下，3-氰基吡啶-2(1H)-硫酮与氯甲基有机基砜的反应得到2-(有机基磺酰基)噻吩并[2,3-b]吡啶-3-胺。4,6-二甲基吡啶-2(1H)-硫酮-3-羧酸甲酯与氯甲基有机砜的相同反应产生4,6-二甲基-2-(有机磺酰基)噻吩并[2,3-b]吡啶的互变异构混合物-3-oles 和 4,6-二甲基-2-(organylsulfonyl) thieno[2,3-b]pyridine-3(2H)-ones。
• Synthesis of 5-aminopyrido[3′,2′:4,5]thieno[3,2-c]isoquinoline derivatives from 3-cyanopyridine-2(1H)-thiones and 2-(chloromethyl)benzamide
  作者：V. E. Kalugin、A. M. Shestopalov

  DOI：10.1007/s11172-018-2245-x

  日期：2018.8

  Substituted 5-aminopyrido[3′,2′:4,5]thieno[3,2-c]isoquinolines were synthesized by condensation of substituted 3-cyanopyridine-2(1H)-thiones with 2-(chloromethyl)benzamide and subsequent treatment of the condensation products with potassium tert-butoxide. Oxidation of the condensation products to sulfoxides and sulfones followed by treatment of these compounds with potassium tert-butoxide gives substituted

  取代的 5-氨基吡啶并[3',2':4,5]噻吩并[3,2-c]异喹啉通过取代的3-氰基吡啶-2(1H)-硫酮与2-(氯甲基)苯甲酰胺缩合和后续处理合成与叔丁醇钾的缩合产物。将缩合产物氧化成亚砜和砜，然后用叔丁醇钾处理这些化合物，得到取代的 5-氨基吡啶并[3',2':4,5]噻吩并[3,2-c]异喹啉11-氧化物和取代的5-氨基吡啶并[3',2':4,5]噻吩并[3,2-c]异喹啉11,11-二氧化物产率良好。
• Reactions of N-(2-chloroacetyl)-α-amino acids with 3-cyanopyridine-2(1H)-thiones. New promising route to 3,4-dihydropyrido[3",2":4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones
  作者：A. E. Fedorov、A. M. Shestopalov、P. A. Belyakov

  DOI：10.1023/b:rucb.0000011878.52263.c4

  日期：2003.10

  The reactions of N-(2-chloroacetyl)-α-amino acids with 3-cyanopyridine-2(1H)-thiones afforded N-(3-aminothieno[2,3-b]pyridin-2-ylcarbonyl)-α-amino acids. Heating of the latter smoothly produced 3,4-dihydropyrido[3",2":4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones in high yields.

  N-(2-氯乙酰基)-α-氨基酸与 3-氰基吡啶-2(1H)-硫酮反应得到 N-(3-氨基噻吩并[2,3-b]吡啶-2-基羰基)-α-氨基酸。后者的加热平稳地以高产率产生 3,4-dihydropyrido[3",2":4,5]thieno[3,2-e][1,4]diazepine-2(1H),5-diones。
• 2-噁二唑-3-氨基噻吩并[2,3-b]吡啶衍生物 及其制备方法和用途
  申请人：四川大学

  公开号：CN106928250B

  公开（公告）日：2019-09-27

  本发明属于化学制药领域，具体涉及2‑噁二唑‑3‑氨基噻吩并[2,3‑b]吡啶衍生物及其制备方法和用途。本发明提供了一种2‑噁二唑‑3‑氨基噻吩并[2,3‑b]吡啶衍生物，其结构如式Ⅰ所示。本发明还提供了上述2‑噁二唑‑3‑氨基噻吩并[2,3‑b]吡啶衍生物到制备方法和用途。本发明提供的2‑噁二唑‑3‑氨基噻吩并[2,3‑b]吡啶衍生物化合物有良好的HCV抑制效果，同时表现出了较低的细胞毒性。为抗HCV抑制剂的开发提供新思路。
• Synthesis of substituted pyrido[3´,2´:4,5]thieno[3,2-c]isoquinolin-5(6H)-ones and their sulfinyl and sulfonyl derivatives
  作者：V. E. Kalugin、A. M. Shestopalov

  DOI：10.1007/s11172-017-1766-z

  日期：2017.3

  A method for the synthesis of previously unknown pyrido[3´,2´:4,5]thieno[3,2-c]isoquinolin-5(6H)-ones was suggested, which includes a condensation reaction of substituted 3-cyanopyridine-2(1H)-thiones with methyl 2-(chloromethyl)benzoate and subsequent treatment of the condensation products with potassium tert-butoxide. The oxidation of the condensation products to sulfoxides or sulfones and subsequent

  提出了一种合成以前未知的吡啶并[3',2':4,5]噻吩并[3,2-c]异喹啉-5(6H)-酮的方法，其中包括取代的3-氰基吡啶- 2(1H)-硫酮与 2-(氯甲基)苯甲酸甲酯，随后用叔丁醇钾处理缩合产物。缩合产物氧化为亚砜或砜，随后用叔丁醇钾处理这些化合物，生成取代的吡啶并[3',2':4,5]噻吩并[3,2-c]异喹啉-5(6H) -一种 11-氧化物或取代的吡啶并[3',2':4,5]噻吩并[3,2-c]异喹啉-5(6H)-一种 11,11-二氧化物。