双硫氧吡啶 | 3696-28-4

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 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: 双硫氧吡啶
• 中文别名: 奥麦丁二硫化物；双吡硫翁；2,2'-二硫代二(吡啶-1-氧化物)；2,2'-二硫双(吡啶)-1.1'-二氧化物；二硫双(吡啶-N-氧化物)；2,2’-二硫代二(吡啶-1-氧化物)；双吡硫氧；2,2-二硫代双(吡啶-N-氧化物；双吡啶硫酮；2,2′-二甲基苯甲酰苯胺；2,2"-二硫代二(吡啶-1-氧化物)
• 英文名称: 2,2'-dipyridyl disulfide bis-N-oxide
• 英文别名: 2,2'-dithiobis(pyridine-N-oxide)；dipyrithione；2,2′-dithiobis(pyridine-N-oxide)；1-oxido-2-[(1-oxidopyridin-1-ium-2-yl)disulfanyl]pyridin-1-ium
• CAS: 3696-28-4
• 化学式: C₁₀H₈N₂O₂S₂
• mdl: MFCD00006197
• 分子量: 252.318
• InChiKey: ZHDBTKPXEJDTTQ-UHFFFAOYSA-N

物化性质

• 熔点：
  200.5°C (rough estimate)
• 沸点：
  582.8±25.0 °C(Predicted)
• 密度：
  1.4423 (rough estimate)
• 溶解度：
  甲醇（微溶）、水（微溶、加热、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品运输编号：
  OTH
• 海关编码：
  2933399090
• 安全说明：
  S24/25
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温和干燥环境

SDS

Name:	2 2 -Dithiobis(Pyridine-N-Oxide) 97% Material Safety Data Sheet
Synonym:	Pyridine, 2,2'-Dithiobis-, 1,1'-Dioxide; Omadine Disulfide
CAS:	3696-28-4

Section 1 - Chemical Product MSDS Name:2 2 -Dithiobis(Pyridine-N-Oxide) 97% Material Safety Data Sheet
Synonym:Pyridine, 2,2'-Dithiobis-, 1,1'-Dioxide; Omadine Disulfide

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3696-28-4	Pyridine, 2,2'-Dithiobis-, 1,1'-Dioxid	97	223-024-5

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes severe 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:
Adverse reproductive effects have been reported in animals.

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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.
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:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

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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# 3696-28-4: 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: Powder
Color: beige
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 205 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: C10H8N2O2S2
Molecular Weight: 252.31

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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, exposure to moist air or water.
Incompatibilities with Other Materials:
Moisture, strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, hydrogen sulfide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3696-28-4: UT2965000 LD50/LC50:
CAS# 3696-28-4: Draize test, rabbit, eye: 100 uL/24H Severe.
Carcinogenicity:
Pyridine, 2,2'-Dithiobis-, 1,1'-Dioxide - 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.
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# 3696-28-4: No information available.
Canada
CAS# 3696-28-4 is listed on Canada's NDSL List.
CAS# 3696-28-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3696-28-4 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

联吡啶硫酮是一种有效的抗菌剂，不仅具备抗真菌和抗增殖的活性，还在体内外表现出显著的细胞凋亡诱导及周期阻滞作用。此外，它还展现出抗炎和抗肿瘤活性，在皮肤癣菌病的研究中也显示出潜在的应用价值[1][2][3]。

反应信息

• 作为反应物：
  描述：

  双硫氧吡啶 在 potassium fluoride 、 三氯异氰尿酸 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以86%的产率得到2-(trifluoro-λ⁴-sulfanyl)pyridine-1-oxide
  参考文献：
  名称：

  使SF5组更易接近：芳烃四氟λ6-硫烷基氯的无气体试剂方法

  摘要：

  现代五氟硫烷基（SF 5）化学的致命弱点是：合成材料的可及性。本文中，我们介绍了解决芳基-SF 4 Cl化合物（最新的芳基-SF 5合成中的关键中间体）的第一种方法，该方法克服了对有害氟化试剂和/或气体试剂（例如Cl 2）的依赖使用易于处理的三氯异氰尿酸，氟化钾和催化量的酸。这些简单，温和的条件使您可以直接接触到尚未使用或无法通过以前的方法证明的芳基-SF 4 Cl中间体。此外，相同的方法提供了访问芳-SF 3和芳基- SEF 3化合物，将这种化学的应用范围扩展到了芳烃SF 5官能化以外，并证明了其解决更普遍的氧化氟化问题的能力。

  DOI：

  10.1002/anie.201812356
• 作为产物：
  描述：

  2-巯基吡啶-N-氧化物 在 Porcine Pancreas Lipase 作用下， 以 水 为溶剂， 反应 30.0h， 以75%的产率得到双硫氧吡啶
  参考文献：
  名称：

  二芳基二硫化物的生物催化合成及其作为耐药金黄色葡萄球菌抑制剂的生物评价。

  摘要：

  金黄色葡萄球菌是世界卫生组织（WHO）的II级优先病原体，具有引起急性至慢性感染和抵抗抗生素的能力，从而严重影响了全球医疗系统。在这种情况下，迫切需要发现新的分子以阻止持续出现的抗药性。含有二硫化物的小分子作为抗菌剂已受到关注。由于它们的常规合成需要繁琐的合成程序，有时还需要有毒的试剂，因此已开发出一种绿色环保的合成方案，可通过该方案获得一系列分子并评估其对ESKAPE病原体的抗菌活性。测试了该化合物对Vero细胞的细胞毒性，以确定其选择性指数并确定了时间杀灭动力学。金黄色葡萄球菌多药耐药临床分离株。此外，还测试了其与FDA批准药物协同作用的能力以及减少生物膜的能力。我们确定双（2-溴苯基）二硫化物（2t）具有对金黄色葡萄球菌（包括MRSA和VRSA菌株）的等效抗菌活性。此外，2t的选择性指数为25，具有浓度依赖性的杀菌活性，与所有测试的药物均具有协同作用，并显着减少了预先形成的生物膜。综

  DOI：

  10.1002/ddr.21507
• 作为试剂：
  描述：

  4-(甲氧羰基)双环[2.2.2]辛烷-1-羧酸 在 盐酸 、 lithium aluminium tetrahydride 、 草酰氯 、 三丁基膦 、 双硫氧吡啶 、 水 、 氢气 、 palladium diacetate 、 potassium carbonate 、 二甲基亚砜 、 sodium hydroxide 、 四甲基胍 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， -70.0~20.0 ℃ 、607.99 kPa 条件下， 反应 39.25h， 生成 (S)-2-(((benzyloxy)carbonyl)amino)-3-(bicyclo[2.2.2]octan-1-yl)propanoic acid 、 (R)-2-(((benzyloxy)carbonyl)amino)-3-(bicyclo[2.2.2]octan-1-yl)propanoic acid
  参考文献：
  名称：

  WO2020131282A5

  摘要：

  公开号：

  WO2020131282A5

文献信息

• [EN] MICROBIOCIDAL OXADIAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXADIAZOLE MICROBIOCIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2017157962A1

  公开（公告）日：2017-09-21

  Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially fungicides.

  式(I)的化合物，其中取代基如权利要求1所定义，作为杀虫剂特别是杀菌剂有用。
• Thieno-pyrimidine compounds having fungicidal activity
  申请人：Brewster Kirkland William

  公开号：US20070093498A1

  公开（公告）日：2007-04-26

  The present invention relates to thieno[2,3-d]-pyrimidine compounds having fungicidal activity.

  本发明涉及具有杀真菌活性的噻吩[2,3-d]-嘧啶化合物。
• [EN] INSECTICIDAL TRIAZINONE DERIVATIVES<br/>[FR] DÉRIVÉS DE TRIAZINONE INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013079350A1

  公开（公告）日：2013-06-06

  Compounds of the formula (I) or (I'), wherein the substituents are as defined in claim 1, are useful as pesticides.

  式(I)或(I')的化合物，其中取代基如权利要求1所定义的那样，可用作杀虫剂。
• [EN] IMIDAZOLIUM REAGENT FOR MASS SPECTROMETRY<br/>[FR] RÉACTIF D'IMIDAZOLIUM POUR SPECTROMÉTRIE DE MASSE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2021234004A1

  公开（公告）日：2021-11-25

  The present invention relates to compounds which are suitable to be used in mass spectrometry as well as methods of mass spectrometric determination of analyte molecules using said compounds.

  本发明涉及适用于质谱的化合物，以及利用该化合物进行分析物分子的质谱测定方法。
• [EN] SYNTHETIC OLIGOGLUCOSAMINES FOR IMPROVEMENT OF PLANT GROWTH AND YIELD<br/>[FR] OLIGOGLUCOSAMINES SYNTHÉTIQUES POUR L'AMÉLIORATION DE LA CROISSANCE ET DU RENDEMENT DE VÉGÉTAUX
  申请人：DU PONT

  公开号：WO2015130893A1

  公开（公告）日：2015-09-03

  The disclosure provides formulations comprising synthetic oligoglucosamines and methods for improving plant growth and crop yield therewith. These formulations may be applied to propagating materials, including seeds and other regenerable plant parts, including cuttings, bulbs, rhizomes and tubers. They may also be applied to foliage, or soil either prior to or following planting of propagating materials. Such applications may be made alone or in combination with fungicides, insecticides, nematicides and other agricultural agents used to improve plant growth and crop yield.

  该披露提供了包含合成寡聚葡聚糖胺的配方，以及利用这些配方改善植物生长和作物产量的方法。这些配方可以应用于繁殖材料，包括种子和其他可再生植物部分，如插条、球茎、根茎和块茎。它们也可以应用于叶片或土壤，无论是在种植繁殖材料之前还是之后。这些应用可以单独进行，也可以与杀菌剂、杀虫剂、线虫杀灭剂和其他用于改善植物生长和作物产量的农业药剂结合使用。

表征谱图