4-氨基苯磺酰氟 | 98-62-4

• 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: 4-氨基苯磺酰氟
• 英文名称: 4-aminobenzenesulfonyl fluoride
• 英文别名: 4-fluorosulfonylaniline；4-aminobenzenesulphonyl fluoride；Sulfanilyl fluoride
• CAS: 98-62-4
• 化学式: C₆H₆FNO₂S
• mdl: MFCD00007883
• 分子量: 175.184
• InChiKey: BPUKPIBWYZWYQV-UHFFFAOYSA-N

物化性质

• 熔点：
  68-69°
• 沸点：
  284.2±23.0 °C(Predicted)
• 密度：
  1.3604 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 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：
  68.5
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  C
• 海关编码：
  2921499090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P260,P264,P270,P271,P280,P301+P330+P331,P302+P352,P303+P361+P353,P304+P340,P305+P351+P338,P310,P363,P405,P501
• 危险品运输编号：
  3261
• 危险性描述：
  H302,H312,H332,H314
• 储存条件：
  储存温度应控制在2-8°C，并需避免光照。

SDS

Name:	Sulfanilyl Fluoride Material Safety Data Sheet
Synonym:	Benzenesulfonyl Fluoride, 4-Amino-
CAS:	98-62-4

Section 1 - Chemical Product MSDS Name:Sulfanilyl Fluoride Material Safety Data Sheet
Synonym:Benzenesulfonyl Fluoride, 4-Amino-

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
98-62-4	Benzenesulfonyl Fluoride, 4-Amino-	ca 100	202-687-4

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Corrosive.The toxicological properties of this material have not been fully investigated.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause severe irritation of the respiratory tract with sore throat, coughing, shortness of breath and delayed lung edema. Causes chemical burns to the respiratory tract. 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: Get medical aid. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
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. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. Contact with metals may evolve flammable hydrogen gas.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Do NOT get water inside containers. 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. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation. Do not get water inside containers.

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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. Do not allow contact with water. Discard contaminated shoes. Keep from contact with moist air and steam.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area. Do not store in metal containers. 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# 98-62-4: United States OSHA: 2.5 mg/m3 TWA (as F) (listed under Fluorides 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: white or yellow-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 65.00 - 67.00 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: C6H6FNO2S
Molecular Weight: 175.18

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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, moisture, excess heat.
Incompatibilities with Other Materials:
Moisture, strong bases, strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, fluoride fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 98-62-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzenesulfonyl Fluoride, 4-Amino- - 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: CORROSIVE SOLID, N.O.S.*
Hazard Class: 8
UN Number: 1759
Packing Group: II
IMO
Shipping Name: CORROSIVE SOLID, N.O.S.
Hazard Class: 8
UN Number: 1759
Packing Group: II
RID/ADR
Shipping Name: CORROSIVE SOLID, N.O.S.
Hazard Class: 8
UN Number: 1759
Packing group: II

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
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# 98-62-4: No information available.
Canada
CAS# 98-62-4 is listed on Canada's NDSL List.
CAS# 98-62-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 98-62-4 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-氨基苯磺酰氟 以 水 为溶剂， 生成 对氨基苯磺酸
  参考文献：
  名称：

  在磺胺酸衍生物与亲核试剂反应中寻求磺醌亚胺中间体

  摘要：

  动力学和捕集研究的数据表明，碱水解 磺酰氯相应的N-乙酰基衍生物的R 1和R 2遵循不同的反应途径。虽然后一种化合物的结果与常见的缔合S N 2机理的发生完全一致，但前者显示出一些不同的特征，表明涉及磺醌亚胺类化合物的分解型机理的引入。反应中间体。相应的磺酰基氟化物和2,4-二硝基苯基酯，其离去基团为氯比恶化的碱性水解-作为离去基团，都关联。

  DOI：

  10.1039/b108215a
• 作为产物：
  描述：

  4-氨基苯-1-磺酰氯 在 potassium hydrogen difluoride 作用下， 以 水 、 乙腈 为溶剂， 以73%的产率得到4-氨基苯磺酰氟
  参考文献：
  名称：

  生理条件下含S （VI） –F战斗部与亲核氨基酸侧链反应性的研究

  摘要：

  磺酰氟（SFs）最近已成为有希望的针对蛋白质的目标共价修饰的战斗部。尽管有许多成功地将SFs用作共价探针化合物的例子，但尚未出现对影响SFs稳定性和反应性的因素的详细探讨。在这项工作中，我们对空间和电子因素对SF和相关的S VI –F组的反应性和稳定性的影响进行了广泛的研究。尽管SF与N-乙酰半胱氨酸快速反应，但发现生成的加合物不稳定，因此SF不适合持久地共价抑制半胱氨酸残基。相反，SFs可以与N-乙酰酪氨酸和N一起提供稳定的加合物。-乙酰赖氨酸；此外，我们表明，可以通过调节弹头的电子特性来预测地调节芳基磺酰氟对这些亲核氨基酸的反应性。当共价反应发生在蛋白质结合口袋中时，这些趋势在很大程度上得以保留。我们还获得了描述ATP类似物5'- O -3-（（氟磺酰基）苯甲酰基）腺苷（m-FSBA）。已证明高反应性战斗部在缓冲水溶液中的水解方面不稳定，这表明战斗部的反应性必须仔细调整以提供最佳的蛋白

  DOI：

  10.1039/c7ob02028g

文献信息

• Synthesis and Biological Evaluation of 4-Anilino-quinazolines and -quinolines as Inhibitors of Breast Cancer Resistance Protein (ABCG2)
  作者：Michael K. Krapf、Michael Wiese

  DOI：10.1021/acs.jmedchem.6b00330

  日期：2016.6.9

  of cancer often fails due to overexpression of the ATP-binding cassette (ABC) transport proteins, like ABCG2, triggering active efflux of various structurally unrelated drugs. This so-called multidrug resistance (MDR) may be reversed by selective, potent, and nontoxic inhibitors of ABCG2. As only a few potent inhibitors are known, new compounds based on a 4-substituted-2-phenylquinazoline scaffold

  癌症的化学疗法治疗通常会因ATP结合盒（ABC）转运蛋白（如ABCG2）的过表达而失败，从而触发各种结构上不相关的药物的主动流出。这种所谓的多药耐药性（MDR）可以通过ABCG2的选择性，有效和无毒抑制剂来逆转。因为仅已知几种有效的抑制剂，所以研究了基于4-取代的-2-苯基喹唑啉骨架的新化合物。用羟基，氰基，硝基，乙酰胺基和氟取代可导致对ABCG2的高度抑制活性。在MTT功效测定中证实了逆转最具活性的化合物的MDR的能力。此外，发现可忽略的低固有细胞毒性导致高治疗率。对于喹唑啉化合物，对ABCB1和ABCC1的抑制活性的研究产生了对ABCG2的高选择性。基于喹啉的类似物显示较低的抑制活性和选择性。该研究产生了各种有希望的化合物，其中一些具有比标准抑制剂Ko143更好的性能。
• Benzenesulfonamide-derivatives and their use as medicaments
  申请人：Astrazeneca AB

  公开号：US06667342B1

  公开（公告）日：2003-12-23

  Compounds of formula (I), pharmaceutically acceptable salts or in vivo hydrolysable esters thereof, wherein: Ring X is phenyl or a six membered heteroaryl ring containing one or two ring nitrogens where said nitrogens are optionally oxidised to form the N-oxide; R1 and R2 are substituents as defined within; R3 and R4 are defined within and are alkyl or halo alkyl or together form a halocycloalkyl ring; R5 is a substituent as defined within; Y—Z is a linking group as defined within; are useful in the production of a elevation of PDH activity in a warm-blooded animal such as a human being. Pharmaceutical compositions, methods and processes for preparation of compounds of formula (I) are described.

  公式(I)的化合物、药用可接受的盐或体内可水解的酯，其中：环X是苯基或含有一个或两个环氮的六元杂环芳族环，其中所述氮原子可选择性地被氧化形成N-氧化物；R1和R2是定义内的取代基；R3和R4在定义内定义，是烷基或卤代烷基或共同形成一个卤代环烷基环；R5是定义内的取代基；Y-Z是定义内的连接基团；在制备温血动物如人类体内PDH活性提升方面是有用的。描述了公式(I)化合物的药物组合物、方法和制备过程。
• Synthesis of Sulfonyl Azides via Lewis Base Activation of Sulfonyl Fluorides and Trimethylsilyl Azide
  作者：John Moses、Andrew Barrow

  DOI：10.1055/s-0035-1561626

  日期：——

  A protocol for the efficient conversion of sulfonyl fluorides into sulfonyl azides through Lewis base activation is described. The in situ generated sulfonyl azides are efficient diazo-transfer agents, affording diazo compounds and primary azides in excellent yields.

  描述了通过路易斯碱活化将磺酰氟有效转化为磺酰叠氮化物的协议。原位生成的磺酰叠氮化物是有效的重氮转移剂，以优异的产率提供重氮化合物和初级叠氮化物。
• SuFExable Isocyanides for Ugi Reaction: Synthesis of Sulfonyl Fluoro Peptides
  作者：Shuheng Xu、Sunliang Cui

  DOI：10.1021/acs.orglett.1c01734

  日期：2021.7.2

  isocyanides were first developed as a new type of SuFExable synthon, and they are used as building blocks in the Ugi reaction (U-4CR). The Ugi reaction was established and the substrate scope was investigated, and various sulfonyl fluoro α-amino amides and peptides could be reached in a one-step synthesis. Therefore, this protocol opens a new vision for SuFExable building blocks and click chemistry, and it also

  在此，磺酰氟异氰化物首先被开发为一种新型的 SuFExable 合成子，它们被用作 Ugi 反应 (U-4CR) 的构建单元。建立了Ugi反应并考察了底物范围，一步合成可得到各种磺酰氟α-氨基酰胺和多肽。因此，该协议为 SuFExable 构建块和点击化学开辟了新视野，它还提供了一种独特的磺酰氟肽方法。
• Monoazo dyes which are free from water-solubilizing groups and which
  申请人：Zeneca Limited

  公开号：US05739299A1

  公开（公告）日：1998-04-14

  A process for coloring a synthetic textile material or fibre blend thereof which comprises applying to the synthetic textile material a compound or mixture thereof, which is free from water solubilizing groups, of Formula (1): A--N.dbd.N--D Formula (1) wherein A and D each independently is an optionally substituted heterocyclic or carbocyclic group and at least one of A or D carries directly at least one --SO.sub.2 F group or carries a substituent to which at least one --SO.sub.2 F group is attached except for 4-(4-fluorosulphonylphenylazo)-N,N-dimethylaniline, provided that one of A or D is not 3,5-difluorosulphonylthien-2-yl, optionally substituted 1-phenyl-pyrazol-4-yl-5-one or ##STR1## or that one of A or D does not carry an --NCH.sub.2 CH(OH)CH.sub.2 Cl, --NCOCH.sub.2 Cl or --NCH.sub.2 CH.sub.2 SO.sub.2 F substituent. The presence of one or more --SO.sub.2 F groups in a dye molecule generally improves the properties of that dye and confers surprisingly good wet fastness and light fastness properties.

  一种用于给合成纺织材料或其纤维混合物着色的方法，包括向合成纺织材料施加一个不含水溶解基团的化合物或其混合物，其化学式为(1)：A--N.dbd.N--D 化学式(1)其中A和D各自独立地是一个可选择地取代的杂环或碳环基团，且A或D中至少一个直接携带至少一个--SO.sub.2 F基团，或携带一个取代基，至少一个--SO.sub.2 F基团附着在该取代基上，但不包括4-(4-氟磺酰基苯基偶氮)-N,N-二甲基苯胺，条件是A或D中的一个不是3,5-二氟磺酰基噻吩-2-基，可选择地取代的1-苯基吡唑-4-基-5-酮或##STR1##，或者A或D中的一个不携带--NCH.sub.2 CH(OH)CH.sub.2 Cl，--NCOCH.sub.2 Cl或--NCH.sub.2 CH.sub.2 SO.sub.2 F取代基。染料分子中存在一个或多个--SO.sub.2 F基团通常会改善该染料的性能，并赋予出乎意料的良好湿度牢度和光牢度性能。