8-羟基喹啉-5-磺酸水合物 | 84-88-8

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 8-羟基喹啉-5-磺酸水合物
• 中文别名: 8-羟基-5-喹啉磺酸；8-羟基喹啉-5-磺酸；5-磺酸-8-羟基喹啉
• 英文名称: 8-quinolinol-5-sulfonic acid
• 英文别名: 8-hydroxyquinoline-5-sulfonic acid；8-Hydroxyquinolin-1-ium-5-sulfonate
• CAS: 84-88-8
• 化学式: C₉H₇NO₄S
• mdl: MFCD00006795
• 分子量: 225.225
• InChiKey: LGDFHDKSYGVKDC-UHFFFAOYSA-N

物化性质

• 熔点：
  311-313°C
• 密度：
  1.4899 (rough estimate)
• 溶解度：
  DMSO（轻微）、甲醇（轻微、加热、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  6.1(b)
• 危险品标志：
  Xn
• 安全说明：
  S26,S36
• 危险类别码：
  R22,R36
• WGK Germany：
  3
• 海关编码：
  29334990
• 危险品运输编号：
  2811
• RTECS号：
  VC2570000
• 包装等级：
  III
• 危险类别：
  6.1(b)
• 危险性防范说明：
  P260,P264,P271,P280,P301+P330+P331,P303+P361+P353,P304+P340,P305+P351+P338,P310,P363,P403+P233,P405,P501
• 危险性描述：
  H335,H314
• 储存条件：
  本品应密封存放在阴凉干燥的地方。

SDS

Name:	8-Hydroxyquinoline-5-Sulfonic Acid Monohydrate 98% Material Safety Data Sheet
Synonym:	None
CAS:	84-88-8

Section 1 - Chemical Product MSDS Name:8-Hydroxyquinoline-5-Sulfonic Acid Monohydrate 98% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
84-88-8	8-Hydroxyquinoline-5-Sulfonic Acid Mon	98	201-570-5

Hazard Symbols: XN
Risk Phrases: 40

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Limited evidence of a carcinogenic effect.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
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:
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:

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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:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. 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. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. 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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 84-88-8: 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:
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: Powder
Color: yellow
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: > 300 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water: slightly soluble
Specific Gravity/Density:
Molecular Formula: C9H7NO4S.H2O
Molecular Weight: 243.24

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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.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of sulfur, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 84-88-8: VC2570000 LD50/LC50:
Not available.
Carcinogenicity:
8-Hydroxyquinoline-5-Sulfonic Acid Monohydrate - 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: XN
Risk Phrases:
R 40 Limited evidence of a carcinogenic effect.
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# 84-88-8: No information available.
Canada
CAS# 84-88-8 is listed on Canada's NDSL List.
CAS# 84-88-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 84-88-8 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质： 这是一种淡黄色针状结晶或结晶性粉末，熔点为213℃（分解）。它易溶于水，微溶于有机溶剂。

用途： 该物质用作有机合成中间体和分析试剂。 此外，它还用作医药中间体，并在金属离子的荧光检测中作为柱前和柱后衍生化试剂。

生产方法： 由8-羟基喹啉磺化而得。具体步骤为：将发烟硫酸冷却至10℃以下，在搅拌下逐渐加入8-羟基喹啉，保持温度在15℃以下。加完后升温，在30℃以下反应5小时。放置过夜。次日，将反应液放入8-10倍量的水中（按8-羟基喹啉计算），控制温度60℃，析出结晶并再次放置过夜。过滤、洗涤，并在100℃下干燥，最终得到产物8-羟基喹啉-5-磺酸，收率为87%。

反应信息

• 作为反应物：
  描述：

  8-羟基喹啉-5-磺酸水合物 在 五氯化磷 、 三氯氧磷 作用下， 生成 6,11-dichloro-5,12-naphthacenequinone
  参考文献：
  名称：

  Gabriel; Leupold, Chemische Berichte, 1898, vol. 31, p. 1280

  摘要：

  DOI：
• 作为产物：
  描述：

  8-羟基喹啉 在 硫酸 作用下， 反应 30.0h， 生成 8-羟基喹啉-5-磺酸水合物
  参考文献：
  名称：

  取代8-羟基喹啉锌配合物的荧光性质与结构关系的研究。

  摘要：

  由8-羟基喹啉金属络合物生产的有机发光二极管（OLED）在现代电致发光器件中起着至关重要的作用。本文采用不同的方法合成了一系列的8-羟基喹啉衍生物，并制备了相应的锌金属配合物。测量了配合物的紫外和荧光性质，旨在了解喹啉环上的取代基对配合物的荧光性质的影响。当8-羟基喹啉的C-5被卤素取代时，荧光发射波长发生了红移，同时，当8-羟基喹啉的C-5位置为2时，观察到荧光发射波长发生了蓝移。被吸电子基团取代。

  DOI：

  10.1007/s10895-018-2275-7

文献信息

• [EN] COMT INHIBITING METHODS AND COMPOSITIONS<br/>[FR] PROCÉDÉS D'INHIBITION DE LA COMT ET COMPOSITIONS ASSOCIÉES
  申请人：LIEBER INST FOR BRAIN DEV

  公开号：WO2016123576A1

  公开（公告）日：2016-08-04

  The present inventions include a method of inhibiting COMT enzyme in a subject as well as compounds of formula I, or a pharmaceutically acceptable salt thereof, that are useful in the treatment of various disorders mediated by COMT, including Parkinson's disease and/or schizophrenia.

  这些发明包括一种抑制受试者中COMT酶的方法，以及式I的化合物或其药用可接受盐，这些化合物在治疗由COMT介导的各种疾病中有用，包括帕金森病和/或精神分裂症。
• STABILIZATION OF HYDROXYLAMINE CONTAINING SOLUTIONS AND METHOD FOR THEIR PREPARATION
  申请人：Lee Wai Mun

  公开号：US20090112024A1

  公开（公告）日：2009-04-30

  The invention relates to the use of amidoximes for prevention of or stabilization of hydroxylamine compounds against undesired decomposition.

  本发明涉及将酰胺肟用于预防或稳定羟基胺化合物，防止其不受控分解。
• Theoretical and experimental studies on the fluorescence properties of aluminum(III), cadmium(II), zinc(II), and copper(II) complexes of substituted 8-hydroxyquinoline
  作者：Zhang Yuanyuan、Cheng Hongrui、Sun Qingrong、Chen Hongli、Yang Weiqing、Ma Menglin

  DOI：10.1177/1747519820973601

  日期：2021.5

  Fifty-five 8-hydroxyquinoline (8-HQ) derivatives are synthesized and the corresponding aluminum(III), cadmium(II), copper(II), and zinc(II) metal complexes are prepared and their fluorescent activi...

  合成了55种8-羟基喹啉（8-HQ）衍生物并制备了相应的铝（III）、镉（II）、铜（II）和锌（II）金属配合物及其荧光活性...
• [EN] 8-HYDROXY QUINOLINE DERIVATIVES<br/>[FR] DERIVES DE QUINOLINE 8-HYDROXY
  申请人：PRANA BIOTECHNOLOGY LTD

  公开号：WO2004007461A1

  公开（公告）日：2004-01-22

  The present invention relates to a method for the treatment, amelioration and/or prophylaxis of a neurological condition, in particular neurodegenerative disorders which comprises the administration of an effective amount of a compound of formula (I): to a subject in need thereof. The present invention also relates to a compound of formula (II) and processes for its preparation.

  本发明涉及一种用于治疗、改善和/或预防神经系统疾病，特别是神经退行性疾病的方法，包括向需要的受试者施用化合物(I)的有效量。本发明还涉及一种化合物(II)及其制备方法。
• Investigating the Activity Spectrum for Ring-Substituted 8-Hydroxyquinolines
  作者：Robert Musiol、Josef Jampilek、Jacek Nycz、Matus Pesko、James Carroll、Katarina Kralova、Marcela Vejsova、Jim O'Mahony、Aidan Coffey、Anna Mrozek、Jaroslaw Polanski

  DOI：10.3390/molecules15010288

  日期：——

  of fourteen ring-substituted 8-hydroxyquinoline derivatives were prepared. The synthesis procedures are presented. The compounds were analyzed using RP-HPLC to determine lipophilicity. They were tested for their activity related to inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the synthesized compounds was also performed

  在这项研究中，制备了一系列十四个环取代的 8-羟基喹啉衍生物。介绍了合成程序。使用RP-HPLC分析化合物以确定亲脂性。测试了它们与菠菜 (Spinacia oleracea L.) 叶绿体中光合电子传递 (PET) 抑制相关的活性。还针对四种分枝杆菌菌株和八种真菌菌株对合成化合物进行了初步体外筛选。几种化合物显示出与标准异烟肼或氟康唑相当或更高的生物活性。对于所有化合物，讨论了所研究化合物的亲脂性和化学结构之间的关系。

表征谱图