3,5-二羟基苯胺盐酸盐 | 6318-56-5

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3,5-二羟基苯胺盐酸盐
• 中文别名: 5-氨基苯-1,3-二醇盐酸盐；5-氨基-1,3-苯二醇盐酸盐
• 英文名称: 5-aminoresorcinol hydrochloride
• 英文别名: 5-aminobenzene-1,3-diol hydrochloride；5-aminobenzene-1,3-diol;hydrochloride
• CAS: 6318-56-5
• 化学式: C₆H₇NO₂*ClH
• 分子量: 161.588
• InChiKey: VNZZCDQPCQIUGG-UHFFFAOYSA-N

物化性质

• 熔点：
  300 °C

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.5
• 氢给体数：
  4
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2922299090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  2～8℃

SDS

Name:	5-Aminobenzene-1 3-diol hydrochloride tech Material Safety Data Sheet
Synonym:
CAS:	6318-56-5

Section 1 - Chemical Product MSDS Name:5-Aminobenzene-1 3-diol hydrochloride tech Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
6318-56-5	5-Aminobenzene-1,3-diol hydrochloride		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.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
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# 6318-56-5: 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: black
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 182 - 185 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: C6H8ClNO2
Molecular Weight: 162

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 6318-56-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-Aminobenzene-1,3-diol hydrochloride - 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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 6318-56-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 6318-56-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 6318-56-5 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

制备方法与用途

5-氨基苯-1,3-二醇盐酸盐可以作为有机合成中间体和医药中间体，广泛应用于实验室研发及化工医药的生产过程中。

反应信息

• 作为反应物：
  描述：

  3,5-二羟基苯胺盐酸盐 在 硫酸 、 sodium nitrite 、 potassium iodide 作用下， 以 水 为溶剂， 反应 5.75h， 以0.59 g的产率得到5-碘邻苯二酚
  参考文献：
  名称：

  粘香豆素B的合成及初步生物学评价

  摘要：

  极光Stigmatella aurantiaca MYX-030的粘香豆素A和B是天然产品，具有不同寻常的硝基和长链烷基取代作用。虽然粘香豆素A显示出很强的抗真菌性能，但由于最初分离过程中的生产滴度较低，因此尚未评估粘香豆素B的抗真菌潜力。因此，我们开发了包括香豆素核心的后期Pd催化硝化硝化香豆素B的全合成。合成材料的可用性促进了对粘豆香豆素B的生物活性的初步评估，这表明缺乏针对医学相关念珠菌sp。的活性。体外对人成纤维细胞（MRC-5）和体内（斑马鱼）的细胞毒性较低。

  DOI：

  10.1039/c8ob02273a
• 作为产物：
  描述：

  间苯三酚 在 ammonium hydroxide 作用下， 反应 16.0h， 以99%的产率得到3,5-二羟基苯胺盐酸盐
  参考文献：
  名称：

  溶液和薄膜中非手性方酸染料的聚集中的螺旋度控制。

  摘要：

  ara菁染料以在可见光条件下的强吸收性而闻名。但是，关于手性方酸菁染料的报道很少。为了解决这一差距，我们在这里报告了两种新型手性方酸方酸染料及其非手性对应物。提出的染料在溶液和薄膜中聚集。详细的手性研究表明，将手性染料与其非手性对应物共组装而成的薄膜具有出色的光物理性质。当混合物中仅存在25％的手性染料时，共组装结构的圆二色性（CD）达到最大值。当手性染料单独用作导向剂而不是结构组分时，可获得具有最高相对CD效应的固体结构。使用mc-AFM进行的选定自旋过滤测量进一步支持了手性数据。

  DOI：

  10.1002/chem.202002695

文献信息

• Photoresponsive self-assembled hexameric capsules based on calix[4]resorcinarenes bearing azobenzene dendron conjugates as side chains
  作者：Tsubasa Sakano、Toshifumi Ohashi、Masamichi Yamanaka、Kenji Kobayashi

  DOI：10.1039/c5ob00997a

  日期：——

  We synthesized calix[4]resorcinarenes bearing various azobenzene dendron conjugates as side chains, wherein the azobenzene moiety is a photoresponsive unit and the dendron moiety is a capsule-destabilizing unit, and then studied the photoresponsive properties of their self-assembled hexameric capsules in conjunction with guest encapsulation in H2O-saturated CDCl3. It was found that correlation between

  我们合成了带有各种偶氮苯树枝状共轭物作为侧链的杯[4]间苯二酚芳烃，其中偶氮苯部分是光响应单元，树枝状部分是胶囊失稳单元，然后结合它们研究了自组装六聚体胶囊的光响应特性与客体封装在H 2 O饱和的CDCl 3中。它被发现之间的相关反式-到-顺主机的偶氮苯树枝状侧链的光致异构化和随之而来的胶囊不稳定导致来宾释放在很大程度上取决于树枝状部分的性质，例如其空间的蓬松度和亲水性。
• PROCESS FOR STRAIGHTENING KERATIN FIBRES WITH A HEATING MEANS AND DENATURING AGENTS
  申请人：Philippe Michel

  公开号：US20100028280A1

  公开（公告）日：2010-02-04

  The invention relates to a process for straightening keratin fibres, comprising: (i) a step in which a straightening composition containing at least two denaturing agents is applied to the keratin fibres, (ii) a step in which the temperature of the keratin fibres is raised, using a heating means, to a temperature of between 110 and 250° C.

  该发明涉及一种直发角蛋白纤维的拉直过程，包括：(i)将至少两种变性剂含有的拉直组合物涂抹到角蛋白纤维上的步骤，(ii)使用加热装置将角蛋白纤维的温度升高至110至250°C的步骤。
• Synthesis and biological activity of C-4 and C-15 Aryl azide derivatives of anguidine
  作者：Stewart K. Richardson、Alwarsamy Jeganathan、Rajarathnam S. Mani、Boyd E. Haley、David S. Watt、Lynn R. Trusal

  DOI：10.1016/s0040-4020(01)86831-9

  日期：1987.1

  Potential trichothecene photoaffinity reagents were prepared by coupling either the C-4 or C-15 alcohols derived from anguidine with (3-azido-5-methoxyphenoxy) acetic acid, 4-(3-azido-5-methoxyphenoxy)butyric acid, or N-(3-azido-5-methoxyphenyl) N'-(carboxymethyl) urea. The C-15 anguidine deriviatives of (3-azido-5-methoxyphenoxy)acetic acid and (3-azido-4-iodo-5-methoxyphenoxy) acetic acid possessed

  通过将衍生自胍基的C-4或C-15醇与（3-叠氮基-5-甲氧基苯氧基）乙酸，4-（3-叠氮基-5-甲氧基苯氧基）丁酸或N偶联来制备潜在的三茂茂光亲和试剂-（3-叠氮基-5-甲氧基苯基）N'-（羧甲基）脲。（3-叠氮基-5-甲氧基苯氧基）乙酸和（3-叠氮基-4-碘-5-甲氧基苯氧基）乙酸的C-15胍基衍生物具有的蛋白质合成抑制活性可与中国仓鼠卵巢和胍基胍本身相比。非洲绿猴肾细胞系。
• A Bimetallic Metal–Organic Framework Encapsulated with DNAzyme for Intracellular Drug Synthesis and Self‐Sufficient Gene Therapy
  作者：Zhao Wang、Jingsheng Niu、Chuanqi Zhao、Xiaohui Wang、Jinsong Ren、Xiaogang Qu

  DOI：10.1002/anie.202016442

  日期：2021.5.25

  we designed a bimetallic metal–organic framework (MOF) encapsulated with DNAzyme for co‐triggered in situ cancer drug synthesis and DNAzyme‐based gene therapy. Once in cancer cells, MOFs would disassemble and liberate copper ions, zinc ions, and DNAzyme under the acidic environment of lysosomes. Copper ions can catalyze the synthesis of the chemotherapeutic drug through copper‐catalyzed azide–alkyne

  虽然化疗是最广泛使用的癌症治疗方法之一，但存在严重的副作用、耐药性和继发性转移。为了解决这些问题，我们设计了一种用 DNAzyme 封装的双金属金属有机框架（MOF），用于共同触发原位癌症药物合成和基于 DNAzyme 的基因治疗。一旦进入癌细胞，MOFs 会在溶酶体的酸性环境下分解并释放铜离子、锌离子和 DNA 酶。铜离子被还原为Cu I后，可以通过铜催化的叠氮化物-炔烃环加成（CuAAC）反应催化化学治疗药物的合成; 锌离子作为辅助因子激活 DNAzyme 的切割活性。抗癌药物是在细胞内合成的，可以就地杀死癌细胞，最大限度地减少对正常生物的副作用。激活的 DNAzyme 开始基因治疗，通过靶向和切割癌基因底物来抑制肿瘤增殖和转移。
• A Biocompatible Heterogeneous MOF–Cu Catalyst for In Vivo Drug Synthesis in Targeted Subcellular Organelles
  作者：Faming Wang、Yan Zhang、Zhengwei Liu、Zhi Du、Lu Zhang、Jinsong Ren、Xiaogang Qu

  DOI：10.1002/anie.201901760

  日期：2019.5.20

  As a typical bioorthogonal reaction, the copper‐catalyzed azide–alkyne cycloaddition (CuAAC) has been used for drug design and synthesis. However, for localized drug synthesis, it is important to be able to determine where the CuAAC reaction occurs in living cells. In this study, we constructed a heterogeneous copper catalyst on a metal–organic framework that could preferentially accumulate in the

  作为典型的生物正交反应，铜催化的叠氮化物-炔烃环加成反应（CuAAC）已用于药物设计和合成。但是，对于局部药物合成，重要的是能够确定活细胞中CuAAC反应发生的位置。在这项研究中，我们在金属有机框架上构建了一种异质铜催化剂，该催化剂可以优先在活细胞的线粒体中积累。我们的系统通过具有良好生物相容性的线粒体中的定点CuAAC反应，实现了药物的局部合成。重要的是，用于局部药物合成的亚细胞催化过程避免了有毒分子的递送和分布问题。