1-氨基-4-溴蒽醌 | 81-62-9

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1-氨基-4-溴蒽醌
• 英文名称: 1-amino-4-bromo-9,10-anthracenedione
• 英文别名: 1-amino-4-bromo-anthraquinone；1-amino-4-bromo-9,10-anthraquinone；1-amino-4-bromoanthraquinone；4-bromo-1-aminoanthraquinone；1-Amino-4-brom-anthrachinon；1-amino-4-bromoanthracene-9,10-dione
• CAS: 81-62-9
• 化学式: C₁₄H₈BrNO₂
• mdl: MFCD00156864
• 分子量: 302.127
• InChiKey: JOVRIPGYHSRFFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险类别码：
  R36/37/38
• 海关编码：
  2922399090
• 安全说明：
  S26,S36/37/39

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1-Amino-4-bromoanthraquinone
CAS-No. : 81-62-9
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Acute toxicity, Oral (Category 4)
Skin irritation (Category 2)
Eye irritation (Category 2)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Harmful if swallowed. Irritating to eyes and skin. Harmful to aquatic organisms, may cause long-term
adverse effects in the aquatic environment.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H302 Harmful if swallowed.
H315 Causes skin irritation.
H319 Causes serious eye irritation.
Precautionary statement(s)
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R22 Harmful if swallowed.
R36/38 Irritating to eyes and skin.
R52/53 Harmful to aquatic organisms, may cause long-term adverse effects in
the aquatic environment.
S-phrase(s)
S37/39 Wear suitable gloves and eye/face protection.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C14H8BrNO2
Molecular Weight : 302,13 g/mol
Component Concentration
1-Amino-4-bromoanthraquinone
CAS-No. 81-62-9 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Hydrogen bromide gas
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Avoid breathing dust.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion Harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
Harmful to aquatic life.
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15 - REGULATORY INFORMATION
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-氨基-4-溴蒽醌 在 盐酸 、 氢氧化钾 、 sodium dithionite 、 氧气 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 0.5h， 生成 6-bromo-2,2-dimethyl-1,2-dihydro-4H-anthra<1,2-d><1,3>oxazine-7,12-dione
  参考文献：
  名称：

  几种分散蒽醌染料的合成

  摘要：

  1-羟基-和/或1-氨基蒽醌在碱性介质中与甲醛反应，得到1-羟基-或1-氨基-2-羟甲基-9,10-蒽二醇，通过空气氧化得到，（羟甲基）蒽醌衍生物。在酸催化剂存在下，1-氨基-2-（羟甲基）蒽醌或其4-溴衍生物与羰基化合物的相互作用得到1,3-恶嗪衍生物(2)。发现 1,3-恶嗪环 2 位的亚甲基具有高反应性，可与羰基化合物反应形成相应的 2-芳基亚甲基衍生物。用 SeO2 选择性氧化二甲基恶嗪衍生物得到相应的二醛，二醛与芳香胺相互作用得到相应的席夫碱。

  DOI：

  10.1246/bcsj.53.3007
• 作为产物：
  描述：

  1-azidoanthracene-9,10-dione 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 以89%的产率得到1-氨基-4-溴蒽醌
  参考文献：
  名称：

  Gornostaev, L. M.; Sakilidi, V. T., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, # 3, p. 562 - 565

  摘要：

  DOI：

文献信息

• [EN] BH4 ANTAGONISTS AND METHODS RELATED THERETO<br/>[FR] ANTAGONISTES DE BH4 ET PROCÉDÉS ASSOCIÉS À CEUX-CI
  申请人：UNIV EMORY

  公开号：WO2015171589A1

  公开（公告）日：2015-11-12

  The disclosure relates to BH4 inhibitors and therapeutic uses relates thereto. In certain embodiments, the disclosure relates to methods of treating or preventing cancer, such as lung cancer, comprising administering therapeutically effective amount of a pharmaceutical composition comprising a compound disclosed herein or pharmaceutically acceptable salt to a subject in need thereof.

  该公开涉及BH4抑制剂及其治疗用途。在某些实施方式中，该公开涉及治疗或预防癌症的方法，例如肺癌，包括向需要的受试者施用本公开的化合物或药学上可接受的盐组成的药物组合物的治疗有效量。
• 화합물, 이를 포함하는 감광성 수지 조성물, 감광재, 컬러필터, 및 디스플레이 장치
  申请人：LG CHEM, LTD. 주식회사 엘지화학(120010134563) Corp. No ▼ 110111-2207995BRN ▼107-81-98139

  公开号：KR20190140744A

  公开（公告）日：2019-12-20

  본 명세서는 화학식 1로 표시되는 화합물 및 이를 포함하는 감광성 수지 조성물, 감광재, 컬러필터 및 디스플레이 장치를 제공한다.

  本说明书提供了化学式为1的化合物及包含该化合物的感光性树脂组合物、感光剂、彩色滤光片和显示器件。
• Anthraquinone dyes containing a fluorosulphonyl group and use thereof
  申请人：Zeneca Limited

  公开号：US05759211A1

  公开（公告）日：1998-06-02

  A process for colouring a synthetic textile material or fibre blend thereof which comprises applying to the synthetic textile material a compound of Formula (1): ##STR1## wherein: Ring A and Ring D are optionally substituted and at least one of Ring A or Ring D carries at least one --SO.sub.2 F group except for 2-\x9b(9,10-dihydro-9,10-dioxo-1-anthracenyl)amino!ethanesulphonylfluoride, 2-\x9b(9,10-dihydro-9,10-dioxo-2-anthracenyl)amino!ethanesulphonylfluoride, 2,2'-\x9b(9,10-dihydro-9,10-dioxo-1,4-anthracenediyl)diimino!bisethane sulphonylfluoride, 2,2'-\x9b(9,10-dihydro-9,10-dioxo-1,5-anthracenediyl)diimino!bisethane sulphonylfluoride, 2,2'-\x9b(9,10-dihydro-2-methoxy-9,10-dioxo-1,4-anthracenediyl)diimino) bisethanesulphonylfluoride, 2-\x9b(4-(benzoylamino)-9,10-dihydro-9,10-dioxo-1-anthracenyl!amino!ethanesulp honylfluoride, 2-\x9b(9,10-dihydro-4-(methylamino)-9,10-dioxo-1-anthracenyl!amino!ethane sulphonylfluoride.

  一种用于给合成纺织材料或其纤维混合物着色的方法，包括将化合物应用于合成纺织材料，该化合物的化学式为(1)：##STR1## 其中：环A和环D可以选择性地被取代，环A或环D中至少一个携带至少一个--SO.sub.2 F基团，但不包括2-\x9b(9,10-二氢-9,10-二氧代-1-蒽基)氨基乙磺酰氟、2-\x9b(9,10-二氢-9,10-二氧代-2-蒽基)氨基乙磺酰氟、2,2'-\x9b(9,10-二氢-9,10-二氧代-1,4-蒽二基)二亚乙基磺酰氟、2,2'-\x9b(9,10-二氢-9,10-二氧代-1,5-蒽二基)二亚乙基磺酰氟、2,2'-\x9b(9,10-二氢-2-甲氧基-9,10-二氧代-1,4-蒽二基)二亚乙基磺酰氟、2-\x9b(4-(苯甲酰氨基)-9,10-二氢-9,10-二氧代-1-蒽基)氨基乙磺酰氟、2-\x9b(9,10-二氢-4-(甲基氨基)-9,10-二氧代-1-蒽基)氨基乙磺酰氟。
• The Ullmann Condensation Reaction of Haloanthraquinone Derivatives with Amines in Aprotic Solvents. V. The Formation of Active Catalyst by the Partial Oxidation of Copper(I) with Molecular Oxygen
  作者：Sadao Arai、Yoshio Hashimoto、Nobuo Takayama、Takamichi Yamagishi、Mitsuhiko Hida

  DOI：10.1246/bcsj.56.238

  日期：1983.1

  Although copper(I) is a more effective catalyst than copper(II) in the Ullmann condensation reaction of haloanthraquinones with ethylenediamine in aprotic solvents under a nitrogen atmosphere, the oxidation products of copper(I) by molecular oxygen enhanced the reaction rate compared to copper(I) catalyst. From the studies on the effect of Cu(II) salt addition to Cu(I) salt, solvent effects, and ESR

  尽管在氮气氛下卤代蒽醌与乙二胺在非质子溶剂中的乌尔曼缩合反应中，铜（I）是比铜（II）更有效的催化剂，但与铜相比，分子氧对铜（I）的氧化产物提高了反应速率（一）催化剂。从 Cu(II) 盐添加到 Cu(I) 盐的影响、溶剂效应和 ESR 光谱的研究得出结论，烷氧基铜 (II) 物种是由 Cu(I) 与分子氧氧化形成的醇-乙二胺溶液与Cu（I）协同作用以提高催化活性。Cu（I）和氯甲氧基铜（II）的组合显着加速了缩合这一事实也支持了这一想法。
• The Ullmann Condensation Reaction of Haloanthraquinone Derivatives with Amines in Aprotic Solvents. VI. The Combination of Cu(I) and Hydroxo or Alkoxo Cu(II) as Effective Catalyst System
  作者：Sadao Arai、Yoshio Hashimoto、Takamichi Yamagishi、Mitsuhiko Hida

  DOI：10.1246/bcsj.62.3143

  日期：1989.10

  The reaction rate of the Ullmann condensation reaction of haloanthraquinone with ethylenediamine (EN) by copper(I) halide catalyst decreased along with the formation of inactive Cu(II) species [Cu(EN)2X2] by one-electron transfer from Cu(I) to haloanthraquinone. However, the combination of Cu(I) and Cu(II) salts, having an OH, OCH3, or OCOR group, enhanced the reaction rate in the following order:

  卤化铜(I)催化卤代蒽醌与乙二胺(EN)的乌尔曼缩合反应速率随着Cu(I)单电子转移形成非活性Cu(II)物种[Cu(EN)2X2]而降低) 到卤蒽醌。然而，具有 OH、OCH3 或 OCOR 基团的 Cu(I) 和 Cu(II) 盐的组合按以下顺序提高了反应速率：CuCl

表征谱图