4-氨基-3,5-二溴苯乙酮 | 22589-50-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-氨基-3,5-二溴苯乙酮
• 英文名称: 4-amino-3,5-dibromo-acetophenone
• 英文别名: 1-(4-amino-3,5-dibromophenyl)ethanone；4'-amino-3',5'-dibromoacetophenone；3,5-dibromo-4-aminoacetophenone；4-amino-3,5-dibromoacetophenone；1-(4-amino-3,5-dibromo-phenyl)-ethanone；1-(4-Amino-3,5-dibrom-phenyl)-aethanon
• CAS: 22589-50-0
• 化学式: C₈H₇Br₂NO
• 分子量: 292.958
• InChiKey: GDOXBJMFPXRNPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922399090
• 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

SDS

Name:	4-Amino-3 5-dibromoacetophenone Material Safety Data Sheet
Synonym:
CAS:	22589-50-0

Section 1 - Chemical Product MSDS Name:4-Amino-3 5-dibromoacetophenone Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
22589-50-0	4-Amino-3,5-dibromoacetophenone		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# 22589-50-0: 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: Not available.
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
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: C8H7Br2NO
Molecular Weight: 292.96

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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:
Nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Will not occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 22589-50-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-Amino-3,5-dibromoacetophenone - 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: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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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# 22589-50-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 22589-50-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 22589-50-0 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

反应信息

• 作为反应物：
  描述：

  4-氨基-3,5-二溴苯乙酮 在 copper(ll) bromide 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 、 乙酸乙酯 为溶剂， 反应 24.0h， 生成 溴布特罗
  参考文献：
  名称：

  苯乙醇胺类β受体激动剂的合成方法

  摘要：

  本发明公开了一种苯乙醇胺类β受体激动剂的合成方法，包括以下步骤：S1:将4‑氨基苯乙酮溶解在有机溶剂中，与亲电取代试剂发生苯环上的卤代反应，生成卤苯类中间体；卤苯类中间体在有机溶剂或水中，在金属催化剂的催化下与氰化试剂发生亲核取代反应，生成苯乙酮类中间体；S2：苯乙酮类中间体在有机溶剂中，与溴化铜发生羰基α溴代反应生成α‑溴代苯乙酮类中间体；S3：α‑溴代苯乙酮类中间体在有机溶剂中与叔丁胺或异丙胺反应生成苯乙酮胺类中间体；S4：苯乙酮胺类中间体在有机溶剂中，与还原氢化试剂反应生成苯乙醇胺类β受体激动剂；本发明合成方法简单高效且原料廉价易得，原子利用率较高，合成产物化学纯度大于99％，满足食品安全检测需求。

  公开号：

  CN109912434B
• 作为产物：
  描述：

  4-氨基苯乙酮 在 N-溴代丁二酰亚胺(NBS) 、 lithium perchlorate 、 silica gel 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以90%的产率得到4-氨基-3,5-二溴苯乙酮
  参考文献：
  名称：

  高氯酸锂分散在硅胶上在N-溴代琥珀酰亚胺溴化芳香族化合物中的有趣作用

  摘要：

  通过在室温下将 N-溴代琥珀酰亚胺和芳族化合物在二氧化硅表面混合，开发了一种方便有效的亲电芳族溴化方法。

  DOI：

  10.1139/v05-001

文献信息

• Carboxylic acid amides, the preparation thereof, and their use as pharmaceutical compositions
  申请人：Boehringer Ingelheim Pharma GmbH & Co. KG

  公开号：US20040220169A1

  公开（公告）日：2004-11-04

  The present invention relates to new substituted carboxylic acid amides of general formula 1 wherein A, B and R 1 to R 5 are defined as in claim 1, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties. The compounds of the above general formula I as well as the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, and their stereoisomers have valuable pharmacological properties, particularly an antithrombotic activity and a factor Xa-inhibiting activity.

  本发明涉及一般式1的新取代羧酸酰胺，其中A、B和R1至R5如权利要求1中所定义，其互变异构体、对映异构体、非对映异构体、它们的混合物及其盐，特别是其与无机或有机酸或碱的生理上可接受的盐，具有有价值的性质。 上述一般式I的化合物以及其互变异构体、对映异构体、非对映异构体、它们的混合物及其盐，特别是其与无机或有机酸或碱的生理上可接受的盐，及其立体异构体具有有价值的药理学性质，特别是抗血栓活性和Xa因子抑制活性。
• An intriguing effect of lithium perchlorate dispersed on silica gel in the bromination of aromatic compounds by <i>N</i>-bromosuccinimide
  作者：Mojtaba Bagheri、Najmedin Azizi、Mohammad R Saidi

  DOI：10.1139/v05-001

  日期：2005.2.1

  A convenient and efficient procedure for electrophilic aromatic bromination has been developed by mixing of N-bromosuccinimide and an aromatic compound at room temperature on the surface of silica ...

  通过在室温下将 N-溴代琥珀酰亚胺和芳族化合物在二氧化硅表面混合，开发了一种方便有效的亲电芳族溴化方法。
• 5-aminoflavone derivatives
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：US05539112A1

  公开（公告）日：1996-07-23

  5-Aminoflavone derivatives represented by the formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are the same or different and represent hydrogen, substituted or unsubstituted lower alkyl, lower alkenyl, halogen-substituted or unsubstituted lower alkanoyl or lower alkoxycarbonyl, X.sup.1, X.sup.2, Y.sup.1 and Y.sup.2 are the same or different and represent hydrogen, halogen or lower alkyl, at least one of X.sup.1 and X.sup.2 represents halogen or lower alkyl, X.sup.3 represents hydrogen, substituted or unsubstituted lower alkyl, lower alkenyl, lower alkynyl, halogen, hydroxy, substituted or unsubstituted lower alkoxy, NR.sup.5 R.sup.6 (wherein R.sup.5 and R.sup.6 are the same or different and represent hydrogen, or substituted or unsubstituted lower alkyl, or R.sup.5 and R.sup.6 are taken together to form a heterocyclic group containing the nitrogen atom in the ring), lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, carboxy, lower alkoxycarbonyl, lower alkanoyl, adizo, cyano, substituted or unsubstituted carbamoyl or lower alkylthiothiocarbonyl: or pharmaceutically acceptable salts thereof.

  5-氨基黄酮衍生物的化学式（I）如下：其中R.sup.1、R.sup.2、R.sup.3和R.sup.4相同或不同，代表氢、取代或未取代的较低烷基、较低烯基、卤素取代或未取代的较低烷酰基或较低烷氧羰基，X.sup.1、X.sup.2、Y.sup.1和Y.sup.2相同或不同，代表氢、卤素或较低烷基，X.sup.1和X.sup.2中至少一个代表卤素或较低烷基，X.sup.3代表氢、取代或未取代的较低烷基、较低烯基、较低炔基、卤素、羟基、取代或未取代的较低烷氧基、NR.sup.5 R.sup.6（其中R.sup.5和R.sup.6相同或不同，代表氢，或取代或未取代的较低烷基，或R.sup.5和R.sup.6一起形成含有环中氮原子的杂环基），较低烷硫基、较低烷硫醇基、较低烷硫酰基、羧基、较低烷氧羰基、较低烷酰基、阿狄佐基、氰基、取代或未取代的氨基羰基或较低烷硫基硫羰基：或其药用盐。
• Substituted piperidines, medicaments containing these compounds, and methods for the production thereof
  申请人：——

  公开号：US20030212057A1

  公开（公告）日：2003-11-13

  The present invention relates to substituted piperidines of general formula 1 wherein A 1 , A 2 , R, R 1 and R 2 are defined as in claim 1, the tautomers, the diastereomers, the enantiomers, the mixtures thereof and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable pharmacological properties, particularly CGRP-antagonistic properties, pharmaceutical compositions containing these compounds, their use and processes for preparing them.

  本发明涉及通式1中的取代哌啶，其中A1，A2，R，R1和R2的定义如权利要求书1中所述，其互变异构体，对映异构体，混合物和盐，特别是与无机或有机酸或碱的生理上可接受的盐，具有有价值的药理学特性，特别是CGRP-拮抗特性，含有这些化合物的制药组合物，它们的用途和制备它们的方法。
• A New Chemoselective Synthesis of Brombuterol
  作者：Rosangela Lopes、Cláudio Lopes、Marcelo Nery、Mariangela Azevedo、Jari Cardoso、Glaucia Slana

  DOI：10.1055/s-2007-966044

  日期：——

  A practical method for the synthesis of brombuterol [1-(4-amino-3,5-dibromophenyl)-2-(tert-butylamino)ethanol] in high overall yield is described starting from 4′-aminoacetophenone using a new chemoselective route.

  介绍了一种以 4′-氨基苯乙酮为起始原料，采用新的化学选择性路线合成溴特罗[1-(4-氨基-3,5-二溴苯基)-2-(叔丁基氨基)乙醇]的实用方法，总收率高。