1-(1,3-苯并氧)2-溴乙酮 | 40288-65-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 中文名称: 1-(1,3-苯并氧)2-溴乙酮
• 中文别名: 5-(溴乙酰基)-1,3-苯并二氧戊环
• 英文名称: 1-(benzo[1,3]dioxol-5-yl)-2-bromoethanone
• 英文别名: 1-(benzo[d][1,3]dioxol-5-yl)-2-bromoethan-1-one；1-(1,3-Benzodioxol-5-yl)-2-bromoethan-1-one；1-(1,3-benzodioxol-5-yl)-2-bromoethanone
• CAS: 40288-65-1
• 化学式: C₉H₇BrO₃
• mdl: MFCD01910077
• 分子量: 243.057
• InChiKey: QBXCVQVFPVXAGS-UHFFFAOYSA-N

物化性质

• 熔点：
  91-93°C
• 沸点：
  343.5±42.0 °C(Predicted)
• 密度：
  1.672±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 海关编码：
  2932999099
• 危险品运输编号：
  UN 3261
• 储存条件：
  储存温度应保持在2-8°C之间，需密封并置于干燥处。

SDS

Name:	1-(1,3-Benzodioxol-5-yl)-2-bromoethan-1-one, 97% Material Safety Data Sheet
Synonym:	5-(Bromoacetyl)-1,3-benzodioxolane
CAS:	40288-65-1

Section 1 - Chemical Product MSDS Name: 1-(1,3-Benzodioxol-5-yl)-2-bromoethan-1-one, 97% Material Safety Data Sheet
Synonym: 5-(Bromoacetyl)-1,3-benzodioxolane

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
40288-65-1	1-(1,3-Benzodioxol-5-yl)-2-bromoethan-	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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SECTION 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Causes burns. Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Not available.

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SECTION 4 - FIRST AID MEASURES
Eyes:
Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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 foam, dry chemical, or carbon dioxide.

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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:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container. Corrosives area.

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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# 40288-65-1: 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: pink
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 91 - 93 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: C9H7BR03
Molecular Weight: 243

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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, bases.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, bromine.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 40288-65-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-(1,3-Benzodioxol-5-yl)-2-bromoethan-1-one - 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, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing group: III

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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 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36/37/39 Wear suitable protective clothing, gloves and eye/face protection. 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# 40288-65-1: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 40288-65-1 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 40288-65-1 is not listed on the TSCA inventory. It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
MSDS Creation Date: 3/20/2003 Revision #0 Date: Original. The information above is believed to be accurate and represents the best information currently available to us. However, we make no warranty of merchantability or any other warranty, express or implied, with respect to such information, and we assume no liability resulting from its use. Users should make their own investigations to determine the suitability of the information for their particular purposes. In no way shall the company be liable for any claims, losses, or damages of any third party or for lost profits or any special, indirect, incidental, consequential or exemplary damages, howsoever arising, even if the company has been advised of the possibility of such damages.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(1,3-苯并氧)2-溴乙酮 在 silver(I) acetate 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以98%的产率得到α-acetoxy-3,4-(methylenedioxy)acetophenone
  参考文献：
  名称：

  乙酸银介导的卤代烷的乙酰氧基化

  摘要：

  摘要 乙酸银在中性反应条件下促进卤代烷的乙酰氧基化。该反应适用于伯和活化的仲烷基卤化物和2，2-二溴苯乙酮，以高收率制备相应的乙酸酯。可以耐受底物上酯，酰胺，腈，羟基和OTBDMS功能的存在。 乙酸银在中性反应条件下促进卤代烷的乙酰氧基化。该反应适用于伯和活化的仲烷基卤化物和2，2-二溴苯乙酮，以高收率制备相应的乙酸酯。可以耐受底物上酯，酰胺，腈，羟基和OTBDMS功能的存在。

  DOI：

  10.1055/s-0033-1338551
• 作为产物：
  描述：

  5-乙炔苯并[1,3]间二氧杂环戊烯 在 亚乙基硫脲 、 1,3-dibromo-5,5-dimethylhydantoin 、 水 作用下， 以 丙酮 为溶剂， 以79%的产率得到1-(1,3-苯并氧)2-溴乙酮
  参考文献：
  名称：

  通过未活化炔烃与1,3-二卤代-5,5-二甲基乙内酰脲的催化级联反应，水控选择性制备[小α]-单或[小α] [小[伯或分钟]-二卤代酮

  摘要：

  已经开发了通过水控制的化学发散和区域​​特异性级联反应选择性合成[小α]-单或[小α]，[小α] [伯或分钟]-二卤代酮的有效方案。

  DOI：

  10.1039/c7gc00283a

文献信息

• [EN] IMIDAZOLE DERIVATIVES USEFUL AS INHIBITORS OF FAAH<br/>[FR] DÉRIVÉS IMIDAZOLE UTILES COMME INHIBITEURS DE LA FAAH
  申请人：MERCK & CO INC

  公开号：WO2009152025A1

  公开（公告）日：2009-12-17

  The present invention is directed to certain imidazole derivatives which are useful as inhibitors of Fatty Acid Amide Hydrolase (FAAH). The invention is also concerned with pharmaceutical formulations comprising these compounds as active ingredients and the use of the compounds and their formulations in the treatment of certain disorders, including osteoarthritis, rheumatoid arthritis, diabetic neuropathy, postherpetic neuralgia, skeletomuscular pain, and fibromyalgia, as well as acute pain, migraine, sleep disorder, Alzeimer Disease, and Parkinson's Disease.

  本发明涉及某些咪唑衍生物，其可用作脂肪酰胺水解酶（FAAH）的抑制剂。该发明还涉及包含这些化合物作为活性成分的药物配方，以及这些化合物及其配方在治疗某些疾病中的使用，包括骨关节炎、类风湿性关节炎、糖尿病性神经病、带状疱疹后神经痛、骨骼肌肉疼痛和纤维肌痛，以及急性疼痛、偏头痛、睡眠障碍、阿尔茨海默病和帕金森病。
• Microwave-Assisted Preparation of Fused Bicyclic Heteroaryl Boronates:  Application in One-Pot Suzuki Couplings
  作者：Erin F. DiMauro、Jason R. Vitullo

  DOI：10.1021/jo060218p

  日期：2006.5.1

  The rapid and efficient synthesis of various disubstituted 5,6-fused heterocycles using a microwave-assisted one-pot cyclization−Suzuki coupling approach is described. This work highlights the tolerance of the boronic ester functional group to a variety of reaction conditions and the utility of functionalized boronates as penultimate intermediates in the synthesis of diverse compound libraries.

  描述了使用微波辅助的一锅环化-Suzuki偶联方法快速有效地合成各种二取代的5,6-稠合杂环的方法。这项工作强调了硼酸酯官能团对各种反应条件的耐受性以及官能化的硼酸盐作为倒数第二种中间体在各种化合物库的合成中的用途。
• Synthesis and biological evaluation of 4-(pyridin-4-oxy)-3-(3,3-difluorocyclobutyl)-pyrazole derivatives as novel potent transforming growth factor-β type 1 receptor inhibitors
  作者：Guofeng Xu、Yan Zhang、Hai Wang、Zhuang Guo、Xiaowei Wang、Xue Li、Shaohua Chang、Tianwen Sun、Zhuangzhuang Yu、Tianwei Xu、Liwen Zhao、Yazhou Wang、Wenying Yu

  DOI：10.1016/j.ejmech.2020.112354

  日期：2020.7

  factor β (TGF-β) type 1 receptor (ALK5) provides a feasible approach for the treatment of fibrotic diseases and malignant tumors. In this study, we designed and synthesized a new series of 4-(pyridin-4-oxy)-3-(3,3-difluorocyclobutyl)-pyrazole derivatives, and evaluated biologically as TGF-β type 1 receptor inhibitors. The most potent compound 15r inhibited the ALK5 enzyme and NIH3T3 cell viability with IC50

  抑制转化生长因子β（TGF-β）1型受体（ALK5）提供了一种治疗纤维化疾病和恶性肿瘤的可行方法。在这项研究中，我们设计并合成了一系列新的4-（吡啶-4-氧基）-3-（3,3-二氟环丁基）-吡唑衍生物，并作为TGF-β1型受体抑制剂进行了生物学评估。最有效的化合物15r抑制ALK5酶和NIH3T3细胞的活力，IC50值分别为44和42.5 nM。与LY-3200882相比，化合物15r还具有更好的口服血浆暴露和出色的生物利用度，并且在CT26异种移植小鼠模型中体内抑制了65.7％的肿瘤生长。
• [EN] ANTIBACTERIAL BENZOIC ACID DERIVATIVES<br/>[FR] DERIVES D'ACIDES BENZOIQUES ANTIBACTERIENS
  申请人：UPJOHN CO

  公开号：WO2004018428A1

  公开（公告）日：2004-03-04

  The invention provides antimicrobial agents and methods of using the agents for sterilization, sanitation, antisepsis, disinfection, and treatment of infections in mammals.

  这项发明提供了抗菌剂和使用这些剂进行哺乳动物的消毒、卫生、防腐、消毒和治疗感染的方法。
• Syntheses of 3-acetoacetylaminobenzo[b]furan derivatives having cysteinyl leukotriene 2 receptor antagonistic activity
  作者：Kumiko Ando、Eriko Tsuji、Yuko Ando、Noriko Kuwata、Jun-ichi Kunitomo、Masayuki Yamashita、Shunsaku Ohta、Shigekatsu Kohno、Yoshitaka Ohishi

  DOI：10.1039/b312682j

  日期：——

  Novel 3-acetoacetylaminobenzo[b]furan derivatives having a modified triene system at the 3-position were synthesized starting with 3-aminobenzo[b]furans. The enol isomers, 3-[(3-hydroxybut-2-enonyl)amino]benzo[b]furans (), of the 3-acetoacetylaminobenzo[b]furans were obtained as stable isomers owing to formation of a hydrogen bonding between the enol hydroxyl group and the amidocarbonyl group. The

  从3-氨基苯并[b]呋喃开始，合成了在3-位具有修饰的三烯系统的新型3-乙酰乙酰氨基苯并[b]呋喃衍生物。由于3-烯丙基乙酰氨基苯并[b]呋喃之间形成氢键，因此作为稳定异构体获得了3-乙酰基乙酰氨基苯并[b]呋喃的烯醇异构体3-[（3-羟基丁-2-烯丙基）氨基]苯并[b]呋喃。羟基和酰胺羰基。通过C-3侧链的C-2取代基的平面性表明烯醇化合物中存在改性的共轭三烯系统。评估了半胱氨酸白三烯1和2受体对这些化合物的拮抗活性。2-（4-氰基苯甲酰基或乙氧基羰基）-3-[（2-氰基-3-羟基丁-2-烯丙基）氨基]苯并[b]呋喃（，）具有中等活性。