4-咪唑乙酰苯酮 - CAS号 10041-06-2

物化性质

熔点：

108-110 °C(lit.)
沸点：

320.7°C (rough estimate)
密度：

1.1458 (rough estimate)
溶解度：

可溶于氯仿（少许）、甲醇（少许）

计算性质

辛醇/水分配系数(LogP)：

1.4
重原子数：

14
可旋转键数：

2
环数：

2.0
sp3杂化的碳原子比例：

0.09
拓扑面积：

34.9
氢给体数：

0
氢受体数：

2

安全信息

危险品标志：

Xn
危险类别码：

R22,R36/37/38
WGK Germany：

3
海关编码：

2933290090
安全说明：

S26,S36
危险性防范说明：

P261,P305+P351+P338
危险性描述：

H315,H319,H335
储存条件：

室温且干燥环境下使用。

SDS

SDS：911e39f9bb9235a6d5c68714c94f76e4

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Name:	4 -(Imidazol-1-yl)acetophenone 97% Material Safety Data Sheet
Synonym:	4'-(Imidazol-1-yl)methyl phenyl keton
CAS:	10041-06-2

Section 1 - Chemical Product MSDS Name:4 -(Imidazol-1-yl)acetophenone 97% Material Safety Data Sheet
Synonym:4'-(Imidazol-1-yl)methyl phenyl keton

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
10041-06-2	4'-(Imidazol-1-yl)acetophenone	97	233-123-5

Hazard Symbols: XI
Risk Phrases: 36/37/38

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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.
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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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 water spray, dry chemical, carbon dioxide, or appropriate foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation. Use with adequate ventilation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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# 10041-06-2: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder and chunks
Color: brown
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 104.00 - 107.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Solubility in water: Not available.
Specific Gravity/Density: Not available.
Molecular Formula: C11H10N2O
Molecular Weight: 186.21

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Strong oxidizing agents, strong bases.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 10041-06-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4'-(Imidazol-1-yl)acetophenone - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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.

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 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 10041-06-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 10041-06-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 10041-06-2 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性

Ro 22-3581（4'-(咪唑-1-基)苯乙酮）是一种选择性的血栓烷 (TX) 合成酶抑制剂。

靶点

血栓烷合成酶

上下游信息

上游原料

中文名称英文名称 CAS号化学式分子量

—— 1-(4-ethylphenyl)-1H-imidazole 59066-78-3 C₁₁H₁₂N₂ 172.23

中文名称	英文名称	CAS号	化学式	分子量
——	1-(4-ethylphenyl)-1H-imidazole	59066-78-3	C₁₁H₁₂N₂	172.23

下游产品

中文名称	英文名称	CAS号	化学式	分子量
2-溴-1-(4-咪唑1-苯基)乙酮	1-(4-(1H-imidazol-1-yl)phenyl)-2-bromoethanone	110668-69-4	C₁₁H₉BrN₂O	265.109
——	3-Dimethylamino-1-[(4-imidazol-1-yl)phenyl]propen-1-on	——	C₁₄H₁₅N₃O	241.293
——	3-dimethylamino-1-[(4-imidazol-1-yl)phenyl]propen-1-one	314268-64-9	C₁₄H₁₅N₃O	241.293
1-(4-(1H-咪唑-1-基)苯基)丁烷-1,3-二酮	1-(4-(1H-imidazol-yl)phenyl)butane-1,3-dione	1020041-48-8	C₁₃H₁₂N₂O₂	228.25
——	(+/-)-1-(4-(imidazol-1-yl)phenyl)ethanol	100479-70-7	C₁₁H₁₂N₂O	188.229
——	1-<4-(imidazoyl-1-yl)phenyl>-3-phenyl-2-propen-1-one	63484-89-9	C₁₈H₁₄N₂O	274.322
——	(E)-1,3-bis(4-(1H-imidazol-1-yl)phenyl)prop-2-en-1-one	1334929-32-6	C₂₁H₁₆N₄O	340.384
——	4-(1H-imidazol-1-yl)-β-oxobenzenepropanoic acid methyl ester	84243-56-1	C₁₃H₁₂N₂O₃	244.25
——	3-(4-chlorophenyl)-1-[4-(1H-imidazol-1-yl)phenyl]-2-propen-1-one	1050196-73-0	C₁₈H₁₃ClN₂O	308.767
——	4,4,4-trifluoro-1-[4-(1H-imidazol-1-yl)phenyl]butane-1,3-dione	252561-02-7	C₁₃H₉F₃N₂O₂	282.222

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反应信息

作为反应物：

描述：

4-咪唑乙酰苯酮在 sodium tetrahydroborate 、碳酸氢钠作用下，以乙醇为溶剂，以76%的产率得到(+/-)-1-(4-(imidazol-1-yl)phenyl)ethanol

参考文献：

名称：

基于机理的酶法可靠地确定手性1-取代乙醇的绝对构型：与NMR方法结合

摘要：

已经证明脂肪酶不仅可用于动力学拆分，而且可用于绝对构型的快速测定。我们之前已经提出了一种以过渡态模型为代表的机制，以合理化脂肪酶和枯草杆菌蛋白酶催化的仲醇动力学拆分中的对映选择性。该机理表明，酶催化的反应可用作确定仲醇的绝对立体化学的工具。为了提高可靠性，将酶法与使用MTPA的Mosher法相结合，给出了一种称为双重确认法的方案。。通过该新方法一致地确定了六个1-取代的乙醇的绝对构型。酶法快速，简便，经济，可靠。还描述了过渡态模型与MTPA酯之间构象的有趣相似性。

DOI：

10.1016/s0957-4166(02)00318-x
作为产物：

描述：

对羟基苯乙酮在 sodium hydride 、 sodium t-butanolate 作用下，以乙二醇二甲醚、乙二醇、 mineral oil 为溶剂，反应 24.17h，生成 4-咪唑乙酰苯酮

参考文献：

名称：

（杂）芳基胺的N-芳基化反应使用芳基氨基磺酸盐和氨基甲酸酯通过可重复使用的耐用镍（0）催化剂通过C–O键活化

摘要：

已经开发出了一种有效且通用的芳基胺化方案，使用了可磁回收的Ni（0）基纳米催化剂。该新型稳定催化剂是在EDTA改性的Fe 3 O 4 @SiO 2上制备的，并通过FT-IR，EDX，TEM，XRD，DLS，FE-SEM，XPS，NMR，TGA，VSM，ICP和元素分析技术进行了研究。该反应通过在简单温和的条件下不使用任何外部配体的情况下，通过（杂）芳基氨基甲酸酯和氨基磺酸酯的碳-氧键裂解来进行。该方法证明了N中的官能团耐受性各种含氮化合物以及脂肪族胺，苯胺，吡咯，吡唑，咪唑，吲哚和吲唑的芳基化，收率良好。此外，该催化剂可以通过使用外部磁场容易地回收，并且可以直接重复使用至少六次而不会显着降低其活性。

DOI：

10.1039/d0nj01610a
作为试剂：

描述：

环己烯在 amphihilic manganese(III) porphyrin salt sodium hypochlorite 、 1,4-二氯苯、 4-咪唑乙酰苯酮作用下，以二氯甲烷为溶剂，以2%的产率得到2-环己烯醇

参考文献：

名称：

用于烯烃环氧化的新型相转移卟啉催化剂

摘要：

合成了一种新型的两亲性卟啉，其锰(III)配合物已被用作烯烃环氧化的催化剂。两相 (CH2Cl2/H2O) 系统中的催化氧化是在没有相转移试剂如苄基二甲基十四烷基氯化铵的情况下进行的。

DOI：

10.1246/bcsj.59.2371

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文献信息

Highly enantioselective carbonyl reduction with borane catalyzed by chiral spiroborate esters derived from chiral beta-aminoalcohols

申请人：Ortiz-Marciales Margarita

公开号：US20080200672A1

公开（公告）日：2008-08-21

Novel spiroborate esters derived from non-recemic 1,2-amino alcohols were examined as chiral catalyst in the borane reduction of acetophenone and other aromatic ketones at room temperature. The optically active alcohols were obtained in excellent chemical yields and up to 99% ee with less than 10% catalyst.

从非手性1,2-氨基醇衍生的新型螺环硼酸酯作为手性催化剂在室温下用于苯乙酮和其他芳香酮的硼氢化还原反应。光学活性醇以极高的化学产率获得，ee值高达99%，催化剂用量不到10%。
Structural Studies and Investigation on the Activity of Imidazole-Derived Thiosemicarbazones and Hydrazones against Crop-Related Fungi

作者：Débora Reis、Angel Despaigne、Jeferson Silva、Nayane Silva、Camila Vilela、Isolda Mendes、Jacqueline Takahashi、Heloisa Beraldo

DOI：10.3390/molecules181012645

日期：——

New imidazole derived thiosemicarbazones and hydrazones were prepared by condensation of 4(5)-imidazole carboxaldehyde, 4-(1H-imidazole-1-yl)benzaldehyde and 4-(1H-imidazole-1-yl)acetophenone with a thiosemicarbazide or hydrazide. All compounds were characterized by quantitative elemental analysis, IR and NMR techniques. Eight structures were determined by single crystal X-ray diffraction. The antifungal activities of the compounds were evaluated. None of the compounds exhibited significant activity against Aspergillus flavus and Candida albicans, while 4(5)-imidazolecarboxaldehyde thiosemicarbazone (ImT) and 4-(1H-imidazole-1-yl)benzaldehyde thiosemicabazone (4ImBzT) were highly and selectively active against Cladosporium cladosporioides. 4(5)-Imidazolecarboxaldehyde benzoyl hydrazone (4(5)ImPh), 4(5)-imidazolecarboxaldehyde-para-chlorobenzoyl hydrazone (4(5)ImpClPh), 4(5)-imidazolecarboxaldehyde-para-nitrobenzoyl hydrazone (4(5)ImpNO2Ph), 4-(imidazole-1-yl)acetophenone-para-chloro-benzoyl hydrazone (4ImAcpClPh) and 4-(imidazole-1-yl)acetophenone-para-nitro-benzoylhydrazone (4ImAcpNO2Ph) were highly active against Candida glabrata. 4(5)ImpClPh and 4(5)ImpNO2Ph were very effective against C. cladosporioides. In many cases, activity was superior to that of the reference compound nystatin.

通过4(5)-咪唑甲醛、4-(1H-咪唑-1-基)苯甲醛和4-(1H-咪唑-1-基)乙酰苯与硫代半卡巴肼或酰肼的缩合反应，合成了新的咪唑衍生的硫代半卡巴脘和脘。所有化合物均通过定量元素分析、红外和核磁共振技术进行了表征。通过单晶X射线衍射确定了八种结构。评估了这些化合物的抗真菌活性。这些化合物对黄曲霉和白色念珠菌均无显著活性，而4(5)-咪唑甲醛硫代半卡巴脘（ImT）和4-(1H-咪唑-1-基)苯甲醛硫代半卡巴脘（4ImBzT）对枝孢枝孢菌表现出了高度且选择性的活性。4(5)-咪唑甲醛苯甲酰脘（4(5)ImPh）、4(5)-咪唑甲醛对氯苯甲酰脘（4(5)ImpClPh）、4(5)-咪唑甲醛对硝基苯甲酰脘（4(5)ImpNO2Ph）、4-(咪唑-1-基)乙酰苯对氯苯甲酰脘（4ImAcpClPh）和4-(咪唑-1-基)乙酰苯对硝基苯甲酰脘（4ImAcpNO2Ph）对光滑念珠菌表现出了高度活性。4(5)ImpClPh和4(5)ImpNO2Ph对枝孢枝孢菌非常有效。在许多情况下，活性优于参考化合物制霉菌素。
Development of methylthiosemicarbazones as new reversible monoamine oxidase-B inhibitors for the treatment of Parkinson’s disease

作者：Githa Elizabeth Mathew、Jong Min Oh、Kumar Mohan、Anandkumar Tengli、Bijo Mathew、Hoon Kim

DOI：10.1080/07391102.2020.1782266

日期：2021.9.2

monoamine oxidase-B (MAO-B) inhibition is an attractive subject for the treatment of Parkinson's disease (PD). In the current study, we synthesized some selected derivatives of methylthiosemicarbazones and investigated their MAOs and acetylcholinesterase (AChE) inhibitory activities. Among the series synthesized, compounds SM5, SM4, and SM9 most inhibited MAO-B with IC50 values of 5.48, 7.06, and 8

选择性单胺氧化酶-B (MAO-B) 抑制是治疗帕金森病 (PD) 的一个有吸引力的主题。在目前的研究中，我们合成了一些选定的甲缩氨基硫脲衍生物，并研究了它们的 MAO 和乙酰胆碱酯酶 (AChE) 抑制活性。在合成的系列中，化合物 SM5、SM4 和 SM9 对 MAO-B 的抑制作用最强，IC50 值分别为 5.48、7.06 和 8.03 µM。所有测试的化合物在 10 µM 下都对 MAO-A 有微弱的抑制作用，残留活性大于 50%。化合物 SM5 对 MAO-B 的选择性指数 (SI) 值最高 (>7.30)，其次是 SM4 (>5.67)。动力学实验表明 SM5 竞争性抑制 MAO-B，平均 Ki 值为 2.39 ± 0.15 µM。可逆性实验表明 SM5 可逆地抑制 MAO-B 和 3-(4,5-二甲基噻唑基-2)-2，5-二苯基溴化四唑 (MTT) 分析表明 SM5 对 Vero
Room-Temperature Copper-Catalyzed Carbon-Nitrogen Coupling of Aryl Iodides and Bromides Promoted by Organic Ionic Bases

作者：Chu-Ting Yang、Yao Fu、Yao-Bing Huang、Jun Yi、Qing-Xiang Guo、Lei Liu

DOI：10.1002/anie.200903158

日期：2009.9.21

solubility alone does not explain the performance of organic ionic bases in the room‐temperature coupling of aryl iodides and even bromides with aliphatic and aromatic amines and N‐heterocycles (NuH; see scheme). Conductivity measurements show that these organic ionic bases, which contain tetraalkylammonium or ‐phosphonium cations, are readily ionized in organic solvents.

仅仅良好的溶解度并不能解释有机离子碱在芳基碘化物甚至溴化物与脂族和芳族胺以及N杂环的室温偶联中的性能（NuH；参见方案）。电导率测量表明，这些含有四烷基铵或阳离子的有机离子碱在有机溶剂中很容易被电离。
4-羰基-2-丁烯酸类化合物及其用途

申请人：天津市国际生物医药联合研究院有限公司

公开号：CN103159618B

公开（公告）日：2016-05-11

本发明提供了对PAN具有很好的抑制活性的4-羰基-2-丁烯酸类化合物，该类化合物具有通式(I)，其中，R1代表C1～C4的烷基、芳基、取代的芳基、杂芳基、取代的杂芳基；R2代表羟基或取代的氨基。本发明还涉及以及该化合物为活性成分的药物组合物，以及本发明化合物和药用组合物在治疗流感中的应用。

4-咪唑乙酰苯酮 | 10041-06-2

物质功能分类

分子结构分类

物化性质

计算性质

安全信息

SDS

制备方法与用途

上下游信息

反应信息

文献信息

同类化合物

相关功能分类

相关结构分类

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