3-(4-氟苯基)-5-甲基-4-异恶唑羰酰氯 | 465514-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-氟苯基)-5-甲基-4-异恶唑羰酰氯
• 中文别名: 3-(4-氟苯)-5-甲基-4-异唑酰氯
• 英文名称: 5-methyl-3-(4-fluoro-phenyl)-isoxazole-4-carboxylic acid chloride
• 英文别名: 3-(4-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid chloride；3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride；3-(4-fluorophenyl)-5-methyl-1,2-oxazole-4-carbonyl chloride
• CAS: 465514-05-0
• 化学式: C₁₁H₇ClFNO₂
• mdl: MFCD03407358
• 分子量: 239.633
• InChiKey: QRMOQEHQPOIZGC-UHFFFAOYSA-N

物化性质

• 熔点：
  51-52°C

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 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：
  43.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 危险品运输编号：
  UN 3261

SDS

Name:	3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride 97% Material Safety Data Sheet
Synonym:
CAS:	465514-05-0

Section 1 - Chemical Product MSDS Name:3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
465514-05-0	3-(4-Fluorophenyl)-5-methyl-4-isoxazol	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Moisture sensitive.
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. Store under nitrogen.

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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# 465514-05-0: 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: Solid
Color: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 51 - 52 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: C11H7ClFNO2
Molecular Weight: 239.63

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 465514-05-0 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-(4-Fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride - 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# 465514-05-0: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 465514-05-0 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 465514-05-0 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：

  3-(4-氟苯基)-5-甲基-4-异恶唑羰酰氯 在 ammonium hydroxide 、 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 3-(4-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid amide
  参考文献：
  名称：

  Synthesis and Herbicidal Activity of 3-Aryl-5-(haloalkyl)-4-isoxazolecarboxamides and Their Derivatives

  摘要：

  A series of unique 3-aryl-5-(haloalkyl)-4-isoxazolecarboxamides have been prepared which exhibit, in both greenhouse and field studies, significant preemergent and postemergent herbicidal activity in the grams per hectare range against broadleaf and narrowleaf weeds. The key step in the formation of the fully substituted isoxazole ring 2 is 1,3 dipolar cycloaddition of a haloalkyl-substituted acetylenic ester and a nitrile oxide intermediate. The 3-aryl-5-(halo alkyl)-4-isoxazolecarboxylate esters 2 are converted to isoxazole-4-carboxamide herbicides 5 and 6, secondary amides 7, and amino acid derivatives 8. Greatest activity was observed with compounds having a combination of three substituents: a substituted phenyl ring in the 3-position, a primary or secondary carboxamide in the 4-position, and a difluorochloromethyl group in the, 5-position of the isoxazole ring.

  DOI：

  10.1021/jf00049a040
• 作为产物：
  描述：

  Methyl 3-(4-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxylate 在 盐酸 、 草酰氯 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 73.0h， 生成 3-(4-氟苯基)-5-甲基-4-异恶唑羰酰氯
  参考文献：
  名称：

  Synthesis and Herbicidal Activity of 3-Aryl-5-(haloalkyl)-4-isoxazolecarboxamides and Their Derivatives

  摘要：

  A series of unique 3-aryl-5-(haloalkyl)-4-isoxazolecarboxamides have been prepared which exhibit, in both greenhouse and field studies, significant preemergent and postemergent herbicidal activity in the grams per hectare range against broadleaf and narrowleaf weeds. The key step in the formation of the fully substituted isoxazole ring 2 is 1,3 dipolar cycloaddition of a haloalkyl-substituted acetylenic ester and a nitrile oxide intermediate. The 3-aryl-5-(halo alkyl)-4-isoxazolecarboxylate esters 2 are converted to isoxazole-4-carboxamide herbicides 5 and 6, secondary amides 7, and amino acid derivatives 8. Greatest activity was observed with compounds having a combination of three substituents: a substituted phenyl ring in the 3-position, a primary or secondary carboxamide in the 4-position, and a difluorochloromethyl group in the, 5-position of the isoxazole ring.

  DOI：

  10.1021/jf00049a040

文献信息

• Isoxazolo derivatives
  申请人：Buettelmann Bernd

  公开号：US20070066668A1

  公开（公告）日：2007-03-22

  The present invention is concerned with aryl-isoxazole-4-carbonyl-pyrrole-2-carboxylic acid amide derivatives of formula wherein R 1 , R 2 , R 3 , R 4 , and R 5 , and m are as defined herein and with their pharmaceutically acceptable acid addition salts. This class of compounds have high affinity and selectivity for GABA A α5 receptor binding sites and therefore may be useful as cognitive enhancer or for the treatment of cognitive disorders like Alzheimer's disease.

  本发明涉及一种芳基异噁唑-4-甲酰基-吡咯-2-羧酸酰胺衍生物，其化学式为其中R1、R2、R3、R4和R5以及m的定义如本文所述，并且涉及它们的药学上可接受的酸盐。这类化合物具有高亲和力和选择性，可结合到GABA A α5受体结合位点，因此可能用作认知增强剂或用于治疗像阿尔茨海默病这样的认知障碍。
• Aryl-isoxazole-4-carbonyl-indole-carboxylic acid amide derivatives
  申请人：Buettelmann Bernd

  公开号：US20070082936A1

  公开（公告）日：2007-04-12

  The present invention is concerned with aryl-isoxazole-4-carbonyl-indole-carboxylic acid amide derivatives of formula I wherein R 1 , R 2 , R 3 , R 4 , and R 5 are as defined in the specification and claims and with their pharmaceutically acceptable acid addition salts. The invention also relates to methods for preparing such compounds. This class of compounds has a high affinity and selectivity for GABA A α5 receptor binding sites and might be useful as cognitive enhancer or for the treatment of cognitive disorders like Alzheimer's disease. Thus, the invention also is concerned with pharmaceutical compositions containing compounds of formula I or their pharmaceutically acceptable acid addition salts and methods for the treatment of GABA A α5 mediated diseases, including Alzheimer's disease.

  本发明涉及式I的芳基异噁唑-4-羰基吲哚羧酸酰胺衍生物，其中R1、R2、R3、R4和R5如规范和权利要求中所定义，并且其药学上可接受的酸加成盐。本发明还涉及制备这种化合物的方法。这类化合物对GABA A α5受体结合位点具有高亲和力和选择性，可能有助于认知增强或治疗像阿尔茨海默病这样的认知障碍。因此，本发明还涉及含有式I化合物或其药学上可接受的酸加成盐的制药组合物以及治疗GABA A α5介导疾病，包括阿尔茨海默病的方法。
• [EN] HETEROARYL COMPOUNDS USEFUL IN THE TREATMENT OF COGNITIVE DISORDERS<br/>[FR] COMPOSÉS HÉTÉROARYLE POUVANT ÊTRE UTILISÉS DANS LE TRAITEMENT DE TROUBLES COGNITIFS
  申请人：UNIV COLLEGE CARDIFF CONSULTANTS LTD

  公开号：WO2022234271A1

  公开（公告）日：2022-11-10

  The present invention provides compounds of formula (I), as well as pharmaceutically acceptable salts thereof: wherein X1, X2, X3, R3, Ring A and Ring B are as described herein. The compounds have affinity for α5-subunit-containing GABAAreceptors. The invention further provides the manufacture of the compounds of formula (I), pharmaceutical compositions comprising the compounds and their use as medicaments for the treatment of diseases and disorders associated with α5-GABAAreceptors, including depression and cognitive impairment, for example, congintive impairment associated with a psychotic disorder such as schizophrenia.

  本发明提供了式（I）的化合物，以及其药学上可接受的盐：其中X1，X2，X3，R3，环A和环B如本文所述。该化合物具有与α5亚单位含量的GABAA受体的亲和力。本发明进一步提供了制备式（I）化合物的方法，包括含有该化合物的药物组合物以及将其用作治疗与α5-GABAA受体相关的疾病和障碍的药物，包括抑郁症和认知障碍，例如与精神疾患如精神分裂症相关的认知障碍。
• Design, Synthesis and Antifungal Activity of Nootkatone Derivatives Containing Acylhydrazone and Oxime Ester
  作者：Qilong Liang、Futian Gao、Junyou Jian、Jue Yang、Xiaojiang Hao、Liejun Huang

  DOI：10.1002/cbdv.202400355

  日期：——

  search for new natural products-based antifungal agents, fifty-three nootkatone derivatives were designed, synthesized, and evaluated for their antifungal activity against Phytophthora parasitica var nicotianae, Fusarium oxysporum, Fusarium graminearum and Phomopsis sp. by the mycelium growth rate method. Nootkatone derivatives N17 exhibited good inhibitory activity against Phomopsis. sp. with EC50 values

  为了寻找新的基于天然产物的抗真菌剂，设计、合成了 53 种诺卡酮衍生物，并评估了它们对烟草疫霉、尖孢镰刀菌、禾谷镰刀菌和拟茎点霉的抗真菌活性。采用菌丝生长速率法。诺特卡酮衍生物N17对拟茎点霉表现出良好的抑制活性。 sp 。 EC 50值为 2.02 μM。 N17对拟茎点霉的防治效果。 sp 。对猕猴桃的试验结果表明， N17在202μM(100×EC 50 )浓度下对猕猴桃腐烂病具有良好的防治效果，防治效果达41.11%，优于商品防治嘧霉胺13437μM(100×EC 50 )浓度下的防治效果。 100×EC 50 )，疗效38.65%。拟茎点霉。 sp 。 SEM和TEM检测发现N17处理后的菌丝体表面出现不规则的塌陷和皱缩，细胞膜不规则皱缩，液泡明显扩张，线粒体收缩，细胞器部分肿胀。初步药理学实验表明， N17通过改变细胞内容物的释放以及改变细胞膜的通透性和完整性来发挥抗真菌作用。
• ISOXAZOLO DERIVATIVES AS GABA A ALPHA5 INVERSE AGONISTS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1931661A1

  公开（公告）日：2008-06-18