3-(2-氯-6-氟苯基)-5-甲基异唑-4-羰基氯 | 69399-79-7

• 物质功能分类: 化学试剂 - 有机试剂 - 酰卤
• 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-(2-氯-6-氟苯基)-5-甲基异唑-4-羰基氯
• 中文别名: 3-(2-氯-6-氟苯基)-5-甲基异唑-4-甲酰氯；3-(2-氯-6-氟苯基)-5-甲基异恶唑-4-甲酰氯；氟氯西林侧链酰氯；3-(2-氯-6-氟苯基)-5-甲基异噁唑-4-羧酰氯；3-(2-氯-6-氟苯基)-5-甲基异噁唑-4-甲酰氯
• 英文名称: 3-(2-chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride
• 英文别名: 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl chloride；3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carbonyl chloride
• CAS: 69399-79-7
• 化学式: C₁₁H₆Cl₂FNO₂
• mdl: MFCD00055650
• 分子量: 274.079
• InChiKey: XJCUKCOLGJDGGN-UHFFFAOYSA-N

物化性质

• 熔点：
  48 °C
• 沸点：
  368.3±42.0 °C(Predicted)
• 密度：
  1.445±0.06 g/cm3(Predicted)
• LogP：
  2.81 at 25℃
• 稳定性/保质期：
  远离氧化物、碱性和水分或潮湿。

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 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

• 危险等级：
  8
• 危险品标志：
  C
• 危险类别码：
  R34
• 危险品运输编号：
  3261
• 海关编码：
  2934999090
• 包装等级：
  II
• 危险类别：
  8
• 安全说明：
  S20,S26,S26/36/37/39/45,S36/37/39,S45
• 储存条件：
  应存放在充满干燥惰性气体的容器中，并置于阴凉、干燥处。储存地点需上锁，钥匙由技术人员及其助手保管。该储存地点须远离氧化剂和水源，避免与碱类物质接触。

SDS

Name:	3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride, Material Safety Data Sheet
Synonym:
CAS:	69399-79-7

Section 1 - Chemical Product MSDS Name: 3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl chloride, Material Safety Data Sheet
Synonym:

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SECTION 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
69399-79-7	3-(2-Chloro-6-fluorophenyl)-5-methylis	97%	273-987-0

+++++
Hazard Symbols: C

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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# 69399-79-7: 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: Powder
Color: white - light cream
Odor: characteristic odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 48 - 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: C11H6Cl2FNO2
Molecular Weight: 273.9519

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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:
Bases, strong oxidizing agents, alcohols.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, carbon dioxide, hydrogen fluoride gas, fluorine.
Hazardous Polymerization: Has not been reported

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SECTION 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 69399-79-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-(2-Chloro-6-fluorophenyl)-5-methylisoxazole-4-carbonyl 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# 69399-79-7: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 69399-79-7 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 69399-79-7 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: 3/21/2003 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

制备方法与用途

制备方法

有机合成、医药中间体。

用途简介

反应信息

• 作为反应物：
  描述：

  3-(2-氯-6-氟苯基)-5-甲基异唑-4-羰基氯 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydroxide 、 草酰氯 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 [3-(9-Chloro-3-methyl-4-oxo-4H-isoxazolo[4,3-c]quinolin-5-yl)-phenyl]-acetyl chloride
  参考文献：
  名称：

  三环异恶唑是多药耐药蛋白（MRP1）的新型抑制剂。

  摘要：

  从筛选中鉴定出三环异恶唑为一类新型的选择性多药耐药蛋白（MRP1）抑制剂。从筛选线索来看，SAR的努力导致制备了LY 402913（9h），该化合物抑制Hela-T5细胞（EC（50）= 0.90 microM）中的MRP1并逆转对阿霉素等MRP1底物的耐药性，同时显示没有固有的细胞毒性。此外，LY 402913抑制从过表达MRP1的HeLa-T5细胞（EC（50）= 1.8 microM）制备的膜囊泡中吸收ATP依赖的MRP1介导的LTC（4）。LY 402913还显示了在HL60 / Adr和HL60 / Vinc细胞中对相关转运蛋白P糖蛋白的选择性（约22倍）。最后，当与溶瘤性MRP1底物长春新碱联合给药时，LY 402913会延迟体内过表达MRP1的肿瘤的生长。

  DOI：

  10.1016/s0960-894x(02)00051-3
• 作为产物：
  描述：

  3-(2-氯-6-氟苯基)-5-甲基异恶唑-4-羧酸 在 五氯化磷 作用下， 反应 1.0h， 以88%的产率得到3-(2-氯-6-氟苯基)-5-甲基异唑-4-羰基氯
  参考文献：
  名称：

  铜（I）催化的环加成反应合成1,2,3-三唑取代的异恶唑

  摘要：

  据报道，从各种苯甲醛（I）开始，合成了一系列包含N-取代的1,2,3-三唑（V）的3,5-二取代的异恶唑-4-羧酸酯。苯甲醛与羟胺硫酸氢盐进行肟化反应。随后，氯化，然后与乙酰乙酸甲酯缩合，并将所得的酯水解，得到相应的羧酸（II），其在用PCl 5氯化后得到相应的酰氯（III）。炔丙基化时的钴氧酰氯（III）得到炔丙基酯（IV），点击反应这些得到标题化合物（V）。

  DOI：

  10.1002/jhet.837

文献信息

• Methods and compounds for inhibiting mrp1
  申请人：——

  公开号：US20030100576A1

  公开（公告）日：2003-05-29

  The present invention further relates to a method of inhibiting MRP1 in a mammal which comprises administering to a mammal in need thereof an effective amount of a compound of formula (I).

  本发明还涉及一种抑制哺乳动物中MRP1的方法，包括向需要的哺乳动物施用化合物(I)的有效量。
• Cephalosporins, processes for their preparation and pharmaceutical compositions containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0265185A3

  公开（公告）日：1990-03-28

  Antibacterial agents have the formula (Ia) or are pharmaceutically acceptable salts or invivo hydrolysable esters thereof: wherein R¹ is an acyl group, in particular that of an antibacterially active cephalosporin; R² is hydrogen, methoxy, or formamido; Y is S, SO, SO₂, O or CH₂; X is oxygen, sulphur, or -NH- and R⁴ is a group of the formula CO Z R⁵ wherein Z is -CH=CH-, -(CH₂)n- or -NH-; n is 0, 1 or 2; and R⁵ is: wherein R⁶ and R⁷ are the same or different, each representing hydroxy or protected hydroxy and R⁸ is hydroxy, amino, halogen or carboxy.The use of the compounds of formula (Ia) and intermediates for their preparation are also disclosed.

  抗菌剂的化学式为（Ia），或者是其药用可接受的盐或体内水解酯： 其中R¹是酰基，特别是抗菌活性头孢菌素的酰基；R²是氢、甲氧基或甲酰胺基；Y是S、SO、SO₂、O或CH₂；X是氧、硫或-NH-，R⁴是化学式CO Z R⁵的基团，其中Z是-CH=CH-、-(CH₂)n-或-NH-；n为0、1或2；R⁵是： 其中R⁶和R⁷相同或不同，分别代表羟基或保护羟基，R⁸是羟基、氨基、卤素或羧基。该化合物的使用和其制备的中间体也被披露。
• Isoxazolecarboxamide derivatives
  申请人：Recordati, S.A., Chemical and Pharmacueticals Company

  公开号：US06365591B1

  公开（公告）日：2002-04-02

  The invention relates to novel N-(substituted phenyl)-N′-[&ohgr;-(3-substituted phenyl-4-isoxazolecarbonylamino)alkyl]piperazines, their N-oxides, and pharmaceutically acceptable salts thereof. The compounds are endowed with enhanced selectivity for alpha1-adrenergic receptors and a low activity in lowering blood pressure. The compounds are useful in the treatment of obstructive syndromes of the lower urinary tract, including benign prostatic hyperplasia (BPH), and in the treatment of lower urinary tract symptoms (LUTS) and neurogenic lower urinary tract dysfunction (NLUTD), and other conditions.

  该发明涉及新型N-(取代苯基)-N′-[ω-(3-取代苯基-4-异噁唑甲酰胺)烷基]哌嗪，它们的N-氧化物以及其药用可接受的盐。这些化合物具有增强的α1-肾上腺素受体选择性和降低血压活性较低。这些化合物在治疗下尿路梗阻综合征，包括良性前列腺增生（BPH），以及治疗下尿路症状（LUTS）和神经源性下尿路功能障碍（NLUTD）等疾病方面具有用途。
• Novel biologically active series of N-acetylglucosamine derivatives for the suppressive activities on GAG release
  作者：Tingting Cao、Yong Li、Lijuan Jiang、Li Yuan、Lin Dong、Ying Li、Shufan Yin

  DOI：10.1016/j.carres.2016.07.004

  日期：2016.10

  chondroprotective activity compared with the parent agent. In this study, to further utilize these properties, we focus on the modification of the N position with a benzenesulfonyl and different isoxazole formyl groups. Among these compounds, the 3-(2-chlorobenzene)-5-methyl-isoxazole formyl chloride and p-methoxybenzenesulfonyl chloride modifying structures proved to be the most active of the series and efficiently

  （d）-氨基葡萄糖和其他营养补充剂已成为骨关节炎的一种安全的替代疗法，骨关节炎是一种慢性和退行性关节炎的关节疾病。N-乙酰基-（d）-葡糖胺是一种可以在N位修饰的化合物，被认为可以改善（d）-葡糖胺的口服生物利用度，并且与母体药物相比，其具有更好的体外软骨保护活性。 。在这项研究中，为了进一步利用这些特性，我们着重于用苯磺酰基和不同的异恶唑甲酰基对N位置的修饰。在这些化合物中，3-（2-氯苯）-5-甲基-异恶唑甲酰氯和对甲氧基苯磺酰氯的修饰结构被证明是该系列中最活跃的，并且可以在体外有效地处理软骨细胞。
• Discovery of <i>N</i>-Aroyl Diketone/Triketone Derivatives as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibiting-Based Herbicides
  作者：Ying Fu、Dong Zhang、Shuai-Qi Zhang、Yong-Xuan Liu、You-Yuan Guo、Meng-Xia Wang、Shuang Gao、Li-Xia Zhao、Fei Ye

  DOI：10.1021/acs.jafc.9b01412

  日期：2019.10.30

  4-Hydroxyphenylpyruvate dioxygenase (HPPD, EC 1.13.11.27) is an important target site for discovering new bleaching herbicides. To explore novel HPPD inhibitors with excellent herbicidal activity, a series of novel N-aroyl diketone/triketone derivatives were rationally designed by splicing active groups and bioisosterism. Bioassays revealed that most of these derivatives displayed preferable herbicidal

  4-羟基苯基丙酮酸双加氧酶（HPPD，EC 1.13.11.27）是发现新的漂白除草剂的重要靶位。为了探索具有优异除草活性的新型HPPD抑制剂，通过拼接活性基团和生物等排异构体，合理设计了一系列新型N-芳酰基二酮/三酮衍生物。生物测定法显示，这些衍生物大多数对0.045 mmol / m2的菜E（EC）和0.090 mmol / m2的芥菜（AJ）表现出较好的除草活性。特别地，与商业化的化合物甲基磺草酮相比，化合物If具有更强的效力。分子对接表明目标化合物和甲基磺草酮的相应活性分子与周围残基共享相似的相互作用，从而导致与拟南芥HPPD活性位点的完美相互作用。