5-氯甲基-3-(3-硝基苯基)-1,2,4-噁二唑 | 6595-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-氯甲基-3-(3-硝基苯基)-1,2,4-噁二唑
• 中文别名: 5-(氯甲基)-3-(3-硝基苯基)-1,2,4-恶二唑
• 英文名称: 5-Chlormethyl-3-<3-nitro-phenyl>-1,2,4-oxdiazol
• 英文别名: 5-chloromethyl-3-(3-nitro-phenyl)-[1,2,4]oxadiazole；5-(Chloromethyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole
• CAS: 6595-78-4
• 化学式: C₉H₆ClN₃O₃
• mdl: MFCD01764743
• 分子量: 239.618
• InChiKey: QJMVUDOJNDEBTE-UHFFFAOYSA-N

物化性质

• 熔点：
  60 °C
• 沸点：
  399.9±52.0 °C(Predicted)
• 密度：
  1.465±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-(Chloromethyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 5-(Chloromethyl)-3-(3-nitrophenyl)-1,2,4-oxadiazole
CAS number: 6595-78-4

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H6ClN3O3
Molecular weight: 239.6

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen chloride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5-氯甲基-3-(3-硝基苯基)-1,2,4-噁二唑 在 氨 作用下， 以 乙醇 为溶剂， 生成 5-Aminomethyl-3-(3-nitro-phenyl)-1.2.4-oxdiazol
  参考文献：
  名称：

  Palazzo,G.; Corsi,G., Gazzetta Chimica Italiana, 1963, vol. 93, p. 1196 - 1205

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(氯甲基)-3-苯基-1,2,4-氧二唑 在 硫酸 、 硝酸 作用下， 生成 5-氯甲基-3-(3-硝基苯基)-1,2,4-噁二唑
  参考文献：
  名称：

  Palazzo,G.; Corsi,G., Gazzetta Chimica Italiana, 1963, vol. 93, p. 1196 - 1205

  摘要：

  DOI：

文献信息

• Alpha-helical mimetics
  申请人：Lessene Guillaume Laurent

  公开号：US20080153802A1

  公开（公告）日：2008-06-26

  Benzoyl urea derivatives that are alpha helical peptides mimetics that mimic BH3-only proteins, compositions containing them, their conjugation to cell-targeting-moieties, and their use in the regulation of cell death are disclosed. The benzoyl urea derivatives are capable of binding to and neutralizing pro-survival Bcl-2 proteins. Use of benzoyl urea derivatives in the treatment and/or prophylaxis of diseases or conditions associated with deregulation of cell death are also described.

  公开了模拟α螺旋肽的苯甲酰脲衍生物，这些衍生物模拟BH3-仅蛋白，含有它们的组合物，它们与细胞靶向基团的结合，以及它们在调节细胞死亡中的用途。苯甲酰脲衍生物能够结合并中和促生存的Bcl-2蛋白。还描述了在治疗和/或预防与细胞死亡失调相关的疾病或症状中使用苯甲酰脲衍生物。
• Design, synthesis, antibacterial evaluation and molecular docking studies of novel pyrazole/1,2,4-oxadiazole conjugate ester derivatives
  作者：Navaneetha Depa、Harikrishna Erothu

  DOI：10.1007/s00044-021-02710-z

  日期：2021.5

  2,4-oxadiazole conjugate ester derivatives (7a–j) was synthesized. All the derivatives were evaluated for their in vitro antibacterial activity against Gram-positive (Enterococcus, Bacillus subtilis and Staphylococcus aureus) and Gram-negative (Salmonella, Klebsiella and Escherichia coli) bacteria and their minimum inhibitory concentration (MIC) was determined. Some of the derivatives have shown significant

  由于全球抗菌素耐药性的快速增长，最需要开发新的抗菌素药物。因此，在这种情况下，合成了一系列新颖的吡唑/ 1,2,4-恶二唑共轭酯衍生物（7a–j）。评价所有衍生物对革兰氏阳性菌（肠球菌，枯草芽孢杆菌和金黄色葡萄球菌）和革兰氏阴性菌（沙门氏菌，克雷伯菌和大肠杆菌）的体外抗菌活性，并确定其最低抑菌浓度（MIC）。一些衍生物已显示出显着的生物学活性，其效力可与标准药物链霉素相媲美。。此外，通过计算机方法预测了分子对接研究，ADMET的药代动力学特性（吸收，分布，代谢，排泄和毒性），分子特性和TOPKAT分析。体外和计算机模拟研究表明，在所有化合物中，化合物（7a）已显示出显着的生物学活性，且LibDock得分为162.751 kcal / mol。所有合成的衍生物通过FTIR，1 H NMR，13 C NMR和质谱确认。
• Substituted heterocyclyl phenylformamidines, processes for their preparation and their pharmaceutical use
  申请人：ISTITUTO DE ANGELI S.p.A.

  公开号：EP0094727A2

  公开（公告）日：1983-11-23

  Object of the present invention are new pharmacologically active substituted heterocyclylphenylformamidines of formula in which A represents a hydrogen atom, an amino group which may be substituted by one or two alkyl groups having 1 to 3 carbon atoms or a saturated heterocyclic ring, R represents a hydrogen atom or a methyl group, R1 represents a linear or branched alkyl group which may contain 1 or 2 heteroatoms such as a sulfur, an oxygen or nitrogen atom or may form a substituted or an unsubstituted cyclic ring, an alkenyl group, an alkynyl group, a cycloalkyl group or a phenyl group, R2 and R3 which may be the same or different, represent a hydrogen atom, an alkyl or alkoxy group having 1 to 3 carbon atom or a halogen atom, m and n represent 0 or 1, Het represents a substituted or unsubstituted heterocyclic ring containing from 1 to 3 heteroatoms (except the imidazole ring when R1 is a linear or branched alkyl group not containing heteroatoms and R2 and R3 are both hydrogen atoms), tautomers thereof and acid addition salts of the aforesaid compounds. Processes for preparation of the compounds of formula (I) and their intermediates as well as pharmaceutical compositions containing them are also object of this invention. The new compounds are H2-receptor blocking agents, inhibit gastric acid secretion, and are useful antiulcer agents.

  本发明的目的是具有药理活性的新的取代杂环苯基甲脒，其式为 其中 A 代表氢原子、可被一个或两个具有 1 至 3 个碳原子的烷基或饱和杂环取代的氨基，R 代表氢原子或甲基，R1 代表直链或支链烷基，该烷基可含有 1 或 2 个杂原子，如硫原子、氧原子或氮原子，或可形成取代或未取代的环环、烯基、炔基、环烷基或苯基、R2和R3可以相同或不同，代表氢原子、具有1至3个碳原子的烷基或烷氧基或卤素原子，m和n代表0或1，Het代表含有1至3个杂原子的取代或未取代的杂环（当R1为不含杂原子的直链或支链烷基且R2和R3均为氢原子时，咪唑环除外）、其同系物以及上述化合物的酸加成盐。制备式（I）化合物及其中间体以及含有它们的药物组合物的工艺也是本发明的目的。 新化合物是 H2 受体阻断剂，可抑制胃酸分泌，是有效的抗溃疡剂。
• 10.1021/acs.jafc.4c01389
  作者：Geng, Wang、Zhang, Qi、Liu, Li、Tai, Gangyin、Gan, Xiuhai

  DOI：10.1021/acs.jafc.4c01389

  日期：——

  bioisosterism replacement strategies were used to design and synthesize novel tetrahydrophthalimide derivatives containing oxadiazole/thiadiazole moieties, and their inhibitory effects on Nicotiana tobacco PPO (NtPPO) and herbicidal activity were evaluated. Among them, compounds B11 (Ki = 9.05 nM) and B20 (Ki = 10.23 nM) showed significantly better inhibitory activity against NtPPO than that against flumiclorac-pentyl

  原卟啉原氧化酶（PPO，EC 1.3.3.4）在新型抑制剂的开发中具有很高的地位。为了开发新型高效PPO抑制剂，采用活性子结构连接和生物电子等排取代策略设计合成了新型含恶二唑/噻二唑结构的四氢邻苯二甲酰亚胺衍生物，并评价了其对烟草PPO（ Nt PPO）的抑制作用和除草活性。其中，化合物B11 （ K i = 9.05 nM）和B20 （ K i = 10.23 nM）对Nt PPO的抑制活性明显优于对氟氯酸戊酯（ K i = 46.02 nM）的抑制活性。同时，化合物A20和B20在37.5 g ai/ha时对三种杂草（苘麻、反枝苋和马齿苋）100%有效。值得观察的是，化合物B11在18.75和9.375 g ai/ha时对三种杂草（苘麻、反枝苋和马齿苋）的有效效果超过90%。对于水稻、玉米和小麦来说，150 g ai/ha 的剂量比氟氯酸戊酯更安全。此外，分子对接结果表明，化合物B11能够稳定地与Nt
• US7956216B2
  申请人：——

  公开号：US7956216B2

  公开（公告）日：2011-06-07