噁唑并[4,5-b]吡啶-2-胺 | 40926-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶唑并吡啶类
• 中文名称: 噁唑并[4,5-b]吡啶-2-胺
• 中文别名: 恶唑并[4,5-B]吡啶-2-胺
• 英文名称: oxazolo[4,5-b]pyridin-2-amine
• 英文别名: [1,3]oxazolo[4,5-b]pyridin-2-amine
• CAS: 40926-66-7
• 化学式: C₆H₅N₃O
• mdl: MFCD11110210
• 分子量: 135.125
• InChiKey: AVSYPWBWFBPSEU-UHFFFAOYSA-N

物化性质

• 熔点：
  233-234℃
• 沸点：
  300.7±34.0 °C(Predicted)
• 密度：
  1.421±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090
• 储存条件：
  存储条件：2-8°C，避光保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Oxazolo[4,5-b]pyridin-2-amine
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: Oxazolo[4,5-b]pyridin-2-amine
CAS number: 40926-66-7

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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, under −20◦C.
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: C6H5N3O
Molecular weight: 135.1

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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.

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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：

  噁唑并[4,5-b]吡啶-2-胺 以32%的产率得到
  参考文献：
  名称：

  KOLCHEVA, V.;SIMOV, D.;PESAKOWA, L., Z. CHEM., 1981, 21, N 6, 219-220

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-3-羟基吡啶 、 溴化氰 以 甲醇 为溶剂， 以78%的产率得到噁唑并[4,5-b]吡啶-2-胺
  参考文献：
  名称：

  设计，合成和评估取代的2-酰基酰胺-1,3-苯并[d]唑类似物作为抗MDR-和XDR-MTB的试剂

  摘要：

  N-（5-氯苯并[d]恶唑-2-基）-4-甲基-1,2,3-噻二唑-5-羧酰胺氧酰胺已被确认为是Mtb H37Rv的有效抑制剂，其最低抑制浓度为（ MIC）为0.42μM。在这项研究中，设计和合成了一系列取代的2-酰基酰胺-1,3-唑类似物，并分析了它们的抗Mtb活性。总共发现17种化合物是有效的抗Mtb剂，特别是针对MDR-和XDR-MTB菌株，MIC值<10μM。这些类似物可以抑制药物敏感性和耐药性Mtb。选择了四种代表性化合物进行进一步分析，结果表明化合物18具有可接受的安全性，并具有良好的药代动力学（PK）特性。此外，该化合物对革兰氏阳性菌显示出强效活性，MIC值为1.48–11.86μM。本文获得的数据表明，可以通过结构修饰开发有希望的抗Mtb候选药物，并且需要进一步的研究来探索其他化合物。

  DOI：

  10.1016/j.ejmech.2020.112898

文献信息

• [EN] QUINUCLIDINE COMPOUNDS AS ALPHA-7 NICOTINIC ACETYLCHOLINE RECEPTOR LIGANDS<br/>[FR] COMPOSÉ DE QUINUCLIDINE COMME LIGANDS DU RÉCEPTEUR NICOTINIQUE ALPHA-7 DE L'ACÉTYLCHOLINE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2011053292A1

  公开（公告）日：2011-05-05

  The disclosure provides compounds of formula I, including their salts, as well as compositions and methods of using the compounds. The compounds are ligands for the nicotinic 7 receptor and may be useful for the treatment of various disorders of the central nervous system, especially affective and neurodegenerative disorders.

  该披露提供了公式I的化合物，包括它们的盐，以及使用这些化合物的组合物和方法。这些化合物是烟碱7受体的配体，可能对治疗中枢神经系统的各种紊乱，特别是情感和神经退行性疾病有用。
• QUINUCLIDINE COMPOUNDS AS ALPHA-7 NICOTINIC ACETYLCHOLINE RECEPTOR LIGANDS
  申请人：Cook, II James H.

  公开号：US20090270405A1

  公开（公告）日：2009-10-29

  The disclosure provides compounds of formula I, including their salts, as well as compositions and methods of using the compounds. The compounds are ligands for the nicotinic α7 receptor and may be useful for the treatment of various disorders of the central nervous system, especially affective and neurodegenerative disorders.

  该披露提供了公式I的化合物，包括它们的盐，以及使用这些化合物的组合物和方法。这些化合物是烟碱性α7受体的配体，可能对治疗中枢神经系统的各种疾病，特别是情感和神经退行性疾病，有用。
• Structure–Activity Relationship for the Picolinamide Antibacterials that Selectively Target <i>Clostridioides difficile</i>
  作者：Enrico Speri、Yuanyuan Qian、Jeshina Janardhanan、Cesar Masitas、Elena Lastochkin、Stefania De Benedetti、Man Wang、Valerie A. Schroeder、William R. Wolter、Allen G. Oliver、Jed F. Fisher、Shahriar Mobashery、Mayland Chang

  DOI：10.1021/acsmedchemlett.1c00135

  日期：2021.6.10

  Clostridioides difficile is a leading health threat. This pathogen initiates intestinal infections during gut microbiota dysbiosis caused by oral administration of antibiotics. C. difficile is difficult to eradicate due to its ability to form spores, which are not susceptible to antibiotics. To address the urgent need for treating recurrent C. difficile infection, antibiotics that selectively target

  艰难梭菌是主要的健康威胁。这种病原体在由口服抗生素引起的肠道微生物群失调期间引发肠道感染。艰难梭菌难以根除，因为它能够形成对抗生素不敏感的孢子。为了解决治疗复发性艰难梭菌感染的迫切需求，需要选择性靶向艰难梭菌而不是常见肠道微生物群的抗生素。我们在本文中描述了对艰难梭菌表现出强效和选择性活性的吡啶酰胺类抗菌剂。108种异烟酰胺4类似物的构效关系研究了一种对耐甲氧西林金黄色葡萄球菌和艰难梭菌具有同等活性的化合物。引入以类似物87为例的吡啶酰胺核心导致对艰难梭菌的极好的效力和选择性。吡啶酰胺类选择性靶向艰难梭菌和预防肠道菌群失调的能力有望用于治疗复发性艰难梭菌感染。
• Amido Compounds
  申请人：Brotherton-Pleiss Christine E.

  公开号：US20120149718A1

  公开（公告）日：2012-06-14

  Compounds of the formula I: or pharmaceutically acceptable salts thereof, wherein the variables are as defined herein. Also disclosed are methods of making the compounds and using the compounds for treatment of diseases associated with the P2X7 purinergic receptor.

  化合物的公式I：或其药用盐，其中变量的定义如本文所述。还公开了制备这些化合物的方法，并将这些化合物用于治疗与P2X7嘌呤受体相关的疾病。
• Molecular Iodine-Promoted [3 + 2] Oxidative Cyclization for the Synthesis of Heteroarene-Fused [1,2,4] Thiadiazoles/Selenadiazoles
  作者：Jin-Yu Chen、Manikandan Selvaraju、Yen-Tzu Lin、Sandip Dhole、Chih-Yu Lin、Chung-Ming Sun

  DOI：10.1021/acs.joc.0c00421

  日期：2020.4.17

  the iodine-mediated [3 + 2] oxidative cyclization of 2-aminoheteroarenes and isothiocyanates/isoselenocyanates. This oxidative [3 + 2] annulation strategy is highly regiospecific to proceed a selective C–N bond formation at the endo-nitrogen of 2-aminoheteroarenes followed by an intramolecular oxidative N–S/N–Se bond formation. It is the first example of an I2-mediated oxidative nitrogen–selenium (N–Se)

  通过碘介导的2-氨基杂芳烃和异硫氰酸酯/异硒氰酸酯的[3 + 2]氧化环化反应，合成了两类新的杂芳烃稠合的[1,2,4]噻二唑和[1,2,4]硒二唑。这种氧化性[3 + 2]环空策略具有高度的区域特异性，可以在2-氨基杂芳烃的内氮上进行选择性的C–N键形成，随后形成分子内的氧化性N–S / N–Se键。这是I 2介导的氮-硒（N-Se）氧化键形成的第一个例子。