中氮茚-7-羧酸甲酯 | 887602-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 中氮茚-7-羧酸甲酯
• 中文别名: 吲哚嗪-7-羧酸甲酯
• 英文名称: methyl indolizine-7-carboxylate
• CAS: 887602-89-3
• 化学式: C₁₀H₉NO₂
• mdl: MFCD10566763
• 分子量: 175.187
• InChiKey: BVQIGDNWKHPLOE-UHFFFAOYSA-N

物化性质

• 熔点：
  102 °C
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl indolizine-7-carboxylate
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: Methyl indolizine-7-carboxylate
CAS number: 887602-89-3

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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, refrigerated.
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: C10H9NO2
Molecular weight: 175.2

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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：

  中氮茚-7-羧酸甲酯 在 氢气 作用下， 以 乙醇 、 水 为溶剂， 25.0 ℃ 、400.01 kPa 条件下， 以73%的产率得到methyl 5,6,7,8-tetrahydroindolizine-7-carboxylate
  参考文献：
  名称：

  连续合成半饱和杂环双分子片段的简便流程

  摘要：

  在连续流动条件下进行氢化反应可得到半饱和片段，具有理想的理化特性，并具有合成修饰和与生物靶标结合的关键基序。它们连续不断地轻松进行功能化，为功能化富含sp 3的片段进行多步合成提供了一个有效的机会。

  DOI：

  10.1002/ejoc.201801684
• 作为产物：
  描述：

  2-吡咯甲醛 、 2-丁炔酸甲酯 在 三丁基膦 作用下， 以 乙腈 为溶剂， 以50%的产率得到中氮茚-7-羧酸甲酯
  参考文献：
  名称：

  膦催化丙二烯向丙二烯的亲核加成反应：烯丙二唑和吲哚嗪的合成

  摘要：

  三苯基膦被用作亲核催化剂，用于将唑类恶唑加成到电子缺陷型烯上。该策略提供了在中性条件下使唑类功能化烯丙基化的简单有效的方法，并提供了杂环取代的迈克尔烯烃。此外，这种催化方法已经扩展到在催化量的三丁基膦存在下，缺电子的烯或炔与吡咯-2-甲醛之间的加成环化反应。在这样的条件下，容易获得取代的吲哚嗪-7-羧酸盐。

  DOI：

  10.1016/j.tet.2006.01.055

文献信息

• [EN] SUBSTITUTED TRICYCLIC AMIDES, ANALOGUES THEREOF, AND METHODS USING SAME<br/>[FR] AMIDES TRICYCLIQUES SUBSTITUÉS, ANALOGUES DE CEUX-CI ET PROCÉDÉS LES METTANT EN OEUVRE
  申请人：ARBUTUS BIOPHARMA CORP

  公开号：WO2021229302A1

  公开（公告）日：2021-11-18

  The present disclosure includes substituted tricyclic amides, or analogues thereof of formula (I) (I), wherein X, Y, ring A, R1, R5, R6 and R7 are as defined herein, and compositions comprising compounds of formula (I) that can be used to treat or prevent hepatitis B virus (HBV) and/or hepatitis D virus (HDV) infections in a patient.

  本公开涵盖了替代三环酰胺，或其类似物的化合物，其化学式为(I)，其中X、Y、环A、R1、R5、R6和R7如本文所定义，并包括化合物(I)的组合物，可用于治疗或预防患者体内的乙型肝炎病毒（HBV）和/或丙型肝炎病毒（HDV）感染。
• Monoacylglycerol Lipase Modulators
  申请人：Janssen Pharmaceutica NV

  公开号：US20200102311A1

  公开（公告）日：2020-04-02

  Bridged compounds of Formula (I) and Formula (II), pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions associated with MGL modulation, such as those associated with pain, psychiatric disorders, neurological disorders (including, but not limited to major depressive disorder, treatment resistant depression, anxious depression, bipolar disorder), cancers and eye conditions. wherein R 2 , R 3 R 4 , R 5 and R 6 are defined herein.

  桥接化合物，其结构式为(I)和(II)，包含它们的药物组合物，制造它们的方法，以及使用它们的方法，包括用于治疗与MGL调节相关的疾病状态、障碍和状况的方法，如与疼痛、精神障碍、神经障碍（包括但不限于重性抑郁障碍、难治性抑郁、焦虑性抑郁、双相情感障碍）、癌症和眼科疾病相关的方法。 其中R2、R3、R4、R5和R6的定义如下。
• General Synthesis of <i>N</i>-Trifluoromethyl Compounds with <i>N</i>-Trifluoromethyl Hydroxylamine Reagents
  作者：Shuai Liu、Yangen Huang、Juan Wang、Feng-Ling Qing、Xiu-Hua Xu

  DOI：10.1021/jacs.1c12467

  日期：2022.2.2

  preparation of N-CF3 compounds through fluorination and trifluoromethylation of N-containing compounds. The development of new synthetic methods from abundant and easily available substrates is highly desirable but still challenging. Herein, we report the design and synthesis of novel N-Cbz- and N-Boc-N-trifluoromethyl hydroxylamine reagents by silver-mediated oxidative trifluoromethylation. These reagents

  N -CF 3化合物构成药物化学中有价值的靶标。已经报道了通过含N化合物的氟化和三氟甲基化制备N - CF 3化合物的广泛研究。从丰富且容易获得的底物开发新的合成方法是非常可取的，但仍然具有挑战性。在此，我们报告了通过银介导的氧化三氟甲基化设计和合成新型N -Cbz- 和N -Boc- N-三氟甲基羟胺试剂。这些试剂已成功应用于直接掺入 NCF 3部分在光氧化还原催化下进入常用的不饱和底物。该协议使各种（杂）芳烃（包括复杂的生物活性分子）的高效和区域选择性 C-H 三氟甲基胺化成为可能。此外，多种烯烃、二烯和异腈经历串联三氟甲基胺化/官能化，提供结构多样的N-三氟甲基脂肪族胺和杂芳族胺。值得注意的是，以前未知的环状N -CF 3化合物，包括N -CF 3恶唑烷酮和恶唑酮，可以方便地用N -Boc- N制备。-三氟甲基羟胺试剂。此外，所得α-三氟甲氨基酮的多样化提供了很大程度上未被充分开发的N-烯基-和N-炔基-N
• Rhodium-Catalyzed Atroposelective C–H/C–H Cross-Coupling Reaction between 1-Aryl Isoquinoline Derivatives and Indolizines
  作者：Wen-Wen Zhang、Chen-Xu Liu、Pusu Yang、Su-Zhen Zhang、Qing Gu、Shu-Li You

  DOI：10.1021/acs.orglett.1c04002

  日期：2022.1.21

  asymmetric oxidative C–H/C–H cross-coupling reaction between 1-aryl isoquinolines and indolizines is disclosed. With a matched pair of SCpRh complex and chiral carboxylic acid, enantioselective two-fold C–H/C–H cross-coupling reactions between 1-aryl isoquinolines and indolizines provide a variety of axially chiral bi(hetero)aryls in excellent yields and enantioselectivity (up to 96% yield and 98% ee). Mechanistic

  公开了 1-芳基异喹啉和中氮茚之间的铑催化不对称氧化 C-H/C-H 交叉偶联反应。通过一对匹配的 SCpRh 复合物和手性羧酸，1-芳基异喹啉和中氮茚之间的对映选择性双重 C-H/C-H 交叉偶联反应以优异的产率和对映选择性提供了多种轴向手性双（杂）芳基（高达 96% 的收率和 98% 的 ee）。机理研究表明，两种 C-H 裂解都可能是可逆的。
• MONOACYLGLYCEROL LIPASE MODULATORS
  申请人：Janssen Pharmaceutica N.V.

  公开号：EP3856179A1

  公开（公告）日：2021-08-04