5-氯-2,3-二氢-1-苯并呋喃-2-羧酸 | 34385-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 中文名称: 5-氯-2,3-二氢-1-苯并呋喃-2-羧酸
• 英文名称: (+/-)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylic acid
• 英文别名: 5-chloro-2,3-dihydro-1-benzofuran-2-carboxylic acid；2,3-Dihydro-5-chlorobenzofurane-2-carboxylic acid；5-chloro-2,3-dihydrobenzofuran-2-carboxylic acid；5-chloro-2,3-dihydro-benzofuran-2-carboxylic acid；5-Chlor-2,3-dihydro-2-benzofurancarbonsaeure
• CAS: 34385-94-9
• 化学式: C₉H₇ClO₃
• mdl: MFCD06753266
• 分子量: 198.606
• InChiKey: DVOUUBIBLOOFKC-UHFFFAOYSA-N

物化性质

• 沸点：
  380.8±42.0 °C(Predicted)
• 密度：
  1.484±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2932999099

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Chloro-2,3-dihydro-benzofuran-2-carboxylic acid
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-Chloro-2,3-dihydro-benzofuran-2-carboxylic acid
CAS number: 34385-94-9

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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: C9H7ClO3
Molecular weight: 198.6

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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, 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-2,3-二氢-1-苯并呋喃-2-羧酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-[(5-chloro-2,3-dihydro-1-benzofuran-2-yl)carbonyl]piperazine
  参考文献：
  名称：

  ANTHELMINTIC COMPOUNDS AND COMPOSITIONS AND METHOD OF USING THEREOF

  摘要：

  本发明涉及以下式（I）的新型驱虫化合物： 其中 Y和Z分别是双环碳环或双环杂环基团，或者Y或Z中的一个是双环碳环或双环杂环基团，另一个是烷基，烯基，炔基，环烷基，苯基，杂环基或杂芳基，以及变量X 1 ，X 2 ，X 3 ，X 4 ，X 5 ，X 6 ，X 7 和X 8 如本文所定义。本发明还提供了包含本发明的驱虫化合物的兽药组合物，以及它们用于治疗和预防动物寄生虫感染的用途。

  公开号：

  US20140142114A1
• 作为产物：
  描述：

  (+/-)-2-hydroxymethyl-5-chloro-2,3-dihydro-1-benzofuran 在 sodium chloride dihydrate 、 2,2,6,6-四甲基哌啶氧化物 、 potassium hydrogencarbonate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以74%的产率得到5-氯-2,3-二氢-1-苯并呋喃-2-羧酸
  参考文献：
  名称：

  ANTHELMINTIC COMPOUNDS AND COMPOSITIONS AND METHOD OF USING THEREOF

  摘要：

  本发明涉及以下式（I）的新型驱虫化合物： 其中 Y和Z分别是双环碳环或双环杂环基团，或者Y或Z中的一个是双环碳环或双环杂环基团，另一个是烷基，烯基，炔基，环烷基，苯基，杂环基或杂芳基，以及变量X 1 ，X 2 ，X 3 ，X 4 ，X 5 ，X 6 ，X 7 和X 8 如本文所定义。本发明还提供了包含本发明的驱虫化合物的兽药组合物，以及它们用于治疗和预防动物寄生虫感染的用途。

  公开号：

  US20140142114A1

文献信息

• [EN] HETEROARYL COMPOUNDS AND THEIR USE AS MER INHIBITORS<br/>[FR] COMPOSÉS HÉTÉROARYLE ET LEUR UTILISATION EN TANT QU'INHIBITEURS DE MER
  申请人：DONG A SOCIO HOLDINGS CO LTD

  公开号：WO2018071343A1

  公开（公告）日：2018-04-19

  Compounds of formula (I) [Formula should be inserted here] and a pharmaceutically acceptable salt thereof, wherein A, R1, R2, R3, R4, R5, R6, R7, R24, X, L, n and p are as defined in the specification, are useful for treating or preventing Mer tyrosine kinase receptor modulated disease or conditions. Also described are pharmaceutical compositions of compounds of formula (I), and methods for using such compounds and compositions.

  式(I)的化合物及其药学上可接受的盐，其中A、R1、R2、R3、R4、R5、R6、R7、R24、X、L、n和p如规范中定义的那样，可用于治疗或预防Mer酪氨酸激酶受体调节的疾病或症状。还描述了式(I)的化合物的药物组合物，以及使用这些化合物和组合物的方法。
• INHIBITORS OF INTEGRATED STRESS RESPONSE PATHWAY
  申请人：Praxis Biotech LLC

  公开号：US20190177310A1

  公开（公告）日：2019-06-13

  The present disclosure relates generally to therapeutic agents that may be useful as inhibitors of Integrated Stress Response (ISR) pathway.

  本公开涉及一般与可能用作抑制综合应激反应（ISR）途径的治疗剂有关。
• [EN] COMPOUNDS, COMPOSITIONS AND METHODS<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS
  申请人：DENALI THERAPEUTICS INC

  公开号：WO2019032743A1

  公开（公告）日：2019-02-14

  The present disclosure relates generally to eukaryotic initiation factor 2B modulators, or a pharmaceutically acceptable salt, stereoisomer, mixture of stereoisomers or prodrug thereof, and methods of making and using thereof.

  本公开涉及一般性地对真核起始因子2B调节剂，或其药用盐、立体异构体、立体异构体混合物或前药，以及其制备和使用方法。
• Further structure–activity relationships in the series of tropanyl esters endowed with potent antinociceptive activity
  作者：Serena Scapecchi、Antonella Giorgi、Cristina Bellucci、Silvia Dei、Carla Ghelardini、Dina Manetti、M.Novella Romanelli、Elisabetta Teodori

  DOI：10.1016/s0014-827x(98)00106-2

  日期：1998.12

  Several analogs of the alpha-tropanyl esters of 2-(4-chlorophenoxy)butyric acid (SM21) and 2-phenylthiobutyric acid (SM32), endowed with potent antinociceptive and cognition enhancing activity, were synthesized, aimed at obtaining more potent and safe drug candidates. Variation of the acyl moiety (4-11), as well as the conformational restriction of atropine to give the alpha-tropanyl ester of 2,3-

  合成了具有强大的抗伤害感受和认知增强活性的2-（4-氯苯氧基）丁酸（SM21）和2-苯基硫代丁酸（SM32）的几种α-四氢呋喃酯类似物，旨在获得更有效和安全的药物候选人。酰基部分（4-11）的变化以及阿托品的构象限制，使得得到2,3-二氢苯并呋喃-3-羧酸的α-三甲基酯（18），实际上废除了活性。对于18，抗毒蕈碱活性也受到构象限制的严重影响。相反，苯氧基丁酸和苯硫代丁酸衍生物的构象限制为生成2,3-二氢-苯并呋喃-2-羧酸和2,3-二氢-苯并噻吩-2-羧酸的α-三苯甲基酯（12-17） ，提供了有效的止痛药，但其毒性太强，无法作为可靠的候选药物。还研究了一系列苯并呋喃-3-羧酸（20-27）和苯并噻吩-3-羧酸（28）的相关酯，发现它们是有效的但有毒的镇痛药。
• Lipase-mediated kinetic resolution of rigid clofibrate analogues with lipid-modifying activity
  作者：Savina Ferorelli、Carlo Franchini、Fulvio Loiodice、Maria Grazia Perrone、Antonio Scilimati、Maria Stefania Sinicropi、Paolo Tortorella

  DOI：10.1016/s0957-4166(01)00119-7

  日期：2001.4

  workable reaction rates. Enantiomerically pure (R)- and (S)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxylic acids were obtained by fractional crystallisation of the diastereomeric salts of the corresponding racemic acid with (+)- and (−)-amphetamine from ethanol; the absolute configuration of the products were established by chemical correlation.

  （±）-5-氯-2,3-二氢-1-苯并呋喃-2-羧酸，（±）甲酯的脂肪酶催化的动力学拆分-6-氯-2,3-二氢-4- ħ -氯贝贝特的刚性类似物1-苯并吡喃-2-羧酸和（±）-6-氯-2,3-二氢-4 H -1-苯并吡喃-3-羧酸具有中等至中等对映选择性（E = 1.0–4.8），对映体过量高达86％，反应速率可行。对映体纯的（R）-和（S通过将相应的外消旋酸的非对映异构盐与（+）-和（-）-苯异丙胺从乙醇中分步结晶得到）-5-氯-2,3-二氢-1-苯并呋喃-2-羧酸。产品的绝对构型是通过化学相关性确定的。