5-羧基苯酞 | 4792-29-4

• 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: 5-羧基苯酞
• 中文别名: 5-羟基苯酞；苯酞-5-羧酸
• 英文名称: 5-carboxyphtalide
• 英文别名: 5-carboxyphthalide；1-oxo-1,3-dihydroisobenzofuran-5-carboxylic acid；5-Carboxyphthalid；phthalide-5-carboxylic acid；1-oxo-3H-2-benzofuran-5-carboxylic acid
• CAS: 4792-29-4
• 化学式: C₉H₆O₄
• mdl: MFCD04117971
• 分子量: 178.144
• InChiKey: QTWUWCFGWYYRRL-UHFFFAOYSA-N

物化性质

• 沸点：
  481.1±45.0 °C(Predicted)
• 密度：
  1.502

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2932999099
• WGK Germany：
  3
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  2-8°C，保持干燥环境。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Carboxyphthalide
Synonyms: 1-Oxo-1,3-dihydroisobenzofuran-5-carboxylic acid

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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-Carboxyphthalide
CAS number: 4792-29-4

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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: C9H6O4
Molecular weight: 178.1

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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.

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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-羧基苯酞 生成 (1-氧代-1,3-二氢异苯并呋喃-5-基)羰酰氯
  参考文献：
  名称：

  [EN] METHOD FOR THE PREPARATION OF CITALOPRAM
  [FR] METHODE DE PREPARATION DU CITALOPRAM

  摘要：

  本发明涉及一种制备西酞普兰或其任何对映体及其酸盐的方法，包括将式（IV）的化合物处理，其中X为O或S；R1-R2各自独立地选自氢和C1-6烷基，或R1和R2一起形成一个C2-5烷基链，从而形成螺环；R3选自氢和C1-6烷基，R4选自氢、C1-6烷基、羧基或其前体基团，或R3和R4一起形成一个C2-5烷基链，从而形成螺环。使用脱水剂处理或者在X为S的情况下，进行热解开环或者在自由基引发剂的存在下处理，以形成西酞普兰。本发明还涉及用于制备西酞普兰的新工艺中使用的中间体，以及根据新工艺制备的西酞普兰。

  公开号：

  WO2000023431A1
• 作为产物：
  描述：

  对苯二甲酸 在 盐酸 、 sodium hydroxide 、 三氧化硫 作用下， 以 三聚甲醛 、 水 为溶剂， 生成 5-羧基苯酞
  参考文献：
  名称：

  Process for the preparation of 5-carboxyphthalide

  摘要：

  本发明涉及一种制备5-羧基邻苯二甲酸酐的方法，包括将对苯二甲酸加入含有至少20％SO3的浓硫酸中，然后将甲醛加入混合物中，在120-145°C的温度下加热混合物，并从反应混合物中分离出5-羧基邻苯二甲酸酐。

  公开号：

  US06458973B1
• 作为试剂：
  描述：

  对苯二甲酸 、 发烟硫酸 、 聚合甲醛 在 水 、 对苯二甲酸 、 5-羧基苯酞 作用下， 反应 17.0h， 生成 5-羧基苯酞
  参考文献：
  名称：

  Method for the preparation of 5-carboxyphthalide

  摘要：

  通过在油酸中将苯二甲酸和多聚甲醛HO(CH2)nH反应，可以方便地获得高纯度和高产率的5-羧基酞醇。

  公开号：

  US06888009B2

文献信息

• [EN] COMPOUNDS, PREPARATIONS AND USES THEREOF<br/>[FR] COMPOSÉS, LEURS PRÉPARATIONS ET LEURS UTILISATIONS
  申请人：PETER MACCALLUM CANCER INST

  公开号：WO2011075784A1

  公开（公告）日：2011-06-30

  The present invention provides novel compounds of the Formula (I), pharmaceutical compositions comprising such compounds and methods for using such compounds as agents or drugs for inhibiting perforin activity and for treating a subject at risk of or susceptible to a disease or disorder, or having a disease or disorder associated with undesirable perforin activity.

  本发明提供了式（I）的新化合物，包括这些化合物的药物组合物以及使用这些化合物作为抑制穿孔素活性的药剂或药物，用于治疗患有与不良穿孔素活性相关的疾病或紊乱、或处于患有风险或易感染某种疾病或紊乱的受试者的方法。
• Gallium Trihalide Catalyzed Sequential Addition of Two Different Carbon Nucleophiles to Esters by Using Silyl Cyanide and Ketene Silyl Acetals
  作者：Yoshihiro Inamoto、Yuta Kaga、Yoshihiro Nishimoto、Makoto Yasuda、Akio Baba

  DOI：10.1002/chem.201403734

  日期：2014.9.8

  sequential addition of silyl cyanide and ketene silyl acetals to esters was achieved by a gallium trihalide catalyst to produce β‐cyano‐β‐siloxy esters. This is the first example of the sequential addition of two different carbon nucleophiles to esters. The employment of lactones provided α,α‐disubstituted cyclic ethers with a cyano group and an ester moiety. A variety of esters and lactones are applicable

  通过三卤化镓催化剂可将甲硅烷基氰化物和乙烯酮甲硅烷基缩醛顺序添加到酯中，以生产β-氰基-β-甲硅烷氧基酯。这是将两个不同的碳亲核试剂顺序加成到酯中的第一个例子。内酯的使用为α，α-二取代的环状醚提供了一个氰基和一个酯基。多种酯和内酯可用于该反应系统。
• Process for the preparation of citalopram
  申请人：——

  公开号：US20040014997A1

  公开（公告）日：2004-01-22

  Preparation of citalopram comprises the steps of: (a) converting the compound of Formula (I) to a compound of Formula (II), wherein R in Formula (I) represents a C 2 to C 5 alkylene group which may be substituted or unsubstituted, and R 1 in the compounds of Formula (II) represents a carboxylic acid group or a salt or an ester thereof; and (b) converting the compound of Formula (II) to form citalopram or a pharmaceutically acceptable salt thereof, or a direct conversion of the compound of Formula (I) to citalopram 1

  西酞普兰的制备包括以下步骤：(a)将化合物式(I)转化为化合物式(II)，其中化合物式(I)中的R代表一个C2到C5的烷基基团，可以是取代或未取代的，而化合物式(II)中的R1代表一个羧酸基团或其盐或酯；以及(b)将化合物式(II)转化为西酞普兰或其药用可接受盐，或将化合物式(I)直接转化为西酞普兰。
• COSMETIC OR DERMATOLOGICAL COMPOSITION COMPRISING A POLYMER BEARING JUNCTION GROUPS, AND COSMETIC TREATMENT PROCESS
  申请人：Chodorowski-Kimmes Sandrine

  公开号：US20100239509A1

  公开（公告）日：2010-09-23

  The present patent application relates to a cosmetic or dermatological composition comprising, in a cosmetically or dermatologically acceptable medium, a polymer comprising: (a) a polymer backbone that may be obtained by reaction: of a polyol comprising 3 to 6 hydroxyl groups; of a monocarboxylic acid containing 6 to 32 carbon atoms; of a polycarboxylic acid comprising at least two carboxylic groups COOH, and/or of a cyclic anhydride such as a polycarboxylic acid and/or of a lactone comprising at least one carboxylic group COOH; and (b) at least one junction group linked to the said polymer backbone and capable of establishing H bonds with one or more partner junction groups, each pairing of a junction group involving at least three H (hydrogen) bonds. The patent application also concerns a cosmetic treatment process using the said composition.

  本专利申请涉及一种化妆品或皮肤科学组合物，包括在化妆品或皮肤科学上可接受的介质中，包含以下聚合物的组合物：(a) 由以下反应得到的聚合物骨架：含有3至6个羟基的多元醇；含有6至32个碳原子的一元羧酸；至少含有两个羧基COOH的多元羧酸，和/或类似多元羧酸的环酐和/或至少含有一个羧基COOH的内酯；以及(b) 至少一个连接到所述聚合物骨架的连接基团，并能够与一个或多个配对连接基团建立H键，每个连接基团的配对涉及至少三个H（氢）键。该专利申请还涉及使用所述组合物的化妆品处理过程。
• [EN] PROCESS FOR THE PREPARATION OF 1-(3-DIMETHYLAMINOPROPYL) -1-(4-FLUOROPHENYL) -1,3-DIHYDROISOBENZOFURAN -5-CARBONITRILE<br/>[FR] PROCEDE POUR LA PREPARATION DE 1-(3-DIMETHYLAMINOPROPYL)-1-(4-FLUOROPHENYL)-1,3-DIHYDROISOBENZOFURANE-5-CARBONITRILE
  申请人：ORION CORP FERMION

  公开号：WO2004011450A1

  公开（公告）日：2004-02-05

  The present invention is directed to novel processes for the preparation of citalopram comprising halogenation of a phthalide compound of formula II, wherein R is a suitable group to be changed to CN, to afford an acid halogenide compound of formula III wherein R is as defined above and X is halogen, and thereafter obtaining citalopram through two successive reactions with suitable organometallic halides or organoboranes or by a reaction with organometallic 4-fluorophenylhalide or 4-fluorophenylborane followed by reduction and alkylation, and an exchange of R to cyano to afford citalopram. The order of the reactions can be varied depending e.g. on the starting compound used.

  本发明涉及一种用于制备西酞普兰的新型工艺，包括对式II的邻苯二酮化合物进行卤代作用，其中R是一个适合改变为CN的基团，以得到式III的酸卤化合物，其中R如上定义，X是卤素，然后通过两个连续反应与适当的有机金属卤化物或有机硼烷或通过与有机金属4-氟苯基卤化物或4-氟苯基硼烷反应后进行还原和烷基化，以及将R交换为氰基以得到西酞普兰。反应的顺序可以根据使用的起始化合物等因素进行变化。