2-amino-3-benzoylbenzeneacetic acid,sodium salt | 61941-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-3-benzoylbenzeneacetic acid,sodium salt
• 英文别名: 2-amino-3-benzoylbenzeneacetic acid, sodium salt；sodium 2-(2-amino-3-benzoylphenyl)acetate；sodium 2-amino-3-benzoylphenylacetate；Amfenac sodium；2-amino-3-benzoylphenylacetic acid sodium salt；sodium;2-(2-amino-3-benzoylphenyl)acetate
• CAS: 61941-56-8
• 化学式: C₁₅H₁₂NO₃*Na
• 分子量: 277.255
• InChiKey: MJAQSCHBMPGJES-UHFFFAOYSA-M

物化性质

• 熔点：
  >205°C (dec.)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2922499990

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Sodium 2-(2-amino-3-benzoylphenyl)acetate
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: Sodium 2-(2-amino-3-benzoylphenyl)acetate
CAS number: 61941-56-8

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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: C15H12NO3.Na
Molecular weight: 277.3

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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

制备方法与用途

类别：有毒物品
毒性分级：高毒
急性毒性：

• 口服-大鼠 LD50: 311 毫克/公斤
• 口服-小鼠 LD50: 615 毫克/公斤

可燃性危险特性：可燃；燃烧时产生有毒氮氧化物烟雾

储运特性：库房通风、低温干燥

灭火剂：干粉、泡沫、砂土、二氧化碳、雾状水

反应信息

• 作为反应物：
  描述：

  2-amino-3-benzoylbenzeneacetic acid,sodium salt 在 palladium on activated charcoal 氢气 作用下， 以 水 为溶剂， 以53%的产率得到2-amino-3-(hydroxyphenylmethyl)benzeneacetic acid, sodium salt
  参考文献：
  名称：

  抗炎药。4.2-氨基-3-苯甲酰基苯乙酸和2-氨基-3-（4-氯苯甲酰基）苯乙酸的潜在前药的合成和生物学评价。

  摘要：

  合成了一系列潜在的2-氨基-3-苯甲酰基苯乙酸（amfenac）和2-氨基-3-（4-氯苯甲酰基）苯乙酸的潜在前药，并评估了它们对环加氧酶的抑制特性，抗炎能力和胃肠道刺激性。一种化合物2-氨基-3-（4-氯苯甲酰基）苯乙酰胺的治疗指数比消炎痛大1个数量级。

  DOI：

  10.1021/jm00170a039
• 作为产物：
  描述：

  7-苯甲酰基-1,3-二氢吲哚-2-酮 在 sodium hydroxide 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 5.0h， 以86%的产率得到2-amino-3-benzoylbenzeneacetic acid,sodium salt
  参考文献：
  名称：

  2-氨基-3-苯甲酰基苯基乙酸的合成†

  摘要：

  通过适用于大规模生产的方法，由二氢吲哚制备2-氨基-3-苯甲酰基苯基乙酸钠盐。

  DOI：

  10.1002/jhet.5570170804

文献信息

• Synthesis of 2-amino-3-benzoylphenylacetic acid
  作者：Young S. Lo、David A. Walsh、William J. Welstead、Richard P. Mays、Edward K. Rose、David H. Causey、Robert L. Duncan

  DOI：10.1002/jhet.5570170804

  日期：1980.12

  2-Amino-3-benzoylphenylacetic acid, sodium salt was prepared from indoline through a process applicable to large scale production.

  通过适用于大规模生产的方法，由二氢吲哚制备2-氨基-3-苯甲酰基苯基乙酸钠盐。
• Anti-inflammatory methods using 2-amino-3-(5- and 6-)benzoylphenylacetic
  申请人：A. H. Robins Company, Incorporated

  公开号：US04045576A1

  公开（公告）日：1977-08-30

  Novel 2-amino-3-(5- and 6-)benzoylphenylacetic acids, esters and metal salts of the formula: ##STR1## wherein R is hydrogen or lower alkyl, R.sup.1 is hydrogen, lower-alkyl, sodium or potassium, R.sup.2 is hydrogen, halogen or lower alkoxy, X is hydrogen, lower alkyl, halogen, nitro or trifluoromethyl, Y is hydrogen, lower alkyl, halogen, nitro or trifluoromethyl, and Am is primary amino (--NH.sub.2) methylamino or dimethylamino. The compounds are prepared by hydrolysis of 4-(5- and 7-)benzoylindolin-2-ones to give the 2-amino-3-(5- and 6-)benzoylphenylacetic acids wherein amino is primary amino. The free acids are converted to the esters and metal salts. The calcium and magnesium salts are disclosed and are within the scope of the present invention. The compounds have anti-inflammatory activity, are effective in lowering the cholesterol levels in hyperlipemic rats and inhibit blood platelet aggregation.

  化合物的式子为：##STR1## 其中R为氢或低烷基，R.sup.1为氢、低烷基、钠或钾，R.sup.2为氢、卤素或低烷氧基，X为氢、低烷基、卤素、硝基或三氟甲基，Y为氢、低烷基、卤素、硝基或三氟甲基，Am为一级氨基（--NH.sub.2）、甲基氨基或二甲基氨基。该化合物通过4-(5-和7-)苯甲酰吲哚-2-酮的水解制备而成，以得到2-氨基-3-(5-和6-)苯甲酰基苯乙酸，其中氨基是一级氨基。游离酸转化为酯和金属盐。本发明公开了钙盐和镁盐。这些化合物具有抗炎活性，在高脂血症大鼠中降低胆固醇水平，并抑制血小板聚集。
• Transdermal treatment for pain and inflammation with
  申请人：A. H. Robins Company, Incorporated

  公开号：US04683242A1

  公开（公告）日：1987-07-28

  A method is disclosed for treating pain and/or inflammation by transdermal administration of 2-amino-3-benzoylbenzeneacetic acids, salts and esters having the formula ##STR1## wherein R.sup.1 is hydrogen, loweralkyl or a pharmaceutically acceptable cation; R.sup.2 is hydrogen, halogen, loweralkyl or loweralkoxy; R.sup.3, R.sup.4 and R.sup.5 are hydrogen or loweralkyl; X is hydrogen, halogen, loweralkyl, hydroxy, loweralkoxy, nitro, trifluoromethyl or loweralkylthio; Y is hydrogen, loweralkyl, loweralkoxy, nitro or trifluoromethyl and hydrates and alcoholates thereof.

  本发明公开了一种通过经皮给予2-氨基-3-苯甲酰基苯乙酸、盐和酯来治疗疼痛和/或炎症的方法，其化学式为##STR1##其中R.sup.1为氢，低烷基或药学上可接受的阳离子；R.sup.2为氢，卤素，低烷基或低烷氧基；R.sup.3，R.sup.4和R.sup.5为氢或低烷基；X为氢，卤素，低烷基，羟基，低烷氧基，硝基，三氟甲基或低烷硫基；Y为氢，低烷基，低烷氧基，硝基或三氟甲基和其水合物和醇盐。
• Transdermal treatment for pain and inflammation with 2-amino-3-aroylbenzeneacetic acids, salts and esters
  申请人：A.H. ROBINS COMPANY, INCORPORATED (a Delaware corporation)

  公开号：EP0221753A2

  公开（公告）日：1987-05-13

  Pain and or inflammatio is treated by transdermal administration of 2-amino-3-benzoyl-benzeneacetic acids, salts and esters having the formula wherein R' is hydrogen, loweralkyl or a pharmaceutically acceptable cation R2 is hydrogen, halogen, loweralkyl or loweralkoxy; R', R4 and R6 are hydrogen or loweralkyl; X is hydrogen, halogen. foweralkyl, hydroxy, loweralkoxy, nitro, trifluoromethyl or loweralkylthio; Y is hydrogen, loweralkyl, loweralkoxy, nitro or trifluoromethyl and hydrates and alcoholates thereof.

  通过透皮给药 2-氨基-3-苯甲酰基苯乙酸、盐和酯来治疗疼痛和炎症，其式中 R' 是氢、低级烷基或药学上可接受的阳离子；R2 是氢、卤素、低级烷基或低级烷氧基；R'、R4 和 R6 是氢或低级烷基；X 是氢、卤素、低级烷基、羟基、低级烷氧基、硝基、三氟甲基或低级烷硫基；Y 是氢、低级烷基、低级烷氧基、硝基或三氟甲基及其水合物和醇酸酯。
• WALSH, DAVID A.;MORAN, H. WAYNE;SHAMBLEE, DWIGHT A.;WELSTEAD, WILLIAM J.;+, J. MED. CHEM. , 33,(1990) N, C. 2296-2304
  作者：WALSH, DAVID A.、MORAN, H. WAYNE、SHAMBLEE, DWIGHT A.、WELSTEAD, WILLIAM J.、+

  DOI：——

  日期：——