N-苯基谷氨酰胺 | 5963-60-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-苯基谷氨酰胺
• 英文名称: N-γ-glutamyl-aniline
• 英文别名: (S)-2-amino-5-oxo-5-(phenylamino)pentanoic acid；gamma-Glutamylanilide；(2S)-5-anilino-2-azaniumyl-5-oxopentanoate
• CAS: 5963-60-0
• 化学式: C₁₁H₁₄N₂O₃
• mdl: MFCD00063105
• 分子量: 222.244
• InChiKey: VMNRUJGOLBSEPK-VIFPVBQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  92.4
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: H-Glu(anilide)-oh
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: H-Glu(anilide)-oh
CAS number: 5963-60-0

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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: C11H14N2O3
Molecular weight: 222.2

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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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	N2-benzyloxycarbonyl-N5-phenyl-L-glutamine	110336-85-1	C19H20N2O5	356.378

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  琥珀酸一酰苯胺	N-phenyl-succinamic acid	102-14-7	C10H11NO3	193.202

反应信息

• 作为反应物：
  描述：

  N-苯基谷氨酰胺 在 哌啶 、 N-甲基吡咯烷酮 、 CIP 、 碳酸氢钠 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 96.0h， 生成 3-((3S,6S,12aS)-6-isobutyl-9-methoxy-1,4-dioxo-1,2,3,4,6,7,12,12a-octahydropyrazino[1',2’:1,6]pyrido[3,4-b]indol-3-yl)-N-phenylpropanamide
  参考文献：
  名称：

  代谢引导的 Ko143 类似物作为 ABCG2 抑制剂的开发

  摘要：

  ATP 结合盒亚家族 G 成员 2 （ABCG2） 是一种外排转运蛋白，参与多种病理过程。Ko143 是一种有效的 ABCG2 抑制剂;然而，它通过羧酸酯酶 1 介导的其叔丁酯部分的水解迅速代谢。目前的工作旨在开发代谢更稳定的 ABCG2 抑制剂。通过用酰胺基团取代 Ko143 中不稳定的叔丁酯部分来设计和合成新型 Ko143 类似物。评价合成的 Ko143 类似物的 ABCG2 抑制活性、与 ABCG2 的结合模式、细胞毒性和代谢稳定性。我们发现 Ko143 的酰胺修饰导致代谢稳定的 ABCG2 抑制剂。在这些 Ko143 类似物中，K2 和 K34 是有前途的候选者，在小鼠中具有良好的口服药代动力学特征。综上所述，我们合成了代谢稳定性更高的新型 Ko143 类似物，有可能用作 ABCG2 抑制剂未来开发的先导化合物。

  DOI：

  10.1016/j.ejmech.2023.115666
• 作为产物：
  描述：

  N5-phenyl-N2-trifluoroacetyl-L-glutamine ethyl ester 在 sodium hydroxide 作用下， 生成 N-苯基谷氨酰胺
  参考文献：
  名称：

  Weygand; Reiher, Chemische Berichte, 1955, vol. 88, p. 26,33

  摘要：

  DOI：

文献信息

• [EN] A NOVEL THERAPY FOR ERYTHROPOIETIC PROTOPORPHYRIA (EPP) AND X-LINKED PROTOPORPHYRIA (XLP)<br/>[FR] NOUVELLE THÉRAPIE POUR LA PROTOPORPHYRIE ÉRYTHROPOÏÉTIQUE (EPP) ET LA PROTOPORPHYRIE LIÉE AU CHROMOSOME X (XLP)
  申请人：UNIV PITTSBURGH COMMONWEALTH SYS HIGHER EDUCATION

  公开号：WO2020236901A1

  公开（公告）日：2020-11-26

  Disclosed are novel compositions and methods of using the same for the treatment of Erythropoiefic protoporphyria (EPP) and X-linked protoporphyria (XLP). Disclosed are methods and compositions related to treating Erythropoietic protoporphyria and X-linked protoporphyria. Also described are therapeutic agents that can inhibit ABCG2. For example, provided herein are therapeutic agents defined by Formula I.

  揭示了用于治疗红细胞生成前卟啉病（EPP）和X连锁前卟啉病（XLP）的新型组合物和使用方法。揭示了与治疗红细胞生成前卟啉病和X连锁前卟啉病相关的方法和组合物。还描述了可以抑制ABCG2的治疗剂。例如，本文提供了由式I定义的治疗剂。
• RAPAFUCIN DERIVATIVE COMPOUNDS AND METHODS OF USE THEREOF
  申请人：The Johns Hopkins University

  公开号：US20210094933A1

  公开（公告）日：2021-04-01

  The present disclosure provides macrocyclic compounds inspired by the immunophilin ligand family of natural products FK506 and rapamycin. The generation of a Rapafucin library of macrocyles that contain FK506 and rapamycin binding domains should have great potential as new leads for developing drugs to be used for treating diseases.

  本公开提供了受免疫蛋白配体家族FK506和雷帕霉素天然产物启发的大环化合物。生成包含FK506和雷帕霉素结合结构域的Rapafucin大环化合物库，应具有作为治疗疾病新药的潜力。
• In vivo incorporation of unnatural amino acids
  申请人：Schultz Peter

  公开号：US20080227152A1

  公开（公告）日：2008-09-18

  The invention provides methods and compositions for in vivo incorporation of unnatural amino acids. Also provided are compositions including proteins with unnatural amino acids.

  本发明提供了体内合成非天然氨基酸的方法和组合物。还提供了包含非天然氨基酸蛋白质的组合物。
• IN Vivo Incorporation of Unnatural Amino Acids
  申请人：SCHULTZ PETER G.

  公开号：US20120202243A1

  公开（公告）日：2012-08-09

  The invention provides methods and compositions for in vivo incorporation of unnatural amino acids. Also provided are compositions including proteins with unnatural amino acids.

  该发明提供了体内合成非天然氨基酸的方法和组合物。还提供了含有非天然氨基酸蛋白质的组合物。
• CASR AGONISTS
  申请人：Sugiki Masayuki

  公开号：US20110251418A1

  公开（公告）日：2011-10-13

  By searching various kinds of compounds having CaSR agonistic activity, the present invention provides CaSR agonistic agents, pharmaceutical compositions, preventive or therapeutic agents for diarrhea and kokumi-imparting agents each of which comprise the compound. More specifically, the present invention provides CaSR agonistic agents, pharmaceutical compositions, preventive or therapeutic agents for diarrhea and kokumi-imparting agents each of which comprise a glutamic acid derivative having CaSR agonistic activity or pharmaceutically acceptable salts thereof.

  通过搜索具有CaSR激动活性的各种化合物，本发明提供了包含该化合物的CaSR激动剂、制药组合物、预防或治疗腹泻的药剂和增强口感的药剂。更具体地说，本发明提供了包含具有CaSR激动活性的谷氨酸衍生物或其药学上可接受的盐的CaSR激动剂、制药组合物、预防或治疗腹泻的药剂和增强口感的药剂。