1-[(苄氧基)羰基]吲哚啉-2-羧酸 | 117483-89-3

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-[(苄氧基)羰基]吲哚啉-2-羧酸
• 英文名称: 1-[(benzyloxy)carbonyl]-2-indolinecarboxylic acid
• 英文别名: N-carbobenzyloxyindoline-2-carboxylic acid；1-benzyloxycarbonyl-2,3-dihydroindole-2-carboxylic acid；N-benzyloxycarbonyl-2(S)-indolinecarboxylic acid；1-benzyloxycarbonyl-indoline-2(S)-carboxylic acid；2,3-dihydro-1H-indole-1,2-dicarboxylic acid, 1-(phenylmethyl) ester；1-((benzyloxy)carbonyl)indoline-2-carboxylic acid；N-Carbobenzoxy-indoline-2-carboxylic Acid；CC13401；1-phenylmethoxycarbonyl-2,3-dihydroindole-2-carboxylic acid
• CAS: 117483-89-3
• 化学式: C₁₇H₁₅NO₄
• mdl: MFCD02682032
• 分子量: 297.31
• InChiKey: BSOYWTITVKXHLM-UHFFFAOYSA-N

物化性质

• 熔点：
  103-105°C
• 沸点：
  499.4±45.0 °C(Predicted)
• 密度：
  1.350±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.176
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933990090

SDS

Name:	1-[(Benzyloxy)carbonyl]-2-indolinecarboxylic acid 90+% Material Safety Data Sheet
Synonym:	2,3-Dihydro-indole-1,2-dicarboxylic acid 1-benzyl este
CAS:	117483-89-3

Section 1 - Chemical Product MSDS Name:1-[(Benzyloxy)carbonyl]-2-indolinecarboxylic acid 90+% Material Safety Data Sheet
Synonym:2,3-Dihydro-indole-1,2-dicarboxylic acid 1-benzyl este

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
117483-89-3	1-[(Benzyloxy)carbonyl]-2-indolinecarb	>90	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 117483-89-3: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: purple
Odor: characteristic odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 103 - 105 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C17H15NO4
Molecular Weight: 297

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, reducing agents, acids.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 117483-89-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-[(Benzyloxy)carbonyl]-2-indolinecarboxylic acid - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 117483-89-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 117483-89-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 117483-89-3 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-[(苄氧基)羰基]吲哚啉-2-羧酸 在 1-羟基苯并三唑 、 溶剂黄146 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 benzyl 2-(4-carbamoyl-1H-benzo[d]imidazol-2-yl)indoline-1-carboxylate
  参考文献：
  名称：

  [EN] SMALL MOLECULE INHIBITORS OF PARP ACTIVITY
  [FR] INHIBITEURS À PETITE MOLÉCULE DE L'ACTIVITÉ DE PARP

  摘要：

  公开号：

  WO2011002520A3
• 作为产物：
  描述：

  吲哚啉-2-羧酸 、 氯甲酸苄酯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以97%的产率得到1-[(苄氧基)羰基]吲哚啉-2-羧酸
  参考文献：
  名称：

  钯催化羧酰胺未活化的C（sp 3）–H键的分子内胺化立体选择性合成二氮杂双环β-内酰胺

  摘要：

  描述了一种有效的C（sp 3）-H键活化和通过钯催化在羧酰胺的β位上制备β-内酰胺的分子内胺化反应。对底物范围的研究表明，当前的反应条件有利于β-亚甲基的活化。通过手性脯氨酸和哌啶衍生物的关键步骤，开发了用于制备各种二氮杂双环β-内酰胺化合物的短序列。

  DOI：

  10.1021/acs.joc.5b02532

文献信息

• Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents
  作者：Preeti P. Chandrachud、Lukasz Wojtas、Justin M. Lopchuk

  DOI：10.1021/jacs.0c09403

  日期：2020.12.30

  structure and functionality of the substrate to be aminated. Further, many of these reagents are challenging to handle, engage in undesired side reactions, and function only within a narrow scope. Here we report the use of diazirines as practical reagents for the decarboxylative amination of simple and complex redox-active esters. The diaziridines thus produced are readily diversifiable to amines, hydrazines

  含氮小分子在医学中无处不在，需要继续寻找改进的 CN 键形成方法。亲电胺化通常需要不同的试剂工具包，其选择取决于待胺化底物的特定结构和功能。此外，这些试剂中的许多都难以处理，会发生不需要的副反应，并且只能在狭窄的范围内发挥作用。在这里，我们报告了使用 diazirines 作为简单和复杂的氧化还原活性酯脱羧胺化的实用试剂。由此产生的二氮丙啶很容易在一个步骤中多样化为胺、肼和含氮杂环。该反应也已应用于全氟化二氮嗪的氟相合成。
• Thienylazole compound and thienotriazolodiazepine compound
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：US05760032A1

  公开（公告）日：1998-06-02

  Thienylazole compounds (I) and thienotriazolodiazepine compounds (II) of the formulas ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen, halogen, C.sub.1 -C.sub.5 alkyl and the like; --A.dbd.B-- is --N.dbd.N-- and the like; R.sup.3 and R.sup.19 are hydrogen, C.sub.1 -C.sub.5 alkyl and the like; Y is --NHCO--, --NHCONH--, --NHCOO-- and the like; Z.sup.1 and Z.sup.2 are aryl, heteroaryl and the like; Ar is halogen-substituted phenyl and the like; and m is 0 or an integer of 1-5. The compounds of the present invention have CCK antagonistic action and gastrin antagonistic action, particularly potent antagonistic action against CCK-A receptor, and are useful as agents for the prophylaxis and treatment of central and peripheral nervous system diseases (e.g., anxiety, schizophrenia, and the like) and digestive diseases (e.g., pancreatitis, gastric ulcer, enterelcosis, irritable bowel syndrome, constipation, and the like).

  噻唑烯化合物（I）和噻唑三唑二氮杂环丙烷化合物（II）的化学式如下：其中R.sup.1和R.sup.2为氢、卤素、C.sub.1-C.sub.5烷基等；--A.dbd.B--为--N.dbd.N--等；R.sup.3和R.sup.19为氢、C.sub.1-C.sub.5烷基等；Y为--NHCO--、--NHCONH--、--NHCOO--等；Z.sup.1和Z.sup.2为芳基、杂芳基等；Ar为卤素取代的苯基等；m为0或1-5的整数。本发明的化合物具有CCK拮抗作用和胃泌素拮抗作用，特别是对CCK-A受体具有强效拮抗作用，并可用作预防和治疗中枢和外周神经系统疾病（如焦虑、精神分裂症等）和消化系统疾病（如胰腺炎、胃溃疡、肠炎、肠易激综合征、便秘等）的药物。
• Aromatic pyrrolidine amide prolyl endopeptidase inhibitors
  申请人：Pfizer Inc

  公开号：US05847155A1

  公开（公告）日：1998-12-08

  A series of aromatic pyrrolidine derivatives and suitable pharmaceutically acceptable salts thereof are disclosed. These compounds are useful as PEP inhibitors in the treatment of Alzheimer's disease, amnesia, dementia, anxiety ischemia, or stroke.

  本发明揭示了一系列芳香吡咯烷衍生物及其适宜的药用可接受盐。这些化合物在治疗阿尔茨海默病、健忘症、痴呆症、焦虑性缺血或中风中作为PEP抑制剂是有用的。
• Hepatitis C virus polymerase inhibitors
  申请人：Blaney Jeffrey Mark

  公开号：US20080200512A1

  公开（公告）日：2008-08-21

  The invention provides a compound of formula: and methods for making and using the same, where R 1 and R 2 are independently hydrogen, C 1-6 alkyl or C 1-6 haloalkyl; R 3 is hydrogen, halogen, C 1-6 alkyl or C 1-6 alkoxy; R 4 is hydrogen or halogen; and R 5 is a mono- or di-amino acid moiety, a succinic acid moiety, a urea moiety, or a derivative thereof. The invention also provides pharmaceutical compositions comprising a compound of formula I, and methods for making and using the same.

  这项发明提供了一个化合物的公式：以及制备和使用该化合物的方法，其中R1和R2分别是氢、C1-6烷基或C1-6卤代烷基；R3是氢、卤素、C1-6烷基或C1-6烷氧基；R4是氢或卤素；R5是单氨基酸或双氨基酸基团、琥珀酸基团、尿素基团或其衍生物。该发明还提供了包含化合物I的药物组合物，以及制备和使用该药物组合物的方法。
• Visible light-mediated decarboxylative amination of indoline-2-carboxylic acids catalyzed by Rose Bengal
  作者：Meng-Jie Zhang、Griffin M. Schroeder、Yan-Hong He、Zhi Guan

  DOI：10.1039/c6ra17524d

  日期：——

  A visible-light-induced decarboxylative amination of N-protected indoline-2-carboxylic acids and azodicarboxylate esters catalyzed by Rose Bengal has been developed.

  已开发出一种由罗丹明催化的可见光诱导的N-保护吲哚-2-羧酸和叠氮二羧酸酯的脱羧胺化反应。