3-氨基-2-苯基二氢茚酮 | 1947-47-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 中文名称: 3-氨基-2-苯基二氢茚酮
• 中文别名: 3-氨基-2-苯基茚酮
• 英文名称: 3-amino-2-phenyl-1H-inden-1-one
• 英文别名: 3-amino-2-phenylinden-1-one
• CAS: 1947-47-3
• 化学式: C₁₅H₁₁NO
• mdl: MFCD00051614
• 分子量: 221.258
• InChiKey: HLEKBTIHDXNOQP-UHFFFAOYSA-N

物化性质

• 熔点：
  271-273°C
• 沸点：
  405℃
• 密度：
  1.256
• 闪点：
  199℃
• 稳定性/保质期：
  如果按照规格使用和储存，不会发生分解，目前没有已知的危险反应。请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 安全说明：
  S22,S24/25
• 海关编码：
  2922399090
• 储存条件：
  请将贮藏器密封保存，并储存在阴凉、干燥的地方。同时，确保工作环境有良好的通风或排气设施。

SDS

Name:	3-Amino-2-phenyl-1h-inden-1-one tech. Material Safety Data Sheet
Synonym:
CAS:	1947-47-3

Section 1 - Chemical Product MSDS Name:3-Amino-2-phenyl-1h-inden-1-one tech. Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1947-47-3	3-Amino-2-phenyl-1H-inden-1-one		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# 1947-47-3: 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: red
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 270 - 273 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: C15H11NO
Molecular Weight: 221

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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.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1947-47-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-Amino-2-phenyl-1H-inden-1-one - 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# 1947-47-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1947-47-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1947-47-3 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：

  3-氨基-2-苯基二氢茚酮 在 亚硝酰氯 作用下， 生成 3-chloro-2-phenyl-1-indenone
  参考文献：
  名称：

  Nitrosation Reactions of Primary Vinylamines. 3-Amino-2-phenylindenone¹

  摘要：

  DOI：

  10.1021/ja01082a030
• 作为产物：
  描述：

  b-氧代-a-苯基苯丙腈 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 以64%的产率得到3-氨基-2-苯基二氢茚酮
  参考文献：
  名称：

  烯醇离子作为邻位金属化的β-活化剂：3-氨基茚满的直接合成

  摘要：

  在过量LDA存在下，苯甲酸酯与烷基或苯基乙腈的克莱森缩合反应衍生的β-乙腈会生成3-氨基茚满。该新反应也适用于吡啶羧酸酯。所有的3-氨基茚满和它们的氮杂类似物都可以被酸水解，得到相应的1，3-茚满二酮。该反应的机理属于定向原位金属化类别，在该类别中，酮腈的初始烯醇盐离子将自金属化引导至邻位。然后，新的阴离子环化到腈基上以生成氨基茚满酮。令人惊讶的是，该系列中最简单的成员，苯甲酰基乙腈没有进行环化。机理同位素研究表明，该物质优先且直接在侧链上形成二价阴离子，

  DOI：

  10.1021/jo991968k

文献信息

• Isatogens. Part VI. Synthesis of isatogens via tolan (diphenylacetylene) intermediates
  作者：C. C. Bond、M. Hooper

  DOI：10.1039/j39690002453

  日期：——

  A number of substituted 2-nitrotolans and isatogens have been prepared in high yield from copper(I) 2-nitrophenylacetylide and substituted aromatic iodo-compounds. The reaction has been shown to be affected by both electronic and steric factors and its limitations are discussed. 2-Carbamoyltolans have been shown to cyclise to aminoindenones. A number of novel compounds have been isolated from these

  从铜（I）2-硝基苯基乙炔化物和取代的芳族碘化合物已经高产率地制备了许多取代的2-硝基甲苯和致晕剂。已表明该反应受电子和空间因素的影响，并讨论了其局限性。已显示2-氨基甲酰基tolans可环化成氨基茚满。从这些反应中已分离出许多新颖的化合物，并讨论了其在致突变物与取代的乙炔之间的反应机理方面的意义。报道了不同溶剂对后一反应过程的影响。
• A new anionic cyclization reaction: Condensation of benzoate esters with nitriles to give 3-amino-2-inden-1-ones
  作者：Nadim E. Kayaleh、Ramesh C. Gupta、John F. Morrissey、Francis Johnson

  DOI：10.1016/s0040-4039(97)10181-2

  日期：1997.11

  β-oxonitriles undergo cyclization to give, in most instances, superior yields of the same compounds. Acid hydrolysis of these indenones leads in high yield to the corresponding biologically active (anticoagulant) indandiones.

  已经发现了一种新型的阴离子环化反应，其中过量的LDA引起的烷基苯甲酸酯与简单腈的缩合直接导致取代的3-氨基-2-茚满-1-酮。在大多数情况下，相应的中间体β-氧腈进行环化反应，可以使相同化合物的收率更高。这些茚满的酸水解导致高产率产生相应的具有生物活性的（抗凝血剂）茚满二酮。
• [EN] PYRROLIDINYL UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS<br/>[FR] COMPOSÉS DE N-PYRROLIDINYLE URÉE, THIO-URÉE,GUANIDINE ET CYANOGUANIDINE EN TANT QU'INHIBITEURS DE LA KINASE TRKA
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2014078372A1

  公开（公告）日：2014-05-22

  Compounds of Formula I: or stereoisomers, tautomers, or pharmaceutically acceptable salts, or solvates or prodrugs thereof, where R1, R2, Ra, Rb, Rc, Rd, X, Ring B, and Ring C are as defined herein, and wherein Ring B moiety and the NH-C(=X)-NH moiety are in the trans configuration, are inhibitors of TrkA kinase and are useful in the treatment of diseases which can be treated with a TrkA kinase inhibitor such as pain, cancer, inflammation/inflammatory diseases, neurodegenerative diseases, certain infectious diseases, Sjogren's syndrome, endometriosis, diabetic peripheral neuropathy, prostatitis and pelvic pain syndrome.

  化合物的公式I：或其立体异构体、互变异构体、药用可接受的盐、溶剂合物或前药，其中R1、R2、Ra、Rb、Rc、Rd、X、环B和环C的定义如本文所述，并且环B基团和NH-C(=X)-NH基团处于反式构型，是TrkA激酶的抑制剂，对可以用TrkA激酶抑制剂治疗的疾病具有用处，如疼痛、癌症、炎症/炎症性疾病、神经退行性疾病、某些传染病、干燥综合征、子宫内膜异位症、糖尿病周围神经病变、前列腺炎和盆腔疼痛综合征。
• Gold/Lewis acid catalyzed oxidative cyclization involving activation of nitriles
  作者：Ali Wang、Xin Xie、Chunli Zhang、Yuanhong Liu

  DOI：10.1039/d0cc06875f

  日期：——

  A gold-catalyzed oxidative cyclization of alkyne–nitriles using water or alcohol as the external nucleophiles has been developed. The catalytic system, featured with gold and Lewis acid dual catalysis, allows a facile synthesis of functionalized isoquinolin-1(2H)-ones and 1-alkoxy-isoquinolines with a wide structural diversity.

  已经开发了一种以水或酒精为外部亲核试剂的金催化炔腈的氧化环化反应。该催化体系具有金和路易斯酸双重催化功能，可轻松合成功能多样的功能化异喹啉-1（2 H）-ones和1-烷氧基异喹啉。
• Thermal cyclization of 3-azido-2-phenyl-indan-l-one to 5<i>h</i>-indeno[1,2-<i>b</i>]indol-10-one
  作者：Wolfgang Stadlbauer、Michaela Fischer

  DOI：10.1002/jhet.5570390119

  日期：2002.1

  was obtained from 3-chloro-2-phenylindan-1-one (3), cyclizes on thermolysis to 5H-indeno[1,2-b]indol-10-one (5). Reaction of 3-azido-2-phenylindan-1-one (4) with triphenylphosphane gives 2-phenyl-3-(triphenylphosphoranylideneamino)-indan-1-one (6), which can be hydrolyzed to 3-amino-2-phenylindan-1-one (7). Attempts to perform a similar cyclization sequence with 3-chloro-2-pyridylindan-1-ones failed

  3-叠氮基-2-苯基茚-1-酮（4），其从3-氯-2-苯基茚-1-酮（得3），热解上环化从而5 ħ -茚并[1,2 b ]吲哚-10-一个（5）。3-azido-2-phenylindan-1-one（4）与三苯基膦反应生成2-phenyl-3-（triphenylphosphoranylideneaminoamino）-indan-1-one（6），可以将其水解为3-amino-2-phenylindan -1-一（7）。尝试对3-chloro-2-pyridylindan-1-ones执行类似的环化序列失败。