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3470-53-9

3470-53-9

Identification

  • Product Name:6-Amino-1,2,3,4-tetrahydronaphthalen-1-one

  • CAS Number: 3470-53-9

  • EINECS:

  • Molecular Weight:161.203

  • Molecular Formula: C10H11NO

  • HS Code:2922399090

  • Mol File:3470-53-9.mol

Synonyms:6-aminotetralin-1-one;6-Amino-1-tetralone;6-amino-3,4-dihydronaphthalen-1(2H)-one;1(2H)-Naphthalenone, 6-amino-3,4-dihydro-;

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Safety information and MSDS view more

  • Pictogram(s):ToxicT, HarmfulXn, IrritantXi

  • Hazard Codes:T;Xn,Xi,Xn,T

  • Signal Word:Danger

  • Hazard Statement:H301 Toxic if swallowed

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
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  • Manufacture/Brand:TRC
  • Product Description:6-Amino-1,2,3,4-tetrahydronaphthalen-1-one
  • Packaging:2.5g
  • Price:$ 90
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:6-Amino-1-tetralone >98.0%(GC)(T)
  • Packaging:1g
  • Price:$ 23
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:6-Amino-1-tetralone >98.0%(GC)(T)
  • Packaging:5g
  • Price:$ 78
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:6-Amino-3,4-dihydronaphthalen-1(2H)-one
  • Packaging:5 g
  • Price:$ 132
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:6-Amino-3,4-dihydronaphthalen-1(2H)-one
  • Packaging:250 mg
  • Price:$ 24
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:6-Amino-3,4-dihydronaphthalen-1(2H)-one
  • Packaging:1 g
  • Price:$ 64
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:6-Amino-3,4-dihydro-1(2H)-naphthalenone 97%
  • Packaging:10g
  • Price:$ 177
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:6-Amino-3,4-dihydro-1(2H)-naphthalenone 97%
  • Packaging:1g
  • Price:$ 35.9
  • Delivery:In stock
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  • Manufacture/Brand:Heterocyclics
  • Product Description:6-Amino-1,2,3,4-tetrahydronaphthalen-1-one 97%
  • Packaging:5g
  • Price:$ 51
  • Delivery:In stock
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  • Manufacture/Brand:Heterocyclics
  • Product Description:6-Amino-1,2,3,4-tetrahydronaphthalen-1-one 97%
  • Packaging:100g
  • Price:$ 336
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Relevant articles and documentsAll total 15 Articles be found

Quinoxaline compound, preparation method and application of quinoxaline compound in medicine

-

Paragraph 0337-0340, (2021/07/24)

The invention provides a quinoxaline compound, a preparation method and application of the quinoxaline compound in medicine, and particularly relates to a quinoxaline compound with PAR4 antagonistic activity, a preparation method of the quinoxaline compound, a pharmaceutical composition containing the quinoxaline compound and application of the quinoxaline compound. Specifically, the invention provides a compound shown as a general formula I and/or II or a tautomer or pharmaceutically acceptable salt thereof, a preparation method of the compound, and application of the compound or the tautomer or the pharmaceutically acceptable salt in medicines for preventing and/or treating thromboembolic diseases.

A Conformationally Restricted Aza-BODIPY Platform for Stimulus-Responsive Probes with Enhanced Photoacoustic Properties

Zhou, Effie Y.,Knox, Hailey J.,Liu, Chang,Zhao, Weili,Chan, Jefferson

supporting information, p. 17601 - 17609 (2019/11/11)

Photoacoustic (PA) dyes, which absorb near-infrared (NIR) light to generate an ultrasonic signal, can be detected at centimeter depths in tissues with significantly higher resolution than dyes imaged with fluorescence-based methods. As such, PA agents show great promise as research tools for the study of live-animal disease models. However, the development of activatable PA probes has been hampered by the relative scarcity of appropriate PA-active molecular platforms with properties that can be manipulated in a rational manner. Herein we synthesized and evaluated six modifications to the aza-BODIPY dye platform with respect to their absorbance, fluorescence, and PA properties. We identified a promising conformationally restricted aza-BODIPY (CRaB) scaffold that prioritizes three criteria necessary for the design of stimulus-responsive dyes with optimal ratiometric PA response: absorbance at NIR wavelengths, strong PA intensity, and large Δλ upon interaction with the desired stimulus. Using this scaffold, we synthesized three chemically diverse stimulus-responsive PA probes and demonstrated between 2- and 8-fold improvements in theoretical ratiometric response in vitro. This suggests that improvements in PA parameters are generalizable. Finally, we validated the in vitro turnover of each CRaB PA probe and demonstrated the in vivo potential of the CRaB scaffold by direct comparison to an established hypoxia-responsive probe for the detection of tumor hypoxia.

Keto-benzo[h]-Coumarin-Based Near-Infrared Dyes with Large Stokes Shifts for Bioimaging Applications

Niu, Guangle,Liu, Weimin,Xiao, Hongyan,Zhang, Hongyan,Chen, Jianhong,Dai, Qing,Ge, Jiechao,Wu, Jiasheng,Wang, Pengfei

, p. 498 - 504 (2016/03/12)

Fluorescence imaging is a promising tool for the visualization of biomolecules in living systems and there is great demand for new fluorescent dyes that absorb and emit in the near-infrared (NIR) region. Herein, we constructed three new fluorescent dyes (NBC dyes) based on keto-benzo[h]coumarin (k-BC) and benzopyrilium salts. These dyes showed large Stokes shifts (>100nm) and NIR emission (>800nm). The relationship between the structures and optical properties of these dyes was further investigated by using density functional theory calculations at the B3LYP/6-3G level of theory. Fluorescence images indicated that the fabricated dyes exhibited good photostability and low cytotoxicity and, thus, have potential applications as imaging agents in living cells and animals.

Discovery of Potent and Selective Agonists of δ Opioid Receptor by Revisiting the "message-Address" Concept

Shen, Qing,Qian, Yuanyuan,Huang, Xiaoqin,Xu, Xuejun,Li, Wei,Liu, Jinggen,Fu, Wei

supporting information, p. 391 - 396 (2016/05/19)

The classic "message-address" concept was proposed to address the binding of endogenous peptides to the opioid receptors and was later successfully applied in the discovery of the first nonpeptide δ opioid receptor (DOR) antagonist naltrindole. By revisiting this concept, and based on the structure of tramadol, we designed a series of novel compounds that act as highly potent and selective agonists of DOR among which (-)-6j showed the highest affinity (Ki = 2.7 nM), best agonistic activity (EC50 = 2.6 nM), and DOR selectivity (more than 1000-fold over the other two subtype opioid receptors). Molecular docking studies suggest that the "message" part of (-)-6j interacts with residue Asp1283.32 and a neighboring water molecule, and the "address" part of (-)-6j packs with hydrophobic residues Leu3007.35, Val2816.55, and Trp2846.58, rendering DOR selectivity. The discovery of novel compound (-)-6j, and the obtained insights into DOR-agonist binding will help us design more potent and selective DOR agonists.

Nitrogen-doped graphene-activated iron-oxide-based nanocatalysts for selective transfer hydrogenation of nitroarenes

Jagadeesh, Rajenahally V.,Natte, Kishore,Junge, Henrik,Beller, Matthias

, p. 1526 - 1529 (2015/03/14)

Nanoscaled iron oxides on carbon were modified with nitrogen-doped graphene (NGr) and found to be excellent catalysts for the chemoselective transfer hydrogenation of nitroarenes to anilines. Under standard reaction conditions, a variety of functionalized and structurally diverse anilines, which serve as key building blocks and central intermediates for fine and bulk chemicals, were synthesized in good to excellent yields.

Process route upstream and downstream products

Process route

6-Hydroxy-1-tetralone
3470-50-6

6-Hydroxy-1-tetralone

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
6-Hydroxy-1-tetralone; With 2-bromo-2-methylpropanamide; sodium hydroxide; In N,N-dimethyl acetamide; at 20 ℃; for 5h;
With sodium hydroxide; In N,N-dimethyl acetamide; at 50 ℃; for 1h;
72%
6-Hydroxy-1-tetralone; With sodium hydroxide; at 20 ℃; for 1h;
With 2-bromo-2-methylpropanamide; at 20 ℃; for 5h; Further stages;
55%
Multi-step reaction with 3 steps
1: sodium hydroxide / N,N-dimethyl-acetamide / 1.5 h / 20 °C
2: sodium hydroxide / N,N-dimethyl-acetamide / 3.5 h / 100 °C
3: 262 mg / sodium hydroxide; water / N,N-dimethyl-acetamide / 20 °C
With sodium hydroxide; water; In N,N-dimethyl acetamide; 2: Smiles rearrangement;
Multi-step reaction with 3 steps
1: 46.6 percent / sodium hydroxide / N,N-dimethyl-acetamide / 3 h / 20 °C
2: 5.60 g / sodium hydroxide / N,N-dimethyl-acetamide / 3 h / 50 °C
3: 287 mg / sodium hydroxide; water / N,N-dimethyl-acetamide / 1 h / Heating
With sodium hydroxide; water; In N,N-dimethyl acetamide; 2: Smiles rearrangement;
Multi-step reaction with 3 steps
1: sodium hydroxide / N,N-dimethyl acetamide / 20 °C
2: sodium hydroxide / 2 h / 50 - 60 °C
3: water / 1 h / Reflux
With water; sodium hydroxide; In N,N-dimethyl acetamide; 2: Smiles rearrangement;
Multi-step reaction with 2 steps
1.1: sodium hydroxide / N,N-dimethyl acetamide / 1.5 h / 20 °C
1.2: 20 °C
2.1: sodium hydroxide / N,N-dimethyl-formamide / 1 h / 60 °C
2.2: 1 h / Reflux
With sodium hydroxide; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;
2-bromo-2-methylpropanamide
7462-74-0

2-bromo-2-methylpropanamide

6-Hydroxy-1-tetralone
3470-50-6

6-Hydroxy-1-tetralone

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
6-Hydroxy-1-tetralone; With sodium hydroxide; In N,N-dimethyl acetamide; at 20 - 30 ℃; for 1h;
2-bromo-2-methylpropanamide; In N,N-dimethyl acetamide; at 25 - 35 ℃; for 5h;
24.1%
6-acetamido-1,2,3,4-tetrahydronaphthalen-1-one
88611-67-0

6-acetamido-1,2,3,4-tetrahydronaphthalen-1-one

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
With sulfuric acid; at 90 ℃;
100%
With hydrogenchloride;
With hydrogen bromide; for 2h; Heating;
With methanol; potassium hydroxide; water; for 9h; Heating / reflux;
6-nitrotetralone
22246-26-0

6-nitrotetralone

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
With formic acid; triethylamine; chemoselective reaction;
93%
With formic acid; triethylamine; In tetrahydrofuran; at 100 ℃; for 17h; chemoselective reaction; Inert atmosphere; Sealed tube;
92 %Chromat.
tert-butyl (5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate
1116358-98-5

tert-butyl (5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
tert-butyl (5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate; With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;
With sodium hydrogencarbonate; In dichloromethane; water;
92%
2-hydroxy-2-methyl-N-(5-oxo-5,6,7,8-tetrahydro-2-naphthalenyl)propanamide
418761-92-9

2-hydroxy-2-methyl-N-(5-oxo-5,6,7,8-tetrahydro-2-naphthalenyl)propanamide

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
With sodium hydroxide; water; In N,N-dimethyl acetamide; for 1h; Heating;
287 mg
With water; for 1h; Reflux;
With water; In N,N-dimethyl acetamide; at 85 - 95 ℃; for 1h;
6.28 g
With water; at 85 - 95 ℃; for 1h;
6.28 g
2-hydroxy-<i>N</i>-(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-acetamide

2-hydroxy-N-(5-oxo-5,6,7,8-tetrahydro-naphthalen-2-yl)-acetamide

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
With sodium hydroxide; water; In N,N-dimethyl acetamide; at 20 ℃;
262 mg
N-(5,6,7,8-tetrahydronaphth-2-yl)acetamide
50878-03-0

N-(5,6,7,8-tetrahydronaphth-2-yl)acetamide

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
Multistep reaction; (i) CrO3, aq. AcOH, Ac2O, (ii) aq. HCl;
Multi-step reaction with 2 steps
1: CrO3, Ac2O / acetic acid
2: aq. HCl
With chromium(VI) oxide; hydrogenchloride; acetic anhydride; In acetic acid;
2-methyl-2-[(5-oxo-5,6,7,8-tetrahydro-2-naphthalenyl)oxy]propanamide
418761-91-8

2-methyl-2-[(5-oxo-5,6,7,8-tetrahydro-2-naphthalenyl)oxy]propanamide

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 5.60 g / sodium hydroxide / N,N-dimethyl-acetamide / 3 h / 50 °C
2: 287 mg / sodium hydroxide; water / N,N-dimethyl-acetamide / 1 h / Heating
With sodium hydroxide; water; In N,N-dimethyl acetamide; 1: Smiles rearrangement;
Multi-step reaction with 2 steps
1: sodium hydroxide / 2 h / 50 - 60 °C
2: water / 1 h / Reflux
With water; sodium hydroxide; 1: Smiles rearrangement;
6-methoxy-3,4-dihydro-1(2H)-naphthalenone
1078-19-9

6-methoxy-3,4-dihydro-1(2H)-naphthalenone

6-amino-1-tetralone
3470-53-9

6-amino-1-tetralone

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 95.5 percent / aqueous hydrobromic acid / 8 h / Heating
2: sodium hydroxide / N,N-dimethyl-acetamide / 1.5 h / 20 °C
3: sodium hydroxide / N,N-dimethyl-acetamide / 3.5 h / 100 °C
4: 262 mg / sodium hydroxide; water / N,N-dimethyl-acetamide / 20 °C
With sodium hydroxide; water; hydrogen bromide; In N,N-dimethyl acetamide; 3: Smiles rearrangement;
Multi-step reaction with 4 steps
1: 95.5 percent / aqueous hydrobromic acid / 8 h / Heating
2: 46.6 percent / sodium hydroxide / N,N-dimethyl-acetamide / 3 h / 20 °C
3: 5.60 g / sodium hydroxide / N,N-dimethyl-acetamide / 3 h / 50 °C
4: 287 mg / sodium hydroxide; water / N,N-dimethyl-acetamide / 1 h / Heating
With sodium hydroxide; water; hydrogen bromide; In N,N-dimethyl acetamide; 3: Smiles rearrangement;

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