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580-15-4

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580-15-4 Usage

Chemical Properties

Dark yellow to brown crystalline powder

Uses

Different sources of media describe the Uses of 580-15-4 differently. You can refer to the following data:
1. 6-Aminoquinoline is used in the preparation of diaminopyrimidine derivatives as 5-HT4 receptor agonists.
2. 6-Aminoquinoline was used as an internal standard in determining serum nicotine and cotinine simultaneously by using high-performance liquid chromatography (HPLC)-fluorometric detection with a postcolumn ultraviolet-photoirradiation system. It was also used as a fluorescent derivatizing agent for the detection of biochemicals and in the synthesis of tertiary N-methylated enaminonesa.

Purification Methods

It is purified by column chromatography on a SiO2 column using CHCl3/MeOH (4:1) as eluent. It crystallises from *C6H6 or *C6H6/pet ether and is an irritant. The styphnate has m 239-240o (from EtOH) and m 242-243o (from aqueous Me2CO). [Barrett et al. J Chem Soc 50, 57 1953, Beilstein 22 III/IV 4681, 22/10 V 303.]

Check Digit Verification of cas no

The CAS Registry Mumber 580-15-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 0 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 580-15:
(5*5)+(4*8)+(3*0)+(2*1)+(1*5)=64
64 % 10 = 4
So 580-15-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H8N2.2ClH/c10-8-3-4-9-7(6-8)2-1-5-11-9;;/h1-6H,10H2;2*1H

580-15-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L13819)  6-Aminoquinoline, 98%   

  • 580-15-4

  • 1g

  • 395.0CNY

  • Detail
  • Alfa Aesar

  • (L13819)  6-Aminoquinoline, 98%   

  • 580-15-4

  • 5g

  • 1275.0CNY

  • Detail
  • Alfa Aesar

  • (L13819)  6-Aminoquinoline, 98%   

  • 580-15-4

  • 25g

  • 4528.0CNY

  • Detail
  • Aldrich

  • (275581)  6-Aminoquinoline  98%

  • 580-15-4

  • 275581-1G

  • 607.23CNY

  • Detail
  • Aldrich

  • (275581)  6-Aminoquinoline  98%

  • 580-15-4

  • 275581-5G

  • 1,969.11CNY

  • Detail

580-15-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-Aminoquinoline

1.2 Other means of identification

Product number -
Other names quinolin-6-amine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:580-15-4 SDS

580-15-4Relevant articles and documents

Synthesis and Biological Activity of 2-Arylidene- N -(quinolin-6-yl)hydrazine-1-carboxamides

Cao, Yin,Cui, Zhenzhen,Hu, Hongyu,Pan, Zhixiang,Zhang, Jiayun,Zhao, Shengxian

, (2020)

A series of 2-arylidene-N-(quinolin-6-yl)hydrazine-1-carboxamides 5a-5o were synthesized and characterized. The synthesized compounds (5a-5o) were screened in vitro against three breast cancer cell lines: SKBR3, MDA-MB-231, and MCF-7 cancer cell lines by the MTT assay. According to MTT results, compounds 5k and 5l showed better antiproliferative activities over MCF-7 cell lines with IC50 values of 8.50 and 12.51 μM. Colony formation assay indicated 5k/5l treatment obviously inhibited the growth of MCF-7 cells and 5k/5l-induced cell cycle was arrested in the G2-M phase. Moreover, 5k/5l significantly increased the level of cleaved PARP and induced the apoptosis in MCF-7 cells. In addition, compared to Hela cells, MCF-7 cells were more sensitive to 5k/5l treatment.

A self-assembled delivery platform with post-production tunable release rate

Boekhoven, Job,Koot, Mathijs,Wezendonk, Tim A.,Eelkema, Rienk,Van Esch, Jan H.

, p. 12908 - 12911 (2012)

Self-assembly of three molecular components results in a delivery platform, the release rate of which can be tuned after its production. A fluorophore-conjugated gelator can be hydrolyzed by an enzyme, resulting in the release of a fluorescent small molecule. To allow the release to be tunable, the enzyme is entrapped in liposomes and can be liberated by heating the system for a short period. Crucially, the heating time determines the amount of enzyme liberated; with that, the release rate can be tuned by the time of heating.

Porous polymeric ligand promoted copper-catalyzed C-N coupling of (hetero)aryl chlorides under visible-light irradiation

Wang, Erfei,Chen, Kaixuan,Chen, Yinan,Zhang, Jiawei,Lin, Xinrong,Chen, Mao

, p. 17 - 21 (2020/11/04)

A porous polymeric ligand (PPL) has been synthesized and complexed with copper to generate a heterogeneous catalyst (Cu@PPL) that has facilitated the efficient C-N coupling with various (hetero)aryl chlorides under mild conditions of visible-light irradiation at 80 °C (58 examples, up to 99% yields). This method could be applied to both aqueous ammonia and substituted amines, and is compatible to a variety of functional groups and heterocycles, as well as allows tandem C-N couplings with conjunctive dihalides. Furthermore, the heterogeneous characteristic of Cu@PPL has enabled a straightforward catalyst separation in multiple times of recycling with negligible catalytic efficiency loss by simple filtration, affording reaction mixtures containing less than 1 ppm of Cu residue. [Figure not available: see fulltext.]

Generalized Chemoselective Transfer Hydrogenation/Hydrodeuteration

Wang, Yong,Cao, Xinyi,Zhao, Leyao,Pi, Chao,Ji, Jingfei,Cui, Xiuling,Wu, Yangjie

supporting information, p. 4119 - 4129 (2020/08/10)

A generalized, simple and efficient transfer hydrogenation of unsaturated bonds has been developed using HBPin and various proton reagents as hydrogen sources. The substrates, including alkenes, alkynes, aromatic heterocycles, aldehydes, ketones, imines, azo, nitro, epoxy and nitrile compounds, are all applied to this catalytic system. Various groups, which cannot survive under the Pd/C/H2 combination, are tolerated. The activity of the reactants was studied and the trends are as follows: styrene'diphenylmethanimine'benzaldehyde'azobenzene'nitrobenzene'quinoline'acetophenone'benzonitrile. Substrates bearing two or more different unsaturated bonds were also investigated and transfer hydrogenation occurred with excellent chemoselectivity. Nano-palladium catalyst in situ generated from Pd(OAc)2 and HBPin extremely improved the TH efficiency. Furthermore, chemoselective anti-Markovnikov hydrodeuteration of terminal aromatic olefins was achieved using D2O and HBPin via in situ HD generation and discrimination. (Figure presented.).

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