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8-(Hydroxyimino)-5,6,7,8-tetrahydroquinoline, also known as 6,7-Dihydro-5H-quinolin-8-one Oxime, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique structure, which includes a quinoline ring and a hydroxyimino group, making it a versatile building block for the development of new drugs and therapeutic agents.

58509-59-4

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58509-59-4 Usage

Uses

Used in Pharmaceutical Industry:
8-(Hydroxyimino)-5,6,7,8-tetrahydroquinoline is used as an intermediate in the synthesis of 3-heterocyclylacrylamide derivatives. These derivatives act as FaBI protein inhibitors, which are essential for the development of new treatments targeting bacterial infections. By inhibiting the FaBI protein, these derivatives can potentially disrupt the bacterial cell's function and growth, leading to the eradication of the infection.
Used in Antimicrobial Applications:
As a key component in the development of FaBI protein inhibitors, 8-(Hydroxyimino)-5,6,7,8-tetrahydroquinoline plays a significant role in the fight against antibiotic-resistant bacteria. These inhibitors can be incorporated into new antimicrobial drugs, providing a much-needed alternative to traditional antibiotics and helping to combat the growing global threat of antibiotic resistance.

Check Digit Verification of cas no

The CAS Registry Mumber 58509-59-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,5,0 and 9 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 58509-59:
(7*5)+(6*8)+(5*5)+(4*0)+(3*9)+(2*5)+(1*9)=154
154 % 10 = 4
So 58509-59-4 is a valid CAS Registry Number.

58509-59-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 8-nitroso-1,5,6,7-tetrahydroquinoline

1.2 Other means of identification

Product number -
Other names 6,7-dihydroquinolin-8(5H)-one oxime

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:58509-59-4 SDS

58509-59-4Relevant articles and documents

CXCR2 ANTAGONIST

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Paragraph 0161-0163, (2020/11/23)

A compound as a CXCR2 antagonist and an application thereof in preparing a drug as a CXCR2 antagonist. In particular, the present invention relates to a compound represented by formula (II) or an isomer or pharmaceutically acceptable salt thereof.

Auxiliary-assisted palladium-catalyzed halogenation of unactivated C(sp3)-H bonds at room temperature

Yang, Xinglin,Sun, Yonghui,Sun, Tian-Yu,Rao, Yu

supporting information, p. 6423 - 6426 (2016/05/24)

The direct transformation of unactivated C(sp3)-H bonds into C-halogen bonds was achieved by palladium catalysis at room temperature with good functional group tolerance. Some drugs and natural products were readily modified by this method. Merged with substitution reaction, newly formed C-X bonds can be transformed into diverse C-O, C-S, C-C and C-N bonds. A preliminary mechanism study demonstrates that solvent is crucial for C-H activation and the C-H activation step is involved in the rate-limiting step. An isolated Pd(ii) intermediate can be transformed into a halogenated product with the retention of conformation which suggests that concerted reductive elimination from Pd(iv) to form a C-X bond was favored.

Room-temperature copper-catalyzed arylation of dimethylamine and methylamine in neat water

Wang, Deping,Kuang, Daizhi,Zhang, Fuxing,Yang, Chunlin,Zhu, Xiaoming

supporting information, p. 714 - 718 (2015/03/18)

The first room-temperature copper-catalyzed arylations of dimethylamine and methylamine in neat water have been developed. Using a combination of CuI and 6,7-dihydroquinolin-8(5 H)-one oxime as catalyst, dimethylamine is arylated with various aryl halides to give the corresponding products in good to excellent yields. Further, this catalysis enables the selective arylation of methylamine to afford the high yields of monoarylated methylamines as the sole products.

A highly efficient Cu-catalyst system for N-arylation of azoles in water

Wang, Deping,Zhang, Fuxing,Kuang, Daizhi,Yu, Jiangxi,Li, Junhua

supporting information; scheme or table, p. 1268 - 1271 (2012/06/04)

6,7-Dihydroquinolin-8(5H)-one oxime (L3) was found to serve as a superior ligand for the CuI-catalyzed N-arylation of imidazoles with aryl iodides, bromides, and electron-deficient chlorides in water. Moreover, the CuI/L3 catalyst system enabled the coupling reactions to take place smoothly with high yields under a low catalyst loading (0.1-1 mol% CuI and 0.2-2 mol% L3).

AMD070, a CXCR4 chemokine receptor antagonist: Practical large-scale laboratory synthesis

Crawford, Jason B.,Chen, Gang,Gauthier, David,Wilson, Trevor,Carpenter, Bryon,Baird, Ian R.,McEachern, Ernie,Kaller, Alan,Harwig, Curtis,Atsma, Bem,Skerlj, Renato T.,Bridger, Gary J.

, p. 823 - 830 (2013/01/03)

An efficient and convergent four-step synthetic route to the CXCR4 chemokine receptor antagonist AMD070 (1) has been developed which employs only a single chromatographic step in the entire sequence. Novel reductive amination methods have been developed for the coupling of 2 and 3 in which a dehydrative imine formation is followed by reduction with an attenuated borohydride reagent (zinc chloride and sodium borohydride). Selective extraction methods were employed to purify synthetic intermediates and remove reagents and impurities. A procedure has also been developed to isolate 1 in a pure crystalline form.

CYCLOALKANOPYRIDINE DERIVATIVE

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Page/Page column 86, (2010/11/24)

Provided are cycloalkanopyridine derivatives of formula [I]: [wherein the symbols are the same as those stated in the description]. The compounds act as a nociceptin receptor antagonist, and are useful as medicines for diseases associated with a nociceptin receptor, for example, as a reliever against tolerance to a narcotic analgesic; a reliever against dependence on or addiction to a narcotic analgesic; an analgesic enhancer; an antiobesitic or appetite suppressor; a treating or prophylactic agent for cognitive impairment and dementia/amnesia; an agent for treating developmental cognitive abnormality; a remedy for schizophrenia; an agent for treating neurodegenerative diseases; an anti-depressant or treating agent for affective disorder; a treating or prophylactic agent for diabetes insipidus; a treating or prophylactic agent for polyuria; or a remedy for hypotension.

Convenient synthesis of 5,6,7,8-tetrahydroquinolin-8-ylamine and 6,7-dihydro-5H-quinolin-8-one

McEachern,Yang,Chen,Skerlj,Bridger

, p. 3497 - 3502 (2007/10/03)

A novel two-step synthesis of 5,6,7,8-tetrahydroquinolin-8-ylamine, involving regioselective nitrosation of 5,6,7,8-tetrahydroquinoline followed by oxime reduction, is described. Oxime hydrolysis affords 6,7-dihydro-5H-quinolin-8-one.

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