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6665-86-7

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6665-86-7 Usage

Synthesis

Acetylation of resorcinol acetic acid yields 2,4-dihydroxyacetophenone, which is then subjected to benzoylation and transposition to obtain (2-hydroxy-4-benzoyloxy)benzoylacetophenone. 7-hydroxyflavone was obtained by further cyclization reaction in a mixture of acetic acid and hydrochloric acid at 103° C for 7 h.

Chemical Properties

off-white crystals

Uses

Different sources of media describe the Uses of 6665-86-7 differently. You can refer to the following data:
1. antifungal, analgesic
2. Reactant:Acting as a biologically valuable acceptor in O-glycosidation reactionsInvolved in synthesis of fully phosphorylated flavones for use as pancreatic cholesterol esterase inhibitorsFor O-methylation with di-Me carbonateLinked by a polymethylene chain for synthesis of α1-adrenoceptor antagonistsInvolved in Baylis-Hillman reactionsInvolved in phase-transfer catalyzed glucosylation for synthesis of glucosylated flavonoids

Biological Activity

7-Hydroxyflavone is a flavonoid isolated from M. indica with anti-inflammatory properties. It protects renal cells from nicotine (NIC)-induced cytotoxicity through the ERK/Nrf2/HO-1 pathway.

Check Digit Verification of cas no

The CAS Registry Mumber 6665-86-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,6,6 and 5 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6665-86:
(6*6)+(5*6)+(4*6)+(3*5)+(2*8)+(1*6)=127
127 % 10 = 7
So 6665-86-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H10O3/c16-11-6-7-12-13(17)9-14(18-15(12)8-11)10-4-2-1-3-5-10/h1-9,16H

6665-86-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • TCI America

  • (H0852)  7-Hydroxyflavone  >97.0%(T)

  • 6665-86-7

  • 1g

  • 565.00CNY

  • Detail
  • TCI America

  • (H0852)  7-Hydroxyflavone  >97.0%(T)

  • 6665-86-7

  • 5g

  • 1,480.00CNY

  • Detail
  • Alfa Aesar

  • (A18538)  7-Hydroxyflavone, 98%   

  • 6665-86-7

  • 1g

  • 629.0CNY

  • Detail
  • Alfa Aesar

  • (A18538)  7-Hydroxyflavone, 98%   

  • 6665-86-7

  • 5g

  • 2654.0CNY

  • Detail
  • Aldrich

  • (H4530)  7-Hydroxyflavone  ≥98%

  • 6665-86-7

  • H4530-1G

  • 524.16CNY

  • Detail

6665-86-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-Hydroxyflavone

1.2 Other means of identification

Product number -
Other names 7-hydroxy-2-phenylchromen-4-one

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:6665-86-7 SDS

6665-86-7Relevant articles and documents

Chromone derivatives bearing pyridinium moiety as multi-target-directed ligands against Alzheimer's disease

Abdpour, Shahin,Jalili-Baleh, Leili,Nadri, Hamid,Forootanfar, Hamid,Bukhari, Syed Nasir Abbas,Ramazani, Ali,Ebrahimi, Seyed Esmaeil Sadat,Foroumadi, Alireza,Khoobi, Mehdi

, (2021/03/14)

A new serise of 7-hydroxy-chromone derivatives bearing pyridine moiety were synthesized, and evaluated as multifunctional agents against Alzheimer's disease (AD). Most of the compounds were good AChE inhibitors (IC50 = 9.8–0.71 μM) and showed remarkable BuChE inhibition activity (IC50 = 1.9–0.006 μM) compared with donepezil as the standard drug (IC50 = 0.023 and 3.4 μM). Compounds 14 and 10 showed the best inhibitory activity toward AChE (IC50 = 0.71 μM) and BuChE (IC50 = 0.006 μM), respectively. The ligand–protein docking simulations and kinetic studies revealed that compound 14 and 10 could bind effectively to the peripheral anionic binding site (PAS) of the AChE and BuChE through mixed-type inhibition. In addition, the most potent compounds showed acceptable neuroprotective activity on H2O2- and Aβ-induced.neurotoxicity in PC12 cells, more than standard drugs. The compounds could block effectively self- and AChE-induced Aβ aggregation. All the results suggest that compounds 14 and 10 could be considered as promising multi-target-directed ligands against AD.

Design, synthesis and apoptosis inducing activity of nonsteroidal flavone-methanesulfonate derivatives on MCF-7 cell line as potential sulfatase inhibitor

Javadi, Mahdiyeh H. S.,Iraji, Aida,Safavi, Maliheh,Montazeri, Hamed,Tarighi, Parastoo,Eftekhari, Samane,Navidpour, Latifeh,Mirfazli, Seyedeh Sara

, p. 1677 - 1687 (2021/07/26)

In recent years, focusing on new potent anticancer agents with selective activity is one of the greatest challenges in cancer therapy. Breast cancer is the most common cancer and the main cause of cancer deaths in women. The sulfatase enzyme plays an important role in converting the sulfated steroids into non-sulfate steroid hormones, which increases the growth and development of many hormone-dependent cancers, such as breast cancer. In this regard, structure-based optimization was conducted to design novel flavone-sulfonates pharmacophore as a new steroid sulfatase inhibitor. In the present work, the conventional methods for the synthesis of 4-oxo-2-phenyl-4H-chromen-7-yl methanesulfonate derivatives were reported. Their cytotoxicity was evaluated with MTT assay against a breast cancer cell line (MCF-7). The apoptosis inducing activity of the most cytotoxic compound 3c with an IC50 value of 0.615 μM was evaluated in comparison to docetaxel in the presence of estradiol which is a crucial growth factor to survive the cancerous cells. The results of double staining Annexin V-FITC/PI analysis suggested that the cytotoxic activity of this compound 3c in MCF-7 cells occurs via apoptosis. Molecular docking studies were conducted to clarify the inhibition mode of the most promising compound (3c) over the sulfatase (1P49) binding site. The analysis revealed the role of hydrogen bond interaction with Gly181 and hydrophobic interactions through the 1P49 active site in the ligand-receptor complex as significant descriptors to rationalize the potential inhibition activity. [Figure not available: see fulltext.]

Flavonoid analogues as urease inhibitors: Synthesis, biological evaluation, molecular docking studies and in-silico ADME evaluation

Liu, Honghui,Wang, Yan,Lv, Mingxia,Luo, Yi,Liu, Bu-Ming,Huang, Yan,Wang, Mian,Wang, Jianyi

, (2020/10/23)

A series of novel flavonoid analogues were designed and synthesized. The aimed compounds for urease inhibitory activities were clearly superior to the control drug thiourea (more than 10 times). Among these compounds, L2 (IC50 = 1.343 μM) and L12 (IC50 = 1.207 μM) exhibited the most excellent urease inhibitory activity in vitro. The molecular dockings of L2, L12 and L22 into urease were performed to explore the binding modes and their structure-activity relationship. Furthermore, these aimed compounds showed good druggable properties.

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