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2-(4,5-dichloro-6-hydroxy-3-oxo-xanthen-9-yl)benzoic acid is a complex organic compound with the molecular formula C18H8Cl2O5. It is characterized by a xanthene core structure, which features a fused ring system with a benzene ring and a dihydropyranone ring. The compound has two chlorine atoms at positions 4 and 5, a hydroxyl group at position 6, and a carbonyl group at position 3, indicating its classification as a 3-oxo-xanthen. The benzoic acid group is attached at the 2-position, which is a carboxyl group that can participate in various chemical reactions. 2-(4,5-dichloro-6-hydroxy-3-oxo-xanthen-9-yl)benzoic acid is known for its potential applications in the field of dyes and pigments, particularly for its ability to absorb light and emit color, making it a candidate for use in colorants and other industrial applications.

81-87-8

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81-87-8 Usage

Molecular structure

A chemical compound consisting of a xanthene core, a hydroxyl group, a keto group, and a benzoic acid moiety.

Bioactivity

Potential pharmaceutical applications due to the presence of the hydroxyl and keto groups in the xanthene ring, which make it suitable for interaction with biological targets.

Therapeutic applications

Could be used in the development of new drugs for various diseases and conditions, including cancer, inflammation, and microbial infections.

Analytical applications

Structural features make it a candidate for use in fluorescent imaging techniques and as a standard reference material in analytical chemistry.

Unique value

The unique structure of 2-(4,5-dichloro-6-hydroxy-3-oxo-xanthen-9-yl)benzoic acid makes it a valuable chemical for diverse applications in the pharmaceutical and biomedical fields.

Check Digit Verification of cas no

The CAS Registry Mumber 81-87-8 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 1 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 81-87:
(4*8)+(3*1)+(2*8)+(1*7)=58
58 % 10 = 8
So 81-87-8 is a valid CAS Registry Number.

81-87-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4,5-dichloro-3-hydroxy-6-oxoxanthen-9-yl)benzoic acid

1.2 Other means of identification

Product number -
Other names Dichlorfluorescein

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:81-87-8 SDS

81-87-8Upstream product

81-87-8Downstream Products

81-87-8Relevant academic research and scientific papers

Oxidation pathways for the intracellular probe 2',7'-dichlorofluorescin

Zhu, Huan,Bannenberg, Gerard L.,Moldeus, Peter,Shertzer, Howard G.

, p. 582 - 587 (1994)

The oxidation of 2',7'-dichlorofluorescin (DCFH) to a fluorescent product is currently used to evaluate oxidant stress in cells. However, there is considerable uncertainty as to the enzymatic and nonenzymatic pathways that may result in DCFH oxidation. Iron/hydrogen peroxide-induced DCFH oxidation was inhibited by catalase or by the hydroxyl radical scavenger dimethyl sulfoxide; however, superoxide dismutase (SOD) had no effect on DCFH oxidation. The formation of hydroxyl radical (indicated by the oxidation of salicylic acid to 2,3-dihydroxybenzoic acid) was proportional to DCFH oxidation, suggesting that the hydroxyl radical is responsible for the iron/peroxide-mediated oxidation of DCFH. Utilizing a superoxide generating system consisting of hypoxanthine/xanthine oxidase, oxidation of DCFH was unaffected by SOD, catalase or desferoxamine, and stimulated by removing hypoxanthine from the reaction mixture. In contrast, SOD or elimination of hypoxanthine abolished superoxide formation. In addition, potassium superoxide did not support the oxidation of DCFH. Thus, superoxide is not involved in DCFH oxidation. Boiling xanthine oxidase eliminated its concentration-dependent oxidation of 1 μM DCFH, indicating that xanthine oxidase can enzymatically utilize DCFH as a highly affinity substrate. Kinetic studies of the oxidation of DCFH by xanthine oxidase indicated a Km(app) of 0.62 μM. Hypoxanthine competed with DCFH with a Ki(app) of 1.03 mM. These studies suggest that DCFH oxidation may be a useful indicator of oxidative stress. However, other types of cellular damage may produce DCFH oxidation. For example, conditions or chemicals that damage intracellular membranes may release to the cytoplasm oxidases or peroxidases that might use DCFH as a substrate, similar to xanthine oxidase. - Keywords: Dichlorofluorescein; Iron; Hydrogen peroxide; Hydroxyl radical; Oxidative stress; Superoxide anion; Xanthine oxidase

Fat mass and obesity-associated protein (FTO) inhibitors prepared from 9-(2-carboxyphenyl) xanthene compounds and therapeutic effects thereof

-

Paragraph 0055-0058; 0059-0061, (2020/07/13)

The invention relates to usage of the following general formula I as a drug for diseases targeting fat mass and obesity-associated protein (FTO), and provides usage of 9-(2-carboxyphenyl) xanthene compounds in preparation of FTO inhibitors. Specifically, the invention discloses usage of the 9-(2-carboxyphenyl) xanthene compounds as shown in the formula (I), as well as derivatives and pharmaceutically acceptable salts thereof, in preparation of the FTO inhibitors or pharmaceutical compositions for treating FTO-related diseases.

Synthetic molecules for labeling histidine-rich proteins

-

Page 9, (2008/06/13)

The invention provides Zn-chelating compounds that are molecularly engineered to bind to a specific target sequence in a protein of interest. The Zn2+0 ion is far less toxic and promiscuous than nickel and therefore provides an attractive alternative to Ni-based labeling systems. Invention Zn-chelating compounds also do not require oxidizable thiols and therefore can be used in non-reducing environments such as the surface of living cells. In addition, the target sequence is genetically encodable and requires incorporation of only a few amino acids, unlike fusions to fluorescent proteins such as GFP.

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