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2,4,6-Triacetylphloroglucinol (TAPG) is a hydrophobic small molecular weight phenolic metabolite belonging to the phloroglucinol family, produced by bacteria such as Pseudomonas strains. It is a C3-symmetric tritopic bridging ligand and exhibits a broad range of biological activities, although mostly with low potency. TAPG is characterized by its beige needle-like appearance.

2161-87-7

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2161-87-7 Usage

Uses

Used in Organic Synthesis:
2,4,6-Triacetylphloroglucinol is used as a compound in organic synthesis for the creation of various complex organic molecules.
Used in Pharmaceutical Industry:
2,4,6-Triacetylphloroglucinol is used as a precursor in the synthesis of trinuclear vanadium Schiff base complexes, copper complexes, and anthelmintics, contributing to the development of pharmaceutical agents.
Used in Biocontrol of Plant Diseases:
Although weakly active, 2,4,6-Triacetylphloroglucinol and related metabolites are important in the biocontrol of plant diseases by some Pseudomonas strains, playing a role in dereplication to eliminate leads with high amounts of weakly potent actives.

Preparation

Obtained by Friedel–Crafts acylation of phloroglucinol, ? with acetic anhydride in the presence of boron trifluoride in acetic acid at r.t. (60%) ; ? with acetyl chloride in the presence of aluminium chloride in ethyl ether at r.t. for 6 days (17%); ? with acetyl chloride and acetic acid in the presence of ferric chloride in ethyl acetate.

Check Digit Verification of cas no

The CAS Registry Mumber 2161-87-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,6 and 1 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2161-87:
(6*2)+(5*1)+(4*6)+(3*1)+(2*8)+(1*7)=67
67 % 10 = 7
So 2161-87-7 is a valid CAS Registry Number.

2161-87-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(3,5-diacetyl-2,4,6-trihydroxyphenyl)ethanone

1.2 Other means of identification

Product number -
Other names 1,3,5-triacetyl-2,4,6-trihydroxybenzene

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:2161-87-7 SDS

2161-87-7Relevant academic research and scientific papers

Use of a hexasubstituted benzene scaffold in the development of multivalent HIV-1 integrase inhibitors

Tupchiangmai, Wipa,Choksakulporn, Saowanaporn,Tewtrakul, Supinya,Pianwanit, Somsak,Sritana-Anant, Yongsak

, p. 754 - 763 (2014)

The highly directional hexasubstituted benzene moiety was used as the central scaffold to create new human immunodeficiency virus (HIV)-1 integrase inhibitors through the attachment of multiple active groups. A series of potential inhibitors having substi

Synthesis and amino acids complexation of tripodal hexasubstituted benzene chiral receptors

Choksakulporn, Saowanaporn,Punkvang, Auradee,Sritana-anant, Yongsak

, p. 97 - 102 (2015)

(Chemical Equation Presented). The parent 1,3,5-triacetyl-2,4,6-trihydroxybenzene was prepared in up to 91% yield using a one-pot, one step reaction catalyzed by aluminum chloride. Its alkylations with 1,5-dibromopentane generated a symmetric tripodal hex

Three-metal-center Schiff base-aluminium compound, preparation method, application and preparation method of polylactic acid

-

Paragraph 0105; 0108, (2017/03/08)

The invention provides a three-metal-center Schiff base-aluminium compound, which has a structure as shown in the formula (I). By using triacetyl-m-trihydroxybenzene as the core, a three-metal active center binding site is provided to form three-metal-cen

One pot synthesis and anticancer activity of dimeric phloroglucinols

Chauthe, Siddheshwar K.,Bharate, Sandip B.,Periyasamy, Giridharan,Khanna, Amit,Bhutani, Kamlesh K.,Mishra, Prabhu D.,Singh, Inder P.

experimental part, p. 2251 - 2256 (2012/05/04)

A series of dimeric phloroglucinol compounds were synthesized in a single step using commercially available phloroglucinol and methanesulfonic acid. Based on the reported anticancer activity of plant derived dimeric phloroglucinols, these synthesized comp

Selective fries rearrangement catalyzed by zinc powder

Paul, Satya,Gupta, Monika

, p. 1789 - 1792 (2007/10/03)

Zinc powder in the presence of N,N-dimethylformamide efficiently catalyzes the selective Fries rearrangement of acetylated phenols under microwave heating or with conventional heating using an oil bath. In some cases different products were obtained using microwave heating and conventional heating. Selective migration of the acyl group has been noted with good yields.

Synthesis and biological evaluation of novel tris-chalcones as potent carbonic anhydrase, acetylcholinesterase, butyrylcholinesterase and α-glycosidase inhibitors

-

, (2019/01/08)

A novel class of fluoro-substituted tris-chalcones derivatives (5a-5i) was synthesized from phloroglucinol and corresponding benzaldehydes. A three step synthesis method was followed for the production of these tris-chalcone compounds. The structures of t

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