ChemicalBook >> CAS DataBase List >>1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE

1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE

CAS No.
2161-86-6
Chemical Name:
1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE
Synonyms
DAPG;Diacetylphloroglucinol;1,1'-(2,4,6-trihydroxy-1,3-phenylene)diethanone;K2【pharmaceutical】;K-2【pharmaceutical】;diacetyl-phloroglucino;2,4-DIACETYLPHLOROGLUCINOL;Phloroglucinol 2,4-Diacetyl;2,4-Diacetylbenzene-1,3,5-triol;2,4-Diacetylbenzene-1,3,5-triol 96%
CBNumber:
CB1775066
Molecular Formula:
C10H10O5
Molecular Weight:
210.18
MDL Number:
MFCD00100483
MOL File:
2161-86-6.mol
Last updated:2023-05-18 11:31:04

1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE Properties

Melting point 164 °C
Boiling point 374.7±42.0 °C(Predicted)
Density 1.422±0.06 g/cm3(Predicted)
storage temp. -20°C Freezer
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 7.67±0.28(Predicted)
color Pale Orange to Light Beige
CAS DataBase Reference 2161-86-6(CAS DataBase Reference)
FDA UNII 8XV4YYO3WN

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P271-P280
HS Code  2909309090
NFPA 704
1
2 0

1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE price More Price(21)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 16345 2,4-Diacetylphloroglucinol ≥98% 2161-86-6 100mg $55 2024-03-01 Buy
Cayman Chemical 16345 2,4-Diacetylphloroglucinol ≥98% 2161-86-6 1g $303 2024-03-01 Buy
Cayman Chemical 16345 2,4-Diacetylphloroglucinol ≥98% 2161-86-6 10mg $31 2023-06-20 Buy
Cayman Chemical 16345 2,4-Diacetylphloroglucinol ≥98% 2161-86-6 50mg $136 2023-06-20 Buy
Cayman Chemical 16345 2,4-Diacetylphloroglucinol ≥98% 2161-86-6 250mg $124 2024-03-01 Buy
Product number Packaging Price Buy
16345 100mg $55 Buy
16345 1g $303 Buy
16345 10mg $31 Buy
16345 50mg $136 Buy
16345 250mg $124 Buy

1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE Chemical Properties,Uses,Production

Chemical Properties

Light Pink Solid

Uses

Diacetylphloroglucinol (DAPG) is a small molecular weight, phenolic metabolite belonging to the phloroglucinol (1,3,5- trihydroxybenzene) family produced by bacteria, including Pseudomonas strains. DAPG exhibits a broad range of biological activities, albeit with mostly low potency. In the search for novel actives, DAPG and related metabolites are important for dereplication to eliminate leads due to high amounts of weakly potent actives. Although weakly active, this family appears to be important in the biocontrol of plant diseases by some Pseudomonas strains.

Preparation

Preparation by Friedel–Crafts acylation of phloroglucinol,
? with acetic acid,
– by using boron trifluoride-acetic acid complex at
28–30° for 18 h (85%)
with acetic anhydride,
– in the presence of boron trifluoride-ethyl ether complex at 20° for 1 h (80%)
– in the presence of zinc chloride at 145–150° for 15 min (25%);
– in the presence of concentrated sulfuric acid (24%)
? with acetyl chloride,
– (4 equiv.) in the presence of ferric chloride
– in ethyl ether in the presence of aluminium chloride at r.t. for 5 days (8).

Definition

ChEBI: A benzenetriol that is phloroglucinol in which two of the ring hydrogens are replaced by acetyl groups.

Biological Activity

2,4-diacetylphloroglucinol is an agent against various plant pathogenic fungi, viruses, bacteria, and nematodes.2,4-diacetylphloroglucinol, a non-nitrogen-containing compound produced by some isolates of p. fluorescens, has been used to increase crop yield by controlling plant root diseases.

in vitro

a previous study was conducted to determine if 2,4-diacetylphloroglucinol was toxic to selected nematodes. the plant-parasitic nematodes including pratylenchus scribneri and xiphinema americanum, heterodera glycines, meloidogyne incognita, and the bacterial-feeding nematodes such as pristionchus pacificus, caenorhabditis elegans, and rhabditis rainai, were found to be immersed in concentrations ranging from 0 to 100 μg/ml of 2,4-diacetylphloroglucinol. moreove, the egg hatch and viability of juveniles and adults were determined, and the results showed that 2,4-diacetylphloroglucinol was toxic to x. americanum adults with an ld50 of 8.3 μg/ml. 2,4-diacetylphloroglucinol could decrease m. incognita egg hatch, but stimulated c. elegans hatch. whereas, the viability of m. incognita j2 and of c. elegans j1 and adults was not affected. there were no observed effects on the other nematodes. these findings indicated that 2,4-diacetylphloroglucinol was not toxic to all nematodes, and did not affect the tested species of beneficial bacterial-feeding nematodes [1].

References

[1] meyer, s. l.f.,halbrendt, j.m.,carta, l.k., et al. toxicity of 2,4-diacetylphloroglucinol (dapg) to plant-parasitic and bacterial-feeding nematodes. journal of nematology 41(4), 274-280 (2009).

108-73-6
75-36-5
2161-86-6
Synthesis of 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE from Phloroglucinol and Acetyl chloride

1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE Preparation Products And Raw materials

1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE Suppliers

Global( 64)Suppliers
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career henan chemical co
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Hangzhou MolCore BioPharmatech Co.,Ltd.
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China National Standard Pharmaceutical Corporation Limited
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Aladdin Scientific
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Amadis Chemical Company Limited
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Mainchem Co., Ltd. +86-0592-6210733 sale@mainchem.com China 32360 55
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11289 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76

View Lastest Price from 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE pictures 2019-12-26 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE
2161-86-6
US $1.00 / g 1g ≥98% g/kg/Ton Career Henan Chemical Co
1,1’-(2,4,6-trihydroxy-1,3-phenylene)bis-ethanon 1,1’-(2,4,6-trihydroxy-1,3-phenylene)bisethanone diacetyl-phloroglucino 2,4-DIACETYLPHLOROGLUCINOL K2【pharmaceutical】 K-2【pharmaceutical】 2,4-Diacetylbenzene-1,3,5-triol 1,3-Diacetyl-2,4,6-trihydroxybenzene 5-Acetyl-2,4,6-trihydroxyacetophenone 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE 1-(3-acetyl-2,4,6-trihydroxyphenyl)ethanone 2,4-Diacetylbenzene-1,3,5-triol 96% Phloroglucinol 2,4-Diacetyl Ethanone, 1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis- Diacetylphloroglucinol DAPG 1,1'-(2,4,6-trihydroxy-1,3-phenylene)diethanone 2161-86-6 Aromatic Phenols Aromatics Compounds Aromatics Inhibitors