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

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

Product Name
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
Formula Weight
210.18
MOL File
2161-86-6.mol
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1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE Property

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)
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Safety

HS Code 
2909309090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
16345
Product name
2,4-Diacetylphloroglucinol
Purity
≥98%
Packaging
100mg
Price
$55
Updated
2024/03/01
Cayman Chemical
Product number
16345
Product name
2,4-Diacetylphloroglucinol
Purity
≥98%
Packaging
1g
Price
$303
Updated
2024/03/01
Cayman Chemical
Product number
16345
Product name
2,4-Diacetylphloroglucinol
Purity
≥98%
Packaging
10mg
Price
$31
Updated
2023/06/20
Cayman Chemical
Product number
16345
Product name
2,4-Diacetylphloroglucinol
Purity
≥98%
Packaging
50mg
Price
$136
Updated
2023/06/20
Cayman Chemical
Product number
16345
Product name
2,4-Diacetylphloroglucinol
Purity
≥98%
Packaging
250mg
Price
$124
Updated
2024/03/01
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1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE Chemical Properties,Usage,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.

Definition

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

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).

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).

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

Raw materials

Preparation Products

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

ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Zhengzhou HSH Science & Technology Co., Ltd.
Tel
0371-55932928 18937192232
Fax
0086-0371-55932928
Email
1282296214@qq.com
Country
China
ProdList
491
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ChemStrong Scientific Co.,Ltd
Tel
0755-0755-66853366 13670046396
Fax
0755-28363542
Email
sales@chem-strong.com
Country
China
ProdList
18070
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Shanghai Uchem Inc.
Tel
15618758386 15618758386
Fax
QQ:3004479444
Email
sales3@myuchem.com
Country
China
ProdList
2001
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Guangzhou Zhiya Chemdrugs Co.,Ltd
Tel
18122150900
Fax
QQ:2869377561
Email
sculk28@163.com
Country
China
ProdList
646
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55
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
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View Lastest Price from 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE manufacturers

Career Henan Chemical Co
Product
1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE 2161-86-6
Price
US $1.00/g
Min. Order
1g
Purity
≥98%
Supply Ability
g/kg/Ton
Release date
2019-12-25

2161-86-6, 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONERelated Search:


  • 1-(3-acetyl-2,4,6-trihydroxyphenyl)ethanone
  • 2,4-Diacetylbenzene-1,3,5-triol 96%
  • 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
  • Diacetylphloroglucinol
  • DAPG
  • 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE
  • Phloroglucinol 2,4-Diacetyl
  • Ethanone, 1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis-
  • 1,1'-(2,4,6-trihydroxy-1,3-phenylene)diethanone
  • 1,1'-(2,4,6-Trihydroxy-1,3-phenylene)diethanone , 2,4-Diacetylphloroglucinol
  • 2161-86-6
  • Aromatic Phenols
  • Aromatics Compounds
  • Aromatics
  • Inhibitors