ChemicalBook >> CAS DataBase List >>2',4',6'-Trihydroxyacetophenone monohydrate

2',4',6'-Trihydroxyacetophenone monohydrate

CAS No.
480-66-0
Chemical Name:
2',4',6'-Trihydroxyacetophenone monohydrate
Synonyms
THAP;Phloracetophenone;PHLOROACETOPHENONE;Monoacetylphloroglucinol;2-Acetylphloroglucinol hydrate;2',4',6'-TRIHYDROXYACETOPHENONE;2,4,6-trihydroxylacetophenone monohydrate;NSC 54927;Phloracetophene;Acetophloroglucine
CBNumber:
CB2333652
Molecular Formula:
C8H8O4
Molecular Weight:
168.15
MDL Number:
MFCD00002287
MOL File:
480-66-0.mol
MSDS File:
SDS
Last updated:2023-05-25 18:01:03

2',4',6'-Trihydroxyacetophenone monohydrate Properties

Melting point 219-221 °C(lit.)
Boiling point 257.07°C (rough estimate)
Density 1.3037 (rough estimate)
refractive index 1.5090 (estimate)
storage temp. Store below +30°C.
solubility DMSO (Sparingly), Ethanol (Slightly), Methanol (Slightly), Water (Very Slightly,
form Powder
pka 7.76±0.23(Predicted)
color light yellow
Water Solubility Soluble in water.
BRN 1911197
Stability Stable under recommended storage conditions., Stable Under Recommended Storage C
LogP 1.472 (est)
CAS DataBase Reference 480-66-0(CAS DataBase Reference)
FDA UNII 8L7XD8830T
NIST Chemistry Reference Ethanone, 1-(2,4,6-trihydroxyphenyl)-(480-66-0)
EPA Substance Registry System Ethanone, 1-(2,4,6-trihydroxyphenyl)- (480-66-0)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H303-H315-H319-H335
Precautionary statements  P280g-P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  3
RTECS  AN0528000
TSCA  Yes
HazardClass  IRRITANT
HS Code  29145000
NFPA 704
0
2 0

2',4',6'-Trihydroxyacetophenone monohydrate price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical T1888 2',4',6'-Trihydroxyacetophenone Monohydrate >98.0%(GC) 480-66-0 5g $79 2024-03-01 Buy
TCI Chemical T1888 2',4',6'-Trihydroxyacetophenone Monohydrate >98.0%(GC) 480-66-0 25g $244 2024-03-01 Buy
Alfa Aesar L04156 2',4',6'-Trihydroxyacetophenone hydrate, 98+% 480-66-0 5g $39.65 2024-03-01 Buy
Alfa Aesar L04156 2',4',6'-Trihydroxyacetophenone hydrate, 98+% 480-66-0 25g $110.65 2024-03-01 Buy
Cayman Chemical 19451 Monoacetylphloroglucinol ≥98% 480-66-0 10g $49 2021-12-16 Buy
Product number Packaging Price Buy
T1888 5g $79 Buy
T1888 25g $244 Buy
L04156 5g $39.65 Buy
L04156 25g $110.65 Buy
19451 10g $49 Buy

2',4',6'-Trihydroxyacetophenone monohydrate Chemical Properties,Uses,Production

Chemical Properties

Light Brown Solid

Uses

Induced choleresis in rats is mediated through multidrug resistance protein-2 (Mrp2). It enhances bile secretion.

Uses

Monoacetylphloroglucinol (MAPG) is small molecular weight phenolic metabolite belonging to the phloroglucinol (1,3,5-trihydroxybenzene) family, produced by bacteria including Pseudomonas strains. MAPG exhibits a broad range of biological activity albeit with mostly low potency. In the search for novel actives, MAPG and related metabolites are important metabolites 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 reaction of acetic anhydride on phloroglucinol,
with concentrated sulfuric acid at 130° (70%)
with boron trifluoride at 10° (62.5–68%)
with zinc chloride at 145–150° (50%)
with Amberlite IR-120 or Zeokarb 225 (cation exchange resins, sulfonic acid type) at 160° (39%).

Definition

ChEBI: A benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acid c glycans and glycopeptides.

Biological Activity

monoacetylphloroglucinol (mapg), small molecular weight phenolic metabolite, is produced via bacteria including pseudomonas strains. mapg is acetylated to form the broad-spectrum antibiotic, 2,4-diacetylphloroglucinol (dapg) by mapg acetyltransferase. in addition, mapg exerts fairly weak potency when exhibiting a broad range of antibiotic activity. even though weakly active, it seems that mapg is essential in the biocontrol of plant diseases by some pseudomonas strains [1].

target

HMG-CoA Reductase

Purification Methods

Crystallise the ketone from hot H2O (35mL/g). [Beilstein 8 IV 2729.]

References

[1]. hayashi, a., saitou, h., mori, t., matano, i., sugisaki, h., & maruyama, k. molecular and catalytic properties of monoacetylphloroglucinol acetyltransferase frompseudomonassp. ygj3. bioscience, biotechnology, and biochemistry. 2012; 76(3): 559-566.

108-73-6
75-05-8
480-66-0
Synthesis of 2',4',6'-Trihydroxyacetophenone monohydrate from Phloroglucinol and Acetonitrile
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View Lastest Price from 2',4',6'-Trihydroxyacetophenone monohydrate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2',4',6'-Trihydroxyacetophenone monohydrate pictures 2023-02-23 2',4',6'-Trihydroxyacetophenone monohydrate
480-66-0
US $0.00-0.00 / KG 1KG 99% 20 mt Hebei Guanlang Biotechnology Co., Ltd.
2 2021-07-13 2",4",6"-Trihydroxyacetophenone monohydrate
480-66-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2 2021-07-10 2",4",6"-Trihydroxyacetophenone monohydrate
480-66-0
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2',4',6'-Trihydroxyacetophenone monohydrate Phloroacetophenone monohydrate 2',4',6'-Trihydroxyacetophenone (monohydrate/anhydrous) 2',4',6'-Trihydroxyacetophenone hydrate, 98+% 1-(2,4,6-TRIHYDROXYPHENYL)-ETHANONE Acetophenone,2’,4’,6’-trihydroxy- Acetophloroglucine Acetylphloroglucinol Ethanone,1-(2,4,6-trihydroxyphenyl)- Phloracetophene Phloroacetophenonehydrate 2,4,6-TRIHYDROXYACETOPHENONE(PHLOROACETOPHENONE) 2,4,6-Trihydroxyaetcophenone 2,4,6-TRIHYDROXYACETOPHENONE MONOHYDRATE, PGE. WITH 10X10 MG 2,4,6-TRIHYDROXYLACETOPHENONE NSC 54927 2',4',6'-Trihydroxyacetophenone,98% 2-Acetylphloroglucinol, THAP 1-(2,4,6-tTihydroxyphenyl)ethanone 2,4,6-Trihydroxy-1-acetylbenzene Methyl-(2,4,6-trihydroxyphenyl) ketone 2',4',6'-Trihydroxya 1-(2,4,6-Trihydroxyphenyl)ethan-1-one, 2-Acetylbenzene-1,3,5-triol 1-(2,4-dihydroxyphenyl)-2-hydroxyethan-1-one 2-Acetylphloroglucinol Phloroacetophenone 1-(2,4,6-trihydroxyphenyl)ethanone hydrate 2',4', 6'-Trihydroxyacetophenone Monohydrat 2',4',6'-trihydroxyacetopheMone Acetophenone, 2',4',6'-trihydroxy- (8CI) 1-(2,4,6-trihydroxyphenyl)-ethanon 2,4,6-Trihydroxyacetophenon 2,4,6-TrihydroxyacetophenonMonohydrat 2,4,6-trihyroxyacetophenone 2-Acetyl-1,3,5-trihydroxybenzene 2-Acetylphloroglucin Acetophenone, 2',4',6'-trihydroxy- 6'-Trihydroxyacetophenone 2-(2,4-dihydroxyphenyl)-2-hydroxy-1-phenylethanone JR-13799, 1-(2,4,6-Trihydroxyphenyl)ethanone hydrate, 98% 2,4,6-Trihydroxyacetophenone.H2O 2',4',67-TRIHYDROXYACETOPHENONE MONOHYDR Phloroglucinol Acetyl 2-Acetylphloroglucinol hydrate THAP 2',4',6'-TRIHYDROXYACETOPHENONE Phloracetophenone PHLOROACETOPHENONE Monoacetylphloroglucinol 2,4,6-trihydroxylacetophenone monohydrate Phloracetophenone/2',4',6'-Trihydroxyacetophenone 1-(2,4,6-trihydroxyphenyl)ethan-1-one 480-66-0 C8H8O4xH2O HO3C6H2COCH3H2O Ketones C7 to C8 Building Blocks Analytical Reagents