2,5-Dihydroxyacetophenone

Modify Date: 2024-01-08 18:03:37

2,5-Dihydroxyacetophenone Structure
2,5-Dihydroxyacetophenone structure
Common Name 2,5-Dihydroxyacetophenone
CAS Number 490-78-8 Molecular Weight 152.147
Density 1.3±0.1 g/cm3 Boiling Point 329.2±27.0 °C at 760 mmHg
Molecular Formula C8H8O3 Melting Point 204-206 °C(lit.)
MSDS Chinese USA Flash Point 167.1±20.2 °C

 Use of 2,5-Dihydroxyacetophenone


2,5-Dihydroxyacetophenone, isolated from Rehmanniae Radix Preparata, inhibits the production of inflammatory mediators in activated macrophages by blocking the ERK1/2 and NF-κB signaling pathways[1].

 Names

Name 2',5'-Dihydroxyacetophenone
Synonym More Synonyms

 2,5-Dihydroxyacetophenone Biological Activity

Description 2,5-Dihydroxyacetophenone, isolated from Rehmanniae Radix Preparata, inhibits the production of inflammatory mediators in activated macrophages by blocking the ERK1/2 and NF-κB signaling pathways[1].
Related Catalog
Target

ERK1

ERK2

NF-κB

In Vitro 2,5-Dihydroxyacetophenone significantly inhibits NO production via the suppression of iNOS expression and significantly decreases levels of the pro-inflammatory cytokines TNF-α and IL-6 via the down-regulation of their mRNA expression in LPS-stimulated RAW264.7 cells. 2,5-Dihydroxyacetophenone potently inhibits the phosphorylation of extracellular signal-related kinase (ERK) 1/2 and the nuclear translocation of nuclear factor-κB (NF-κB) p65 in LPS-stimulated cells[1].
References

[1]. Han Y, et al. 2,5-dihydroxyacetophenone isolated from Rehmanniae Radix Preparata inhibits inflammatoryresponses in lipopolysaccharide-stimulated RAW264.7 macrophages. J Med Food. 2012 Jun;15(6):505-10.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 329.2±27.0 °C at 760 mmHg
Melting Point 204-206 °C(lit.)
Molecular Formula C8H8O3
Molecular Weight 152.147
Flash Point 167.1±20.2 °C
Exact Mass 152.047348
PSA 57.53000
LogP 1.59
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.595
Water Solubility insoluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
AM7700000
CHEMICAL NAME :
Acetophenone, 2',5'-dihydroxy-
CAS REGISTRY NUMBER :
490-78-8
BEILSTEIN REFERENCE NO. :
0637903
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C8-H8-O3
MOLECULAR WEIGHT :
152.16
WISWESSER LINE NOTATION :
QR CQ BV1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
CBCCT* "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. (National Academy of Science Library, 2101 Constitution Ave., NW, Washington, DC 20418) Volume(issue)/page/year: 5,140,1953

 Safety Information

Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS AM7700000
HS Code 29145000

 Synthetic Route

 Customs

HS Code 2914501900
Summary 2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

 Articles1

More Articles
2,5-Dihydroxyacetophenone: a matrix for highly sensitive matrix-assisted laser desorption/ionization time-of-flight mass spectrometric analysis of proteins using manual and automated preparation techniques Wenzel, Thomas; Sparbier, Katrin; Mieruch, Thorsten; Kostrzewa, Markus

Rapid Commun. Mass Spectrom. 20 , 785-789, (2005)

 Synonyms

Ethanone, 1- (2,5-dihydroxyphenyl)-
2,5-Dihydroxyphenyl methyl ketone,2-Acetyl-1,4-dihydroxybenzene,2-Acetylhydroquinone
2’,5’-Dihydroxyacetophenone
1-(2,5-Dihydroxyphenyl)ethanone
2',5'-Dihydroxyacetophenone
2',5'-Dihydroxy acetophenone
Quinacetophenone
EINECS 207-716-4
2-Acetylhydroquinone
2‘,5‘-Dihydroxyacetophenone
Ethanone, 1-(2,5-dihydroxyphenyl)-
MFCD00002343
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