3',4'-Dihydroxyacetophenone

HCID 14530CAS 1197-09-7

Basic information

Standard SMILES
CC(=O)c1ccc(O)c(O)c1
InChIKey
UCQUAMAQHHEXGD-UHFFFAOYSA-N
Molecular formula
C8H8O3
Average molar mass
152.15 g/mol
Monoisotopic mass
152.04734412

Overview

3,4-dihydroxyacetophenone is a member of acetophenones. It has a role as a metabolite.

Names & identifiers

Preferred name
3',4'-Dihydroxyacetophenone
IUPAC
1-(3,4-dihydroxyphenyl)ethanone
English name
3,4-Dihydroxyacetophenone
Molecular formula
C8H8O3
Molecular weight
152.15

Names & synonyms

3',4'-Dihydroxyacetophenone1197-09-71-(3,4-Dihydroxyphenyl)ethanone3,4-DIHYDROXYACETOPHENONEQingxintongAcetopyrocatechol4-AcetylpyrocatecholEthanone, 1-(3,4-dihydroxyphenyl)-4-Acetopyrocatechol1-(3,4-dihydroxyphenyl)ethan-1-one07OQ35LVBKDTXSID30152546
Show more names
PungenolFEMA 3662Acetylpyrocatechol
CHEBI:19868RefChem:90232DTXCID4075037670-471-04-AcetocatecholAcetophenone-3',4'-dihydroxyMFCD00016439UNII-07OQ35LVBK

Database identifiers

CAS
1197-09-7
PubChem CID
14530
DTXSID
DTXSID30152546
ChEMBL
CHEMBL243161
ChEBI
CHEBI:69446
UNII
07OQ35LVBK
EC Number
670-471-0
Nikkaji
J7.452G

Properties

Computed structural properties

XLogP
1.5
Topological polar surface area
57.5 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
3
Rotatable bonds
1
Heavy atoms
11

Experimental & physicochemical properties

Chemical ClassesIndustrial compound
Melting Point116 °C
Physical DescriptionSolid

Physicochemical properties

Melting point
117 °C · 117 °C
Boiling point
127 · 127-133 °C(Press: 11 Torr)
Density
1.291 · 1.291±0.06 g/cm3(Predicted)
storage temp.
Sealed in dry,Room Temperature
solubility
DMSO (Soluble), Methanol (Slightly)
pka
8 · 8.00±0.18(Predicted)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (25%)

Safety data

rtecs
KM5775200
hs_code
2914390090
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.

Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.

Cellular LocationsCytoplasm

Applications

Uses3'',4''-Dihydroxyacetophenone is an active constituent of Chinese medicine and also has antimelanogenic actiivity.

Preparation methods

PreparationPreparation by Fries rearrangement of pyrocatechol diacetate with aluminium chloride in nitrobenzene between 75° and 95° (80%)(43%)or in chlorobenzene at 80° (83%).

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

Additional notes

DefinitionChEBI: 3,4-dihydroxyacetophenone is a member of acetophenones. It has a role as a metabolite.

Related reactions

11 records

Linked notes

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