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
Show more names
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
- Formal charge
- 0
- Complexity
- 155
Experimental & physicochemical properties
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)
- form
- Solid
- color
- Off-White to Beige
- InChI
- InChI=1S/C8H8O3/c1-5(9)6-2-3-7(10)8(11)4-6/h2-4,10-11H,1H3
- InChIKey
- UCQUAMAQHHEXGD-UHFFFAOYSA-N
- SMILES
- C(=O)(C1=CC=C(O)C(O)=C1)C
- LogP
- 1.056 · 1.056 (est)
- CAS DataBase Reference
- 1197 · 1197-09-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 7 OQ35LVBK · 07OQ35LVBK
- NIST Chemistry Reference
- 3 · 3,4-Dihydroxyacetophenone(1197-09-7)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319
- Precautionary statements
- 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-36/37
- RTECS
- 5775200 · KM5775200
- HazardClass
- IRRITANT
- HS Code
- 2914390090 · 2914390090
Safety & regulation
GHS classification
GHS Classification
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
Safety data
- rtecs
- KM5775200
- hs_code
- 2914390090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-36/37
- hazard_class
- IRRITANT
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
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.
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%).
Upstream & downstream products
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: 3,4-dihydroxyacetophenone is a member of acetophenones. It has a role as a metabolite.
Related reactions
Linked notes
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