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Details

Stereochemistry ACHIRAL
Molecular Formula C6H6O
Molecular Weight 94.1115
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENOL

SMILES

c1ccc(cc1)O

InChI

InChIKey=ISWSIDIOOBJBQZ-UHFFFAOYSA-N
InChI=1S/C6H6O/c7-6-4-2-1-3-5-6/h1-5,7H

HIDE SMILES / InChI

Molecular Formula C6H6O
Molecular Weight 94.1115
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: description was created based on several sources, including https://www.drugbank.ca/drugs/DB03255

There is not much information about ammonium phenolate. It is known, that this a salt of phenol and it is toxic if swallowed and is toxic in contact with skin.

CNS Activity

Curator's Comment:: Oral ingestion or extensive application to skin can cause systemic toxicity, manifested primarily by CNS and cardiovascular effects; death may result.

Originator

Sources: Phenol was discovered in 1834 by Friedlieb Ferdinand Runge, who extracted it (in impure form) from coal tar
Curator's Comment:: http://babel.hathitrust.org/cgi/pt?id=wu.89048351654;view=1up;seq=81

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PHENOL 1.4%

Approved Use

Temporarily relieves sore throat pain, sore mouth, pain associated with canker sores, minor mouth irritation.
Curative
Unknown

Approved Use

Treatment of ingrown nails
PubMed

PubMed

TitleDatePubMed
Phenol as an adjuvant for local control in the treatment of giant cell tumour of the bone.
1999 Dec
Trigeminal nerve peripheral branch phenol/glycerol injections for tic douloureux.
1999 May
Altered gene expression in melanocytes exposed to 4-tertiary butyl phenol (4-TBP): upregulation of the A2b adenosine receptor 1.
1999 Nov
Decomposition of hazardous organic materials in the solidification/stabilization process using catalytic-activated carbon.
2001
Influence of culture conditions on the DNA-damaging effect of benzene and its metabolites in human peripheral blood mononuclear cells.
2001
A novel serine protease inhibition motif involving a multi-centered short hydrogen bonding network at the active site.
2001 Apr 13
Generation and propagation of radical reactions on proteins.
2001 Apr 2
Protein dynamics control proton transfers to the substrate on the His72Asn mutant of p-hydroxybenzoate hydroxylase.
2001 Apr 3
Structural determinants for AMPA agonist activity of aryl or heteroaryl substituted AMPA analogues. Synthesis and pharmacology.
2001 Feb
Treatment of a foul condensate from Kraft pulping with horseradish peroxidase and hydrogen peroxide.
2001 Feb
Urinary benzene as a biomarker of exposure among occupationally exposed and unexposed subjects.
2001 Feb
Analysis of phenol in an over-the-counter sore throat spray by cyclic voltammetry.
2001 Feb
Kinetics and mechanism of the oxidation of a substituted phenol by a superoxochromium(III) ion.
2001 Feb 12
Neural mechanisms involved in the delay of gastric emptying and gastrointestinal transit of liquid after thoracic spinal cord transection in awake rats.
2001 Feb 20
Thermal destruction of benzene.
2001 Feb-Mar
Reclassification of [Pseudomonas] doudoroffii (Baumann et al. 1983) into the genus Oceanomonas gen. nov. as Oceanomonas doudoroffii comb. nov., and description of a phenol-degrading bacterium from estuarine water as Oceanomonas baumannii sp. nov.
2001 Jan
Exposure to chemical agents in Swedish aluminum foundries and aluminum remelting plants--a comprehensive survey.
2001 Jan
Lipid A and O-chain modifications cause Rhizobium lipopolysaccharides to become hydrophobic during bacteroid development.
2001 Jan
Use of cloned and expressed human UDP-glucuronosyltransferases for the assessment of human drug conjugation and identification of potential drug interactions.
2001 Jan
Determination of mycophenolic acid and mycophenolate mofetil by high-performance liquid chromatography using postcolumn derivatization.
2001 Jan 1
Synthesis and purification of amyloidogenic peptides.
2001 Jan 1
Determination of phenols in soil by supercritical fluid extraction-capillary electrochromatography.
2001 Jan 12
Mono- and dinuclear zinc complexes derived from unsymmetric binucleating ligands: synthesis, characterization, and formation of tetranuclear arrays.
2001 Jan 15
Self-assembly and selective guest binding of three-dimensional open-framework solids from a macrocyclic complex as a trifunctional metal building block.
2001 Jan 5
[Features of extracting phenol and 4-methylphenol from aqueous solutions].
2001 Jan-Feb
Isolation of genomic DNA from feathers.
2001 Mar
Protection against nitrofurantoin-induced oxidative stress by coelenterazine analogues and their oxidation products in rat hepatocytes.
2001 Mar
A directed approach to the selection of bacteria with enhanced catabolic activity.
2001 Mar
Enhanced biodegradation of petrochemical wastewater using ozonation and BAC advanced treatment system.
2001 Mar
Determination of tartaric acid in wines by FIA with tubular tartrate-selective electrodes.
2001 Mar 1
Bioelectrochemical analysis of neuropathy target esterase activity in blood.
2001 Mar 1
Microionization constants: novel approach for the determination of the zwitterionic equilibrium of hydroxyphenylalkylamines by photometric titration.
2001 Mar 14
Simultaneous quantification of neutral and acidic pharmaceuticals and pesticides at the low-ng/l level in surface and waste water.
2001 Mar 16
On-line flow sample stacking in a flow injection analysis-capillary electrophoresis system: 2000-fold enhancement of detection sensitivity for priority phenol pollutants.
2001 Mar 30
A new phenoxyacetate-based linker system for the solid-phase synthesis of oligosaccharides.
2001 Mar 8
Electrochemical and ferromagnetic couplings in 4,4',4' '-(1,3,5-benzenetriyl)tris(phenoxyl) radical formation.
2001 Mar 9
Patents

Sample Use Guides

Phenol spray for sore throat should be applied to affected area. Allow to remain in place for at least 15 seconds, then spit out. Use every 2 hours.
Route of Administration: Topical
In Vitro Use Guide
Curator's Comment:: The interaction between phenol molecules, both in their undissociated and dissociated states, and cationic dioctadecyl dimethylammonium chloride (DODAC) vesicles were thoroughly investigated using NMR techniques. In particular, diffusion and relaxation measurements, combined with the two sites Kärger model, were used to evaluate the exchange dynamics and the binding of the aromatic molecules to the vesicles. The results reveal that, besides concentration and vesicle preparation method, pH conditions have the biggest impact on the phenol sorption behavior. Although the dissociated form of phenol formed at high pH is more hydrophilic, the results indicated that phenol-DODAC interactions were largely favored in basic conditions as a consequence of the strong electrostatic interaction between the phenolate anions and the cationic surfactant headgroup.
The ability of a number of phenolic disinfectants to cause leakage of cell contents of Escbericbia coli was studied by exposing cells of the latter that had been labeled by incubating with C14 glutamate. Release of cell contents, as indicated by release of radioactivity, was found to be to be caused by phenol with IC50 below 6.25 mg/ml.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:17:16 UTC 2021
Edited
by admin
on Fri Jun 25 21:17:16 UTC 2021
Record UNII
339NCG44TV
Record Status Validated (UNII)
Record Version
  • Download
Related Record Type
Name Type Language
PHENOL
EP   FHFI   HSDB   II   INCI   MART.   MI   USP   USP-RS   VANDF   WHO-DD  
INCI  
Official Name English
PHENOL [USP-RS]
Common Name English
PHENOL [INCI]
Common Name English
BENZENE, HYDROXY-
Systematic Name English
PHENIC ACID
Common Name English
PHENOL [II]
Common Name English
METHYL SALICYLATE IMPURITY B [EP]
Common Name English
2-ALLPHENOL
Common Name English
PHENOL [EP MONOGRAPH]
Common Name English
ENT-1814
Code English
CARBOLICUM ACIDUM [HPUS]
Common Name English
PHENOL [FHFI]
Common Name English
PHENYL ALCOHOL
Systematic Name English
CARBOLICUM ACIDUM
HPUS  
Common Name English
LIQUEFIED PHENOL
Common Name English
METACRESOL IMPURITY A [EP]
Common Name English
LIQUIFIED PHENOL
Common Name English
PHENOL [MART.]
Common Name English
PHENOL [HSDB]
Common Name English
PHENOL [MI]
Common Name English
MONOHYDROXYBENZENE
Systematic Name English
PHENOL [JAN]
Common Name English
NSC-36808
Code English
PHENOL, LIQUIFIED
Common Name English
PHENOL,LIQUIFIED [VANDF]
Common Name English
CARBOLIC ACID
Common Name English
PHENYLIC ALCOHOL
Common Name English
SALICYLIC ACID IMPURITY C [EP]
Common Name English
PHENOL [WHO-DD]
Common Name English
SALICYLIC ACID RELATED COMPOUND C [USP]
Common Name English
PHENOL [IARC]
Common Name English
PHENYL HYDROXIDE
Systematic Name English
PHENOL [VANDF]
Common Name English
PHENOL [USP]
Common Name English
Classification Tree Code System Code
WHO-VATC QC05BB05
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
DSLD 1842 (Number of products:5)
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-VATC QD08AE99
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-ATC D08AE03
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
EPA PESTICIDE CODE 64001
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-ATC N01BX03
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-VATC QN01BX03
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
NCI_THESAURUS C45494
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-ATC C05BB05
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
CFR 21 CFR 310.531
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
JECFA EVALUATION PHENOL
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-ATC R02AA19
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-VATC QD08AE03
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
WHO-VATC QR02AA19
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
Code System Code Type Description
MESH
D019800
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
NCI_THESAURUS
C1191
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
PUBCHEM
996
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
ChEMBL
CHEMBL14060
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
RXCUI
33290
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
CAS
108-95-2
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
DRUG CENTRAL
4266
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
RXCUI
239351
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
ALTERNATIVE
WIKIPEDIA
PHENOL
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
MERCK INDEX
M8624
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
203-632-7
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
EVMPD
SUB12552MIG
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
USP_CATALOG
1524806
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY USP-RS
DRUG BANK
DB03255
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
FDA UNII
339NCG44TV
Created by admin on Fri Jun 25 21:17:17 UTC 2021 , Edited by admin on Fri Jun 25 21:17:17 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
BEECHWOOD CREOSATE
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SUB_CONCEPT->SUBSTANCE
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
Ph.Eur.; USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (GC)
EP
Related Record Type Details
ACTIVE MOIETY