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Details

Stereochemistry ACHIRAL
Molecular Formula C6H5O.Na
Molecular Weight 116.0931
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHENOLATE SODIUM

SMILES

[Na+].[O-]C1=CC=CC=C1

InChI

InChIKey=NESLWCLHZZISNB-UHFFFAOYSA-M
InChI=1S/C6H6O.Na/c7-6-4-2-1-3-5-6;/h1-5,7H;/q;+1/p-1

HIDE SMILES / InChI
Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C6H5O
Molecular Weight 93.1033
Charge -1
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

Phenol is an industrially important organic compound, produced on a large scale and used as a precursor to many materials and useful compounds. Phenol and its vapors are corrosive to the eyes, the skin, and the respiratory tract. The corrosive effect on skin and mucous membranes is due to a protein-degenerating effect. In medicine, phenol is used as an antiseptic and disinfectant. Phenol is also used as an oral analgesic or anesthetic in products such as Chloraseptic to treat sore throat pain, sore mouth, pain associated with canker sores and minor mouth irritation. Additionally, phenol and its related compounds are used in surgical ingrown toenail treatment, a process termed phenolization.

CNS Activity

CNS Penetrant
2554
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

Runge, F.F.
3
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

1921
1467
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
PHENOL 1.4%

Approved Use

Temporarily relieves sore throat pain, sore mouth, pain associated with canker sores, minor mouth irritation.
Curative
Approved
8429
Unknown

Approved Use

Treatment of ingrown nails
PubMed

PubMed

TitleDatePubMed
Carboxylation of phenylphosphate by phenol carboxylase, an enzyme system of anaerobic phenol metabolism.
1992 Jun
Rabbit syndrome following phenol ingestion.
1999
Expression of LRP and MDR1 in locally advanced breast cancer predicts axillary node invasion at the time of rescue mastectomy after induction chemotherapy.
2001
A novel serine protease inhibition motif involving a multi-centered short hydrogen bonding network at the active site.
2001 Apr 13
Ketene reactions with the aminoxyl radical tempo: preparative, kinetic, and theoretical studies.
2001 Apr 20
Bimetallic reactivity. Preparation and properties of bimetallic complexes formed by binucleating ligands bearing 4- and 6-coordinate sites.
2001 Apr 23
Flavonoids as peroxynitrite scavengers: the role of the hydroxyl groups.
2001 Feb
Treatment of a foul condensate from Kraft pulping with horseradish peroxidase and hydrogen peroxide.
2001 Feb
Biodegradation of phenol in a continuous process: comparative study of stirred tank and fluidized-bed bioreactors.
2001 Feb
Kinetics and mechanism of the oxidation of a substituted phenol by a superoxochromium(III) ion.
2001 Feb 12
Peroxidative metabolism of apigenin and naringenin versus luteolin and quercetin: glutathione oxidation and conjugation.
2001 Feb 15
Structure-activity studies of substituted quinoxalinones as multiple-drug-resistance antagonists.
2001 Feb 15
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
An experimental and numerical study of the thermal oxidation of chlorobenzene.
2001 Feb-Mar
Experimental and computational mapping of the binding surface of a crystalline protein.
2001 Jan
Modified phenol chemical face peels: recognizing the role of application technique.
2001 Jan
Studies of the chemical selectivity of hapten, reactivity, and skin sensitization potency. 1. Synthesis and studies on the reactivity toward model nucleophiles of the (13)C-labeled skin sensitizers hex-1-ene- and hexane-1,3-sultones.
2001 Jan
Determination of mycophenolic acid and mycophenolate mofetil by high-performance liquid chromatography using postcolumn derivatization.
2001 Jan 1
Preparations, characterizations, and structures of (biimidazole)dihalobis(triphenylphosphine)rhenium(III) salts: strong ion-pairing and acid-base properties.
2001 Jan 1
Synthesis and purification of amyloidogenic peptides.
2001 Jan 1
An enzymic 'latch' on a global carbon store.
2001 Jan 11
Quinoprotein glucose dehydrogenase modified thick-film electrodes for the amperometric detection of phenolic compounds in flow injection analysis.
2001 Jan 2
[Features of extracting phenol and 4-methylphenol from aqueous solutions].
2001 Jan-Feb
Comparative QSAR: on the toxicology of the phenolic OH moiety.
2001 Mar
Pincer nails: definition and surgical treatment.
2001 Mar
Protection against nitrofurantoin-induced oxidative stress by coelenterazine analogues and their oxidation products in rat hepatocytes.
2001 Mar
Optimization of random amplification of polymorphic DNA analysis for molecular subtyping of Escherichia coli O157.
2001 Mar
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.
2001 Mar
Bioelectrochemical analysis of neuropathy target esterase activity in blood.
2001 Mar 1
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
Photo-Fries rearrangements of phenyl phenylacylates in polyethylene films: comparison of reactivity and selectivity with 1-naphthyl phenylacylates.
2001 Mar 9
NMR investigation of exchange dynamics and binding of phenol and phenolate in DODAC vesicular dispersions.
2012 Aug 2
Patents

Patents

US3159635
3
US3304225
3

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
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.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:17:38 GMT 2023
Edited
by admin
on Fri Dec 15 16:17:38 GMT 2023
Record UNII
4NC0T56V35
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PHENOLATE SODIUM
HSDB   USAN  
USAN  
Official Name English
SODIUM PHENOXIDE [INCI]
Common Name English
PHENOL SODIUM SALT [MI]
Common Name English
PHENOLATE SODIUM [HSDB]
Common Name English
Sodium phenolate
Systematic Name English
PHENOL, SODIUM SALT
Common Name English
PHENOLATE SODIUM [USAN]
Common Name English
SODIUM PHENOXIDE
INCI  
INCI  
Official Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 64002
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
NCI_THESAURUS C28394
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
205-347-3
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
ChEMBL
CHEMBL14060
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
MERCK INDEX
m8624
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY Merck Index
DAILYMED
4NC0T56V35
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
CHEBI
52476
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
NCI_THESAURUS
C82320
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
PUBCHEM
4445035
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PRIMARY
RXCUI
1495317
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY RxNorm
EVMPD
SUB23138
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PRIMARY
EPA CompTox
DTXSID4027072
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
FDA UNII
4NC0T56V35
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
CAS
139-02-6
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
SMS_ID
100000089911
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
HSDB
5623
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
WIKIPEDIA
Sodium phenoxide
Created by admin on Fri Dec 15 16:17:38 GMT 2023 , Edited by admin on Fri Dec 15 16:17:38 GMT 2023
PRIMARY
Related Record Type Details
Structure of Phenol
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of Phenol
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