U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H8O
Molecular Weight 108.1381
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZYL ALCOHOL

SMILES

c1ccc(cc1)CO

InChI

InChIKey=WVDDGKGOMKODPV-UHFFFAOYSA-N
InChI=1S/C7H8O/c8-6-7-4-2-1-3-5-7/h1-5,8H,6H2

HIDE SMILES / InChI

Molecular Formula C7H8O
Molecular Weight 108.1381
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, http://www.accessdata.fda.gov/drugsatfda_docs/label/2012/022129s005lbl.pdf

Benzyl Alcohol is an aromatic alcohol used in a wide variety of cosmetic formulations as a fragrance component, preservative, solvent, and viscosity-decreasing agent. FDA agency approved benzyl alcohol for the treatment of head lice. The drug acts on head lice by inhibiting them from closing their respiratory spiracles, allowing the vehicle to obstruct the spiracles and causing the lice to asphyxiate.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
ULESFIA

Approved Use

Topical treatment of head lice infestation in patients 6 months of age and older.

Launch Date

1.23923517E12
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1.8 μM
0.46 mmol single, subcutaneous
dose: 0.46 mmol
route of administration: Subcutaneous
experiment type: SINGLE
co-administered: NANDROLONE DECANOATE
BENZOIC ACID serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
34.8 μM
0.46 mmol single, subcutaneous
dose: 0.46 mmol
route of administration: Subcutaneous
experiment type: SINGLE
co-administered: NANDROLONE DECANOATE
BENZYL ALCOHOL serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
16.6 μM
0.46 mmol single, subcutaneous
dose: 0.46 mmol
route of administration: Subcutaneous
experiment type: SINGLE
co-administered: NANDROLONE DECANOATE
HIPPURIC ACID serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
417.4 μM × h
0.46 mmol single, subcutaneous
dose: 0.46 mmol
route of administration: Subcutaneous
experiment type: SINGLE
co-administered: NANDROLONE DECANOATE
BENZOIC ACID serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
397.3 μM × h
0.46 mmol single, subcutaneous
dose: 0.46 mmol
route of administration: Subcutaneous
experiment type: SINGLE
co-administered: NANDROLONE DECANOATE
BENZYL ALCOHOL serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
7113.6 μM × h
0.46 mmol single, subcutaneous
dose: 0.46 mmol
route of administration: Subcutaneous
experiment type: SINGLE
co-administered: NANDROLONE DECANOATE
HIPPURIC ACID serum
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
234 mg/kg multiple, intravenous
Overdose
Dose: 234 mg/kg
Route: intravenous
Route: multiple
Dose: 234 mg/kg
Sources:
unhealthy, 29 weeks (range: 26-34 weeks)
n = 10
Health Status: unhealthy
Condition: gasping syndrome
Age Group: 29 weeks (range: 26-34 weeks)
Population Size: 10
Sources:
Disc. AE: Toxic reaction (NOS)...
AEs leading to
discontinuation/dose reduction:
Toxic reaction (NOS) (grade 5, 2 patients)
Sources:
AEs

AEs

AESignificanceDosePopulation
Toxic reaction (NOS) grade 5, 2 patients
Disc. AE
234 mg/kg multiple, intravenous
Overdose
Dose: 234 mg/kg
Route: intravenous
Route: multiple
Dose: 234 mg/kg
Sources:
unhealthy, 29 weeks (range: 26-34 weeks)
n = 10
Health Status: unhealthy
Condition: gasping syndrome
Age Group: 29 weeks (range: 26-34 weeks)
Population Size: 10
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer



Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
no [IC50 >10000 uM]
weak [IC50 2440 uM]
weak [IC50 7020 uM]
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Isolation and characterization of a pseudomonas strain that degrades 4-acetamidophenol and 4-aminophenol.
2001
Final report on the safety assessment of Benzyl Alcohol, Benzoic Acid, and Sodium Benzoate.
2001
Bilirubin-albumin binding and free bilirubin.
2001 Dec
Wound healing activity of human placental extracts in rats.
2001 Dec
Competitive binding of aroma compounds by beta-cyclodextrin.
2001 Dec
Isolated mental developmental delay in very low birth weight infants: association with prolonged doxapram therapy for apnea.
2001 Dec
Mechanism of cytochrome P4503A4- and 2D6-catalyzed dehydrogenation of ezlopitant as probed with isotope effects using five deuterated analogs.
2001 Dec
Benzylidene analogs of anabaseine display partial agonist and antagonist properties at the mouse 5-hydroxytryptamine(3A) receptor.
2001 Dec
Inhibition of malonaldehyde formation from blood plasma oxidation by aroma extracts and aroma components isolated from clove and eucalyptus.
2001 Dec
Assembly of a robust, thermally stable porous cobalt(II) nicotinate framework based on a dicobalt carboxylate unit.
2001 Dec 3
A novel, tunable manganese coordination system based on a flexible "spacer" unit: noncovalent templation effects.
2001 Dec 5
Dynamic structures of horse liver alcohol dehydrogenase (HLADH): results of molecular dynamics simulations of HLADH-NAD(+)-PhCH(2)OH, HLADH-NAD(+)-PhCH(2)O(-), and HLADH-NADH-PhCHO.
2001 Dec 5
Benzyl alcohol with epinephrine as an alternative to lidocaine with epinephrine.
2001 Nov
A concise total synthesis of the azaphenanthrene alkaloid eupolauramine.
2001 Nov 30
Biotransformation of benzaldehyde into (R)-phenylacetylcarbinol by filamentous fungi or their extracts.
2001 Oct
Volatiles from Ficus hispida and their attractiveness to fig wasps.
2001 Oct
Metabolism and disposition of the novel antileukaemic drug, benzamide riboside, in the isolated perfused rat liver.
2001 Oct 12
Pharmacodynamics of intravenous and subcutaneous tinzaparin and heparin in healthy volunteers.
2001 Sep 1
Redox chemistry of morpholine-based Os(VI)-hydrazido complexes: trans-[Os(VI)(tpy)(Cl)2(NN(CH2)4O)](2+).
2001 Sep 24
Susceptibility to the ototoxic properties of toluene is species specific.
2002 Apr
Characterization of paint samples used in drinking water reservoirs: identification of endocrine disruptor compounds.
2002 Apr
The depth of porphyrin in a membrane and the membrane's physical properties affect the photosensitizing efficiency.
2002 Apr
An MCASE approach to the search of a cure for Parkinson's Disease.
2002 Apr 2
Composition of the volatiles from intact and mechanically pierced tea aphid-tea shoot complexes and their attraction to natural enemies of the tea aphid.
2002 Apr 24
Identification of a protein-promoting vibration in the reaction catalyzed by horse liver alcohol dehydrogenase.
2002 Apr 3
Preparation of soluble and insoluble polymer supported IBX reagents.
2002 Aug 5
The discovery of PD 89211 and related compounds: selective dopamine D4 receptor antagonists.
2002 Feb
The effect of the nature of H-bonding groups on diffusion through PDMS membranes saturated with octanol and toluene.
2002 Feb
Physico-chemical properties and degradability of non-woven hyaluronan benzylic esters as tissue engineering scaffolds.
2002 Feb
Rate sensitivity of shear-induced changes in the lateral diffusion of endothelial cell membrane lipids: a role for membrane perturbation in shear-induced MAPK activation.
2002 Feb
Sorption of benzoic acid, sorbic acid, benzyl alcohol, and benzalkonium chloride by flexible tubing.
2002 Jan
Disposition of 1-[3-(aminomethyl)phenyl]-N-[3-fluoro-2'- (methylsulfonyl)-[1,1'-biphenyl]-4-yl]-3-(trifluoromethyl)- 1H-pyrazole-5-carboxamide (DPC 423) by novel metabolic pathways. Characterization of unusual metabolites by liquid chromatography/mass spectrometry and NMR.
2002 Jan
The ability of various chemicals to elicit olfactory beta-waves in the pyriform cortex of meadow voles (Microtus pennsylvanicus) and laboratory rats (Rattus norvegicus).
2002 Jan 11
The deprotonation of benzyl alcohol radical cations: a mechanistic dichotomy in the gas phase as in solution.
2002 Jan 18
Flash photolytic generation of o-quinone alpha-phenylmethide and o-quinone alpha-(p-anisyl)methide in aqueous solution and investigation of their reactions in that medium. Saturation of acid-catalyzed hydration.
2002 Jan 30
Effects of butylated hydroxyanisole and butylated hydroxytoluene on DNA adduct formation and arylamine N-acetyltransferase activity in human bladder tumour cells.
2002 Jan-Feb
Mineralization of aromatic compounds by brown-rot basidiomycetes - mechanisms involved in initial attack on the aromatic ring.
2002 Jun
A new amperometric enzyme electrode for alcohol determination.
2002 Jun
SAR and species/stereo-selective metabolism of the sorbitol dehydrogenase inhibitor, CP-470,711.
2002 Jun 3
Investigation of polymeric nanoparticles as carriers of enalaprilat for oral administration.
2002 Jun 4
Microwave-driven zeolite-guest systems show athermal effects from nonequilibrium molecular dynamics.
2002 Jun 5
Volatiles from rhizomes of Rhodiola rosea L.
2002 Mar
Hydroxy-substituted oligopyridine dicarboxamide helical foldamers.
2002 Mar 21
Copper-catalyzed coupling of aryl iodides with aliphatic alcohols.
2002 Mar 21
Yeast-mediated preparation of l-PAC in an organic solvent.
2002 Mar 30
Catalytic degradation of CH2O and C6H5CH2OH in wastewaters.
2002 May
Comparison of the antioxidant properties of HYAFF-11p75, AQUACEL and hyaluronan towards reactive oxygen species in vitro.
2002 May
Essential oil constituents and in vitro antimicrobial activity of Decalepis hamiltonii roots against foodborne pathogens.
2002 May 22
The mediation of veratryl alcohol in oxidations promoted by lignin peroxidase: the lifetime of veratryl alcohol radical cation.
2002 May 3
Diastereoselective reactions of delta-oxy-substituted allylic acetates with organocopper reagents.
2002 May 3

Sample Use Guides

In Vivo Use Guide
Curator's Comment:: Benzyl alcohol is applied as 5% lotion.
4-48 oz (depending on hair lenght) for 7 days
Route of Administration: Topical
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:16:22 UTC 2021
Edited
by admin
on Fri Jun 25 21:16:22 UTC 2021
Record UNII
LKG8494WBH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZYL ALCOHOL
DASH   EP   FCC   FHFI   HSDB   II   INCI   INN   MART.   MI   ORANGE BOOK   USP-RS   VANDF   WHO-DD   WHO-IP  
INN   INCI  
Official Name English
BENZYL ALCOHOL [MI]
Common Name English
(HYDROXYMETHYL)BENZENE
Systematic Name English
ALCOHOL,BENZYL
VANDF  
Common Name English
BENZYL ALCOHOL [MART.]
Common Name English
BENZYL ALCOHOL [FHFI]
Common Name English
INS NO.1519
Code English
FEMA NO. 2137
Code English
BENZALKONIUM CHLORIDE IMPURITY A [EP]
Common Name English
BENZYL ALCOHOL [WHO-IP]
Common Name English
ULESFIA
Brand Name English
BENZYL ALCOHOL [ORANGE BOOK]
Common Name English
E-1519
Code English
ALCOHOL BENZYLICUS [WHO-IP LATIN]
Common Name English
ALCOHOL, BENZYL
Systematic Name English
BENZYL ALCOHOL [HSDB]
Common Name English
PHENYLCARBINOL
Systematic Name English
BENZYL ALCOHOL [WHO-DD]
Common Name English
BENZYL ALCOHOL [INN]
Common Name English
BENZYL ALCOHOL [USP-RS]
Common Name English
BENZYL ALCOHOL [II]
Common Name English
BENZYL ALCOHOL [FCC]
Common Name English
NSC-8044
Code English
BENZYL ALCOHOL [EP MONOGRAPH]
Common Name English
BENZYL ALCOHOL [INCI]
Common Name English
ALCOHOL,BENZYL [VANDF]
Common Name English
INS-1519
Code English
BENZYL ALCOHOL [VANDF]
Common Name English
BENZENEMETHANOL
Systematic Name English
.ALPHA.-HYDROXYTOLUENE
Systematic Name English
Classification Tree Code System Code
JECFA EVALUATION BENZYL ALCOHOL
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
NCI_THESAURUS C28394
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
NDF-RT N0000181811
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
JECFA EVALUATION INS-1519
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION SCCS/1459/11
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
EPA PESTICIDE CODE 9502
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
WHO-ATC P03AX06
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
CFR 21 CFR 172.515
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
Code System Code Type Description
WIKIPEDIA
BENZYL ALCOHOL
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
EPA CompTox
100-51-6
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
NCI_THESAURUS
C77028
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
MERCK INDEX
M2397
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
202-859-9
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZYL ALCOHOL
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY Description: A clear, colourless, oily liquid; odour, slightly aromatic. Solubility: Soluble in water; miscible with ethanol (~750 g/l) TS, ether R, fatty and essential oils. Category: Antimicrobial preservative. Storage: Benzyl alcohol should be kept in a tightly closed container, protected from light. Additional information: Benzyl alcohol is affected by air and light, and should be protected from exposure to excessive heat.
CAS
100-51-6
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
ChEMBL
CHEMBL720
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
DRUG BANK
DB06770
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
EVMPD
SUB05771MIG
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
DRUG CENTRAL
334
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
HSDB
45
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
USP_CATALOG
1061901
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY USP-RS
MESH
D019905
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
INN
923
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
RXCUI
1426
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY RxNorm
PUBCHEM
244
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
FDA UNII
LKG8494WBH
Created by admin on Fri Jun 25 21:16:22 UTC 2021 , Edited by admin on Fri Jun 25 21:16:22 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
IMPURITY -> PARENT
Related Record Type Details
ACTIVE MOIETY
http://apps.who.int/phint/pdf/b/Jb.6.1.50.pdf