Benzoin

Identification

Name
Benzoin
Accession Number
DB14020
Type
Small Molecule
Groups
Approved, Experimental
Description

Benzoin is a white crystalline compound prepared by condensation of benzaldehyde in potassium cyanide, and is used in organic syntheses. This should not be confused with benzoin gum from STYRAX (see Benzoin resin). Benzoin is an FDA-approved colour additive used for marking fruits and vegetables.

Structure
Thumb
Synonyms
  • (+-)-Benzoin
  • 2-Hydroxy-1,2-diphenylethanone
  • Aerozoin
  • alpha-Hydroxy-alpha-phenylacetophenone
  • alpha-Hydroxybenzyl phenyl ketone
  • Benzoin extract (resinoid)
  • Benzoylphenylcarbinol
  • Hydroxy-2-phenyl acetophenone
  • Phenyl-alpha-hydroxybenzyl ketone
  • phenyl-α-hydroxybenzyl ketone
  • Phenylbenzoyl carbinol
  • α-hydroxy-α-phenylacetophenone
External IDs
WY 42956 / WY-42956
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Benzoinspray - Aer 25%Aerosol25 %TopicalPharmascience Inc1997-09-292016-10-28Canada
Compound Benzoin Tincture USP 10% SwabstickTincture10 %TopicalProfessional Disposables International, Inc.1993-11-112012-07-31Canada
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
BenzoinBenzoin (0.6 g/0.6mL) + Aloe Vera Leaf (.12 g/.12mL) + Liquidambar styraciflua resin (.48 g/.48mL) + Tolu balsam (.24 g/.24mL)SwabTopicalJames Alexander Corporation1976-10-25Not applicableUs
Chase ColdsorexBenzoin (12.46 %) + Camphor (3 %) + Menthol (0.62 %) + Myrrh (5 %)LiquidTopicalStella Pharmaceutical Canada Inc.1997-09-042003-11-20Canada
Cold Sore LotionBenzoin (94 %) + Camphor (4 %) + Menthol (2 %)LotionTopicalStanley Pharmaceuticals, A Division Of Vita Health Products Inc.1982-12-312002-07-31Canada
Cold Sore LotionBenzoin (2.505 g) + Benzocaine (2 g) + Camphor (10 g) + Menthol (200 mg) + Myrrh (3.84 g)LotionTopicalD.C. Labs Limited1966-12-312003-07-11Canada
Compound Benzoin Tincture USPBenzoin (10 %) + Ethanol (77 %)TinctureTopicalMedi Flex Inc.1998-08-312002-06-26Canada
Lotion Pour Feux SauvagesBenzoin (25 %) + Camphor (4 %) + Menthol (1.2 %) + Myrrh (25 %)LiquidTopicalSabex Inc1990-12-312001-08-02Canada
Skin-E-dip OntBenzoin (1.8 %) + Zinc oxide (7 %)OintmentTopicalUnited Bakers Corp1992-12-312015-05-26Canada
Tuffner Clear SprayBenzoin (3 %) + Ethyl chloride (12 %)AerosolTopicalMueller Sports Medicine, Inc.1970-12-312003-08-01Canada
Categories
UNII
L7J6A1NE81
CAS number
119-53-9
Weight
Average: 212.2439
Monoisotopic: 212.083729628
Chemical Formula
C14H12O2
InChI Key
ISAOCJYIOMOJEB-UHFFFAOYSA-N
InChI
InChI=1S/C14H12O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13,15H
IUPAC Name
2-hydroxy-1,2-diphenylethan-1-one
SMILES
OC(C(=O)C1=CC=CC=C1)C1=CC=CC=C1

Pharmacology

Indication

No approved therapeutic indications.

Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption

No pharmacokinetic data available.

Volume of distribution

No pharmacokinetic data available.

Protein binding

No pharmacokinetic data available.

Metabolism

No pharmacokinetic data available.

Route of elimination

No pharmacokinetic data available.

Half life

No pharmacokinetic data available.

Clearance

No pharmacokinetic data available.

Toxicity

Oral LD50 in rat is 10,000 mg/kg and dermal LD50 in rabbit is 8870 mg/kg [MSDS].

Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB0032039
KEGG Compound
C01408
ChemSpider
8093
BindingDB
22728
ChEBI
17682
ChEMBL
CHEMBL190677
Wikipedia
Benzoin
MSDS
Download (74.3 KB)

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
SwabTopical
AerosolTopical25 %
LotionTopical
TinctureTopical
TinctureTopical10 %
LiquidTopical
OintmentTopical
AerosolTopical
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)134-138MSDS
boiling point (°C)194MSDS
Predicted Properties
PropertyValueSource
Water Solubility0.561 mg/mLALOGPS
logP2.64ALOGPS
logP2.65ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)12.62ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity62.52 m3·mol-1ChemAxon
Polarizability22.45 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
GC-MS Spectrum - EI-BGC-MSsplash10-0a4i-0900000000-b0ec63ecab48679dd41a
GC-MS Spectrum - EI-BGC-MSsplash10-0a6r-6900000000-2f572dbc9a49f3d86fa6
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-0fb9-1900000000-96773244d2cba7c024ae
GC-MS Spectrum - GC-EI-TOFGC-MSsplash10-004i-2900000000-ccb5c52e6567e1dffec5
Mass Spectrum (Electron Ionization)MSsplash10-0a6r-8900000000-6d617b005827df08dce0
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-000t-0900000000-6b3b67a4498bb2a50054
MS/MS Spectrum - Linear Ion Trap , positiveLC-MS/MSsplash10-001l-0900000000-ba590db9702956fdbc3f

Taxonomy

Classification
Not classified

Drug created on May 03, 2018 12:10 / Updated on November 02, 2018 07:49