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

Details

Stereochemistry ACHIRAL
Molecular Formula C7H6O
Molecular Weight 106.1219
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZALDEHYDE

SMILES

O=CC1=CC=CC=C1

InChI

InChIKey=HUMNYLRZRPPJDN-UHFFFAOYSA-N
InChI=1S/C7H6O/c8-6-7-4-2-1-3-5-7/h1-6H

HIDE SMILES / InChI

Molecular Formula C7H6O
Molecular Weight 106.1219
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Benzaldehyde is the simplest and possibly the most industrially useful member of the family of aromatic aldehydes. Benzaldehyde exists in nature, primarily in combined forms such as a glycoside in almond, apricot, cherry, and peach seeds. The characteristic benzaldehyde odor of oil of bitter almond occurs because of trace amounts of free benzaldehyde formed by hydrolysis of the glycoside amygdalin. Benzaldehyde is a versatile intermediate because of its reactive aldehyde hydrogen, its carbonyl group, and the benzene ring. Benzaldehyde is formed from phenylpyruvic acid, derived by the aminotransferase activity on phenylalanine, in the presence of high levels of Mn2+, and contributes to the generation of flavor compound during cheese ripening. Benzaldehyde is a synthetic flavoring substance, sanctioned by the U.S. Food and Drug Administration (FDA) to be generally recognized as safe (GRAS) for foods. Benzaldehyde is also recognized as safe for use as a bee repellant in the harvesting of honey. Benzaldehyde's most important use is in organic synthesis, where it is the raw material utilized to produce various aldehydes. Because Benzaldehyde rapidly metabolizes to Benzoic Acid in the skin, the available dermal irritation and sensitization data demonstrating no adverse reactions to Benzoic Acid were considered supportive of the safety of Benzaldehyde.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
NYSTATIN

Approved Use

Nystatin Oral Suspension is indicated for the treatment of candidiasis in the oral cavity

Launch Date

5.7300478E11
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

PubMed

PubMed

TitleDatePubMed
Binding and incorporation of 4-trans-(N,N-dimethylamino) cinnamaldehyde by aldehyde dehydrogenase.
1999 Aug
Inactivation of aldophosphamide by human aldehyde dehydrogenase isozyme 3.
2000 Aug 1
Rat liver constitutive and phenobarbital-inducible cytosolic aldehyde dehydrogenases are highly homologous proteins that function as distinct isozymes.
2000 Sep 12
Facile synthesis of (R)-4-mercaptopyrrolidine-2-thione from L-aspartic acid.
2001 Apr
Shifting the biotransformation pathways of L-phenylalanine into benzaldehyde by Trametes suaveolens CBS 334.85 using HP20 resin.
2001 Apr
Amine oxidase-like activity of polyphenols. Mechanism and properties.
2001 Apr
Catalyzed asymmetric dialkylzinc addition to benzaldehyde in the presence of new chiral ligands--delta-(1-phenethyl)aminoalcohols.
2001 Aug
Synthesis, structure, and redox and catalytic properties of a new family of ruthenium complexes containing the tridentate bpea ligand.
2001 Aug 13
Odor exposure causes central adaptation and morphological changes in selected olfactory glomeruli in Drosophila.
2001 Aug 15
Increasing the number of synapses modifies olfactory perception in Drosophila.
2001 Aug 15
The application of chiral aminonaphthols in the enantioselective addition of diethylzinc to aryl aldehydes.
2001 Aug 23
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
Non-covalent binding of benzaldehyde to beta-lactoglobulin: characterisation by spectrofluorimetry and electrospray ionisation mass-spectrometry.
2001 Feb
N-Acyl-1,2,3,4a,5,10b-hexahydro-[1]benzopyrano-[3,4-b][1,4]oxazine-9-carbonitriles as bladder-selective potassium channel openers.
2001 Feb
Lupeol, a triterpene, inhibits early responses of tumor promotion induced by benzoyl peroxide in murine skin.
2001 Feb
Trianthenol: an antifungal tetraterpenoid from Trianthema portulacastrum (Aizoaceae).
2001 Jan
10-Deacetyl baccatin III dimethyl sulfoxide disolvate.
2001 Jan
Effects of benzyl isothiocyanate on rat and human cytochromes P450: identification of metabolites formed by P450 2B1.
2001 Jan
On-road emissions of carbonyls from light-duty and heavy-duty vehicles.
2001 Jan 1
Anomalous Zemplén deacylation reactions of alpha- and beta-D-mannopyranoside derivatives.
2001 Jan 30
The efficacy and safety of a combination benzoyl peroxide/clindamycin topical gel compared with benzoyl peroxide alone and a benzoyl peroxide/erythromycin combination product.
2001 Jan-Feb
4-(Benzoylindolizinyl)butyric acids; novel nonsteroidal inhibitors of steroid 5alpha-reductase. III.
2001 Jul
Differential effects of naturally occurring isothiocyanates on the activities of cytochrome P450 2E1 and the mutant P450 2E1 T303A.
2001 Jul 1
Diastereoselective inter- and intramolecular pinacol coupling of aldehydes promoted by monomeric titanocene(II) complex Cp(2)TiPh.
2001 Jun 1
High-performance liquid chromatographic method development and validation for the simultaneous quantitation of naproxen sodium and pseudoephedrine hydrochloride impurities.
2001 Mar
Crystal structure analysis and chiral recognition study of Delta-[Ru(bpy)2(py)2][(+)-O,O'-dibenzoylD-tartrate].12H2O and Lambda-[Ru(bpy)2(py)2][(-)-O,O'-dibenzoyl-L-tartrate].12H2O.
2001 Mar 12
Headspace analysis of engine oil by gas chromatography/mass spectrometry.
2001 Mar 15
Reactions of PhSCH(2)Li and NCCH(2)Li with benzaldehyde and benzophenone: when does the mechanism change from ET to polar?
2001 Mar 23
Regulation of distinct attractive and aversive mechanisms mediating benzaldehyde chemotaxis in Caenorhabditis elegans.
2001 May-Jun
Hydrogen peroxide triggers the formation of a disulfide dimer of muscle acylphosphatase and modifies some functional properties of the enzyme.
2001 Nov 9
Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors.
2001 Sep
Conversion of amino acids into aroma compounds by cell-free extracts of Lactobacillus helveticus.
2001 Sep
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:52:45 UTC 2023
Edited
by admin
on Wed Jul 05 22:52:45 UTC 2023
Record UNII
TA269SD04T
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZALDEHYDE
FCC   FHFI   HSDB   II   INCI   MART.   MI   USP-RS  
INCI  
Official Name English
FEMA NO. 2127
Code English
BENZALDEHYDE [FCC]
Common Name English
BENZALDEHYDE [FHFI]
Common Name English
FENTANYL IMPURITY E [EP IMPURITY]
Common Name English
AMFETAMINE SULFATE IMPURITY D [EP IMPURITY]
Common Name English
GLYCOPYRRONIUM BROMIDE IMPURITY F [EP IMPURITY]
Common Name English
PHENYLFORMALDEHYDE
Systematic Name English
BENZALDEHYDE [HSDB]
Common Name English
BENZALDEHYDE [MART.]
Common Name English
ARTIFICIAL ALMOND OIL
Common Name English
BENZOYLL PEROXIDE HYDROUS IMPURITY A [EP IMPURITY]
Common Name English
Benzaldehyde spirit [WHO-DD]
Common Name English
BENZOIC ALDEHYDE
Common Name English
NSC-7917
Code English
BENZALDEHYDE [USP IMPURITY]
Common Name English
BENZALDEHYDE [MI]
Common Name English
NCI-C56133
Common Name English
BENZALKONIUM CHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
BENZALDEHYDE [II]
Common Name English
TRIBENOSIDE IMPURITY C [EP IMPURITY]
Common Name English
PHENYLMETHANAL
Systematic Name English
HYDROUS BENZOYL PEROXIDE IMPURITY A [EP IMPURITY]
Common Name English
BENZALDEHYDE [USP-RS]
Common Name English
BENZALDEHYDE [VANDF]
Common Name English
BENZENECARBOXALDEHYDE
Systematic Name English
FENTANYL CITRATE IMPURITY E [EP IMPURITY]
Common Name English
BENZOIC ACID ALDEHYDE
Common Name English
BENZYL ALCOHOL IMPURITY A [EP IMPURITY]
Common Name English
BENZALDEHYDE [INCI]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION BENZALDEHYDE
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
EPA PESTICIDE CODE 8601
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
EC SCIENTIFIC COMMITTEE ON CONSUMER SAFETY OPINION SCCS/1459/11
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
DEA NO. 8256
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
Code System Code Type Description
FDA UNII
TA269SD04T
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
ECHA (EC/EINECS)
202-860-4
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
NSC
7917
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
CHEBI
17169
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
SMS_ID
100000129170
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
DAILYMED
TA269SD04T
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
EPA CompTox
DTXSID8039241
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
NCI_THESAURUS
C2591
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
MERCK INDEX
M2330
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY Merck Index
RXCUI
1314334
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY RxNorm
ChEMBL
CHEMBL15972
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
EVMPD
SUB37594
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
PUBCHEM
240
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
RS_ITEM_NUM
1050905
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
CAS
100-52-7
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
HSDB
388
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
CONCEPT Industrial Aid
WIKIPEDIA
BENZALDEHYDE
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
MESH
C032175
Created by admin on Wed Jul 05 22:52:46 UTC 2023 , Edited by admin on Wed Jul 05 22:52:46 UTC 2023
PRIMARY
Related Record Type Details
PARENT->PRECURSOR
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT->PRECURSOR
Related Record Type Details
PARENT -> IMPURITY
PARENT -> IMPURITY
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
impurity C: not more than twice the area of the corresponding peak in the chromatogram obtained with reference solution (a) (0.5 per cent); if the area of the peak due to impurity C in the chromatogram obtained with the test solution is greater than the area of the corresponding peak in the chromatogram obtained with reference solution (a) (0.25 per cent), dilute the test solution to obtain an area equal to or smaller than the area of the peak in the chromatogram obtained with reference solution (a); calculate the content of impurity C taking into account the dilution factor;
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
0.05% FOR PARENTERAL
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
USP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
ACTIVE MOIETY