Phenylacetone

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H10O
Molecular Weight	134.1751
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(=O)CC1=CC=CC=C1

InChI

InChIKey=QCCDLTOVEPVEJK-UHFFFAOYSA-N

InChI=1S/C9H10O/c1-8(10)7-9-5-3-2-4-6-9/h2-6H,7H2,1H3

HIDE SMILES / InChI

Molecular Formula	C9H10O
Molecular Weight	134.1751
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 209 Target ID: O42275 Gene ID: NA Gene Symbol: ache Target Organism: Electrophorus electricus (Electric eel) (Gymnotus electricus) Sources: https://www.ncbi.nlm.nih.gov/pubmed/20963	Inhibitor 8504

PubMed

Title	Date	PubMed
Investigating the coenzyme specificity of phenylacetone monooxygenase from Thermobifida fusca.	2010-11	20703875
Improved synthesis of (S)-1-phenyl-2-propanol in high concentration with coupled whole cells of Rhodococcus erythropolis and Bacillus subtilis on preparative scale.	2010-11	20490950
Phytoconstituents from Alpinia purpurata and their in vitro inhibitory activity against Mycobacterium tuberculosis.	2010-10	21120040
Defensive secretions in three species of polydesmids (Diplopoda, Polydesmida, Polydesmidae).	2010-09	20809146
Detection of volatile indicators of illicit substances by the olfactory receptors of Drosophila melanogaster.	2010-09	20530374
Sequencing around 5-hydroxyconiferyl alcohol-derived units in caffeic acid O-methyltransferase-deficient poplar lignins.	2010-06	20427467
CE assay for simultaneous determination of charged and neutral impurities in dexamphetamine sulfate using a dual CD system.	2010-05	20358547
New chiral phosphoramidite complexes of iron as catalytic precursors in the oxidation of activated methylene groups.	2010-04-12	20428070
Azido-(benzoyl-acetonato-κO,O')[1-phenyl-3-(2-pyridylmethyl-imino)but-1-en-1-olato-κN,N',O]cobalt(III).	2010-02-03	21580204
Diethyl 4-(2,4-dichloro-phen-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxyl-ate.	2010-01-16	21579787
The Catalytic Function of Nonheme Iron (III) Complex for Hydrocarbon Oxidation.	2010	20689711
Laboratory evolution of robust and enantioselective Baeyer-Villiger monooxygenases for asymmetric catalysis.	2009-10-28	19807086
Halonium ion-assisted deiodination of styrene-based vicinal iodohydrins followed by rearrangement through phenyl migration.	2009-10-16	19764730
p-Aminophenylacetic acid-mediated synthesis of monodispersed titanium oxide hybrid microspheres in ethanol solution.	2009-10-15	19616218
2,3,6-Triphenyl-piperidin-4-one.	2009-09-12	21577886
Characterization of route specific impurities found in methamphetamine synthesized by the Leuckart and reductive amination methods.	2009-09-01	19637924
Isopropyl 2-[5-(4-hydroxy-phen-yl)-3-methyl-sulfanyl-1-benzofuran-2-yl]acetate.	2009-08-29	21577662
Comparative analysis of 1-phenyl-2-propanone (P2P), an amphetamine-type stimulant precursor, using stable isotope ratio mass spectrometry: presented in part as a poster at the 2nd meeting of the Joint European Stable Isotope User Meeting (JESIUM), Giens, France, September 2008.	2009-06	19606587
Trace evidence of trans-phenylpropene as a marker of smoked methamphetamine.	2008-10	19007525
N-cyanomethyl-N-methyl-1-(3',4'-methylenedioxyphenyl)-2-propylamine: an MDMA manufacturing by-product.	2008-09	18637869
Kinetic mechanism of phenylacetone monooxygenase from Thermobifida fusca.	2008-04-01	18321069
Chronic experimental diabetes accelerates urinary elimination of deprenyl and its metabolites.	2008-01-10	19662137
Development of a harmonised method for the profiling of amphetamines VI: Evaluation of methods for comparison of amphetamine.	2007-06-14	17182203
Development of a harmonised method for the profiling of amphetamines: III. Development of the gas chromatographic method.	2007-06-14	17174497
Development of a harmonised method for the profiling of amphetamines: IV. Optimisation of sample preparation.	2007-06-14	17134863
Diffusion measurements in binary liquid mixtures by Raman spectroscopy.	2007-04	17456254
A Thermoanaerobacter ethanolicus secondary alcohol dehydrogenase mutant derivative highly active and stereoselective on phenylacetone and benzylacetone.	2007-02	17283007
Asymmetric reduction and oxidation of aromatic ketones and alcohols using W110A secondary alcohol dehydrogenase from Thermoanaerobacter ethanolicus.	2007-01-05	17194078
Rotational spectra and conformational structures of 1-phenyl-2-propanol, methamphetamine, and 1-phenyl-2-propanone.	2006-12-14	17149832
Antioxidant effects of glutathione and IGF in a hyperglycaemic cell culture model of fibroblasts: some actions of advanced glycaemic end products (AGE) and nicotine.	2006-09	17017979
Identification of impurities and the statistical classification of methamphetamine using headspace solid phase microextraction and gas chromatography-mass spectrometry.	2006-06-27	16188412
Synthesis, isolation, and structural characterization of the C4h isomer of metal(1,2-naphthalocyanine) and its one-dimensional conductor of the axially substituted species.	2006-05-15	16676978
Towards practical biocatalytic Baeyer-Villiger reactions: applying a thermostable enzyme in the gram-scale synthesis of optically-active lactones in a two-liquid-phase system.	2005-10-07	16542025
Development of a harmonized method for the profiling of amphetamines. I. Synthesis of standards and compilation of analytical data.	2005-05-10	15749364
1,4- and 2,4-substituted-1,2,3-triazoles as potential potassium channel activators. VII.	2005-05	15910810
Discovery of a thermostable Baeyer-Villiger monooxygenase by genome mining.	2005-01	15599520
Impurity profiling/comparative analyses of samples of 1-phenyl-2-propanone.	2005	21338015
Impurity profiling of methamphetamine hydrochloride drugs seized in the Philippines.	2004-08-11	15240018
Cholesterol-lowering properties of Ganoderma lucidum in vitro, ex vivo, and in hamsters and minipigs.	2004-02-18	14969592
The prodrug activator EtaA from Mycobacterium tuberculosis is a Baeyer-Villiger monooxygenase.	2004-01-30	14610090
Convergent synthesis and preliminary biological evaluations of the stilbenolignan (+/-)-aiphanol and various congeners.	2003-07-21	12956057
Cerium(III) chloride-mediated reactions of sulfonamide dianions.	2003-06-27	12816492
Microbial degradation of illicit drugs, their precursors, and manufacturing by-products: implications for clandestine drug laboratory investigation and environmental assessment.	2003-06-24	12842360
Anise oil as para-methoxyamphetamine (PMA) precursor.	2003-04-23	12742705
[The enhancement effect of emulsion in flame atomic absorption spectrometry].	2002-08	12938401
The modulation of androgen metabolism by estradiol, minocycline, and indomethacin in a cell culture model.	2002-06	12083529
SPME/GC-MS characterization of volatiles associated with methamphetamine: toward the development of a pseudomethamphetamine training material.	2001-09	11569539
A re-examination of the mono-methoxy positional ring isomers of amphetamine, methamphetamine and phenyl-2-propanone.	2001-06-15	11376983

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:56:29 GMT 2025` Edited by `admin` on `Mon Mar 31 17:56:29 GMT 2025`
Record UNII	O7IZH10V9Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DEXTROAMPHETAMINE RELATED COMPOUND B

Preferred Name

English

Phenylacetone

Systematic Name

English

1-PHENYL-2-PROPANONE

Systematic Name

English

METHYL BENZYL KETONE

Systematic Name

English

BENZYL METHYL KETONE

Systematic Name

English

DEXTROAMPHETAMINE RELATED COMPOUND B [USP-RS]

Common Name

English

AMFETAMINE SULFATE IMPURITY B [EP IMPURITY]

Common Name

English

NSC-9827

Code

English

DEXTROAMPHETAMINE RELATED COMPOUND B [USP IMPURITY]

Common Name

English

DEXTROAMPHETAMINE RELATED COMPOUND B CII

Common Name

English

PHENYLACETONE [MI]

Common Name

English

Classification Tree Code System Code

DEA NO.

8501