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Details

Stereochemistry ACHIRAL
Molecular Formula C13H10O
Molecular Weight 182.2179
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZOPHENONE

SMILES

O=C(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=RWCCWEUUXYIKHB-UHFFFAOYSA-N
InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H

HIDE SMILES / InChI
Molecular Formula C13H10O
Molecular Weight 182.2179
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 using several sources including: http://apps.who.int/iris/bitstream/10665/42578/1/WHO_TRS_909.pdf; http://www.fda.gov/food/ingredientspackaginglabeling/foodadditivesingredients/ucm091048.htm; http://www.fda.gov/downloads/drugs/developmentapprovalprocess/developmentresources/over-the-counterotcdrugs/statusofotcrulemakings/ucm090435.pdf; https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=5a68508b-f1fa-4f03-b28a-554e24cf58d6; https://clinicaltrials.gov/ct2/show/NCT01695356?term=BENZOPHENONE&rank=1; https://clinicaltrials.gov/ct2/show/NCT01695356?term=BENZOPHENONE&rank=1; https://www.ncbi.nlm.nih.gov/pubmed/26753716

Benzophenone is the organic compound. It is a flavouring agent evaluated as safe at current levels of intake by joint FAO/WHO Expert Committee on Food Additives (JECFA) and approved by FDA as a food additive and as UV protector. Substituted benzophenones such as oxybenzone (benzophenone-3) and dioxybenzone are used in sunscreens in cosmetics and as a sunscreen ingredients in some topical drugs in combination with skin lighteners for gradual fading of dark (brownish) areas in the skin such as freckles, age and liver spots or treatment of melanosis. Benzophenone derivatives can be used as a photo initiators. Benzophenone used in practical synthesis of some drugs.

Originator

Marvel, C.S.|Sperry, W.M.
1
Curator's Comment: C. S. Marvel and W. M. Sperry described the synthesis of benzothenone in 1928

Approval Year

2009
334
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8360
METASOL

Approved Use

For the gradual fading of dark (brownish) areas in the skin such as freckles, age and liver spots
PubMed

PubMed

TitleDatePubMed
Time-resolved spectroscopy of sulfur- and carboxy-substituted N-alkylphthalimides.
2001 Apr 1
O-Methylephedrine: a versatile and highly efficient ortho-directing group. Synthesis of enantiopure 1,2-disubstituted ferrocene derivatives.
2001 Dec 28
The production of reactive oxygen species by irradiated camphorquinone-related photosensitizers and their effect on cytotoxicity.
2001 May
Comparison of DNA damage photoinduced by ketoprofen, fenofibric acid and benzophenone via electron and energy transfer.
2001 Nov
Hydrogen abstraction from ionic liquids by benzophenone triplet excited states.
2001 Nov 21
[Photoaggravated contact allergy and contact photoallergy caused by ketoprofen: 19 cases].
2001 Oct
Exploration of novel aryl binding sites of farnesyltransferase using molecular modeling and benzophenone-based farnesyltransferase inhibitors.
2001 Sep 13
Solid-phase microextraction and gas chromatography-mass spectrometry analysis of p,p' -DDE in biological samples.
2001 Sep 15
Slow photo-cross-linking kinetics of benzophenone-labeled voltage sensors of ion channels.
2001 Sep 4
Oxygen transfer from sulfoxides: oxidation of alkylarenes catalyzed by a polyoxomolybdate, [PMo12O40]3-.
2002 Apr 24
[Determination of alkylphenols, bisphenol A, benzophenone and phthalates in containers of baby food, and migration into food simulants].
2002 Aug
4,4'-Benzophenone-O,O'-disulfamate: a potent inhibitor of steroid sulfatase.
2002 Aug 19
Migration of surrogate contaminants in paper and paperboard into water through polyethylene coating layer.
2002 Dec
Benzophenone-induced estrogenic potency in ovariectomized rats.
2002 Dec
Structure-reactivity relationships in the photoreduction of n,pi*-excited ketones and azoalkanes: the effect of reaction thermodynamics, excited-state electrophilicity, and antibonding character in the transition state.
2002 Feb
Methionine proximity assay, a novel method for exploring peptide ligand-receptor interaction.
2002 Feb-Nov
Oxidation of sulfides and disulfides under electron transfer or singlet oxygen photosensitization using soluble or grafted sensitizers.
2002 May
[Cross-reaction potentials of ketoprofen].
2002 May 12
Molecular structure of the solvated proton in isolated salts. Short, strong, low barrier (SSLB) H-bonds.
2002 Nov 20
p-Nitrobenzenesulfenate esters as precursors for laser flash photolysis studies of alkyl radicals.
2002 Nov 29
Biotransformation of cyclizine in greyhounds. 2: N(1)-dealkylation and identification of some neutral and phenolic metabolites in canine urine by gas chromatography-mass spectrometry.
2002 Sep
Determination of benzophenones in a cosmetic matrix by supercritical fluid extraction and capillary electrophoresis.
2003 Feb 14
Cryptophycin affinity labels: synthesis and biological activity of a benzophenone analogue of cryptophycin-24.
2003 Feb 24
New series of N-substituted phenyl ketone oxime ethers: synthesis and bovine beta3-adrenergic agonistic activities.
2003 Jan
Tuning copper-dioxygen reactivity and exogenous substrate oxidations via alterations in ligand electronics.
2003 Jan 22
Patents

Patents

JP1013079A
1
JP2000095931A
1
JP2000095933A
1
JP2000109779A
1
JP2000123621A
1
JP2000140758A
1
JP2000158572A
1
JP2000160068A
1
JP2000248252A
1
JP2000302829A
1
JP2000319408A
1
JP2000327951A
2
JP2001523274A
1
JP2002121307A
1
JP2002524517A
4
JP2002524518A
6
JP2003054142A
1
JP2003202669A
1
JP2003207904A
1
JP2003226713A
1
JP2003268048A
1
JP2003313217A
1
JP2004307369A
1
JP2004318111A
5
JP2005171028A
1
JP2006265169A
1
JP2006299017A
1
JP2007199135A
1
JP2007518867A
5
JP2008544015A
1
JP2009265294A
1
JP2009287017A
1
JP2009518465A
3
JP2009519904A
1
JP2009544805A
1
JP2010066443A
1
JP2010160495A
1
JP2010540729A
11
JP2011144491A
1
JP2011508279A
1
JP2011524874A
1
JP2012500210A
1
JP2012500865A
16
JP4119430B2
1
JP4741499B2
1
JP4754824B2
2
JP4834080B2
3
JP4850694B2
1
JP4852410B2
16
JPH01163204A
1
JPH01200337A
1

Sample Use Guides

In Vivo Use Guide
Apply a small amount of gel as a thin layer on the affected area twice daily, or use as directed by a doctor (50 g of gel contains 1 g of hydroquinone and 0.05 g benzophenone)
Route of Administration: Topical
In Vitro Use Guide
The patterned co-culture of different types of living cells in a microfluidic device is crucial for the analysis of cellular interactions and cell-cell communication. Cell patterning was achieved by photocrosslinking 0.2 M benzophenone-4-isocyocyanate in a microfluidic channel. Patterning and co-culture of non-adherent K562 cells and adherent RF-6A cells was achieved by successive rounds of patterning. The present approach is expected to be useful for the development of in vitro methods for studying cell signaling.
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:29:48 UTC 2023
Edited
by admin
on Wed Jul 05 22:29:48 UTC 2023
Record UNII
701M4TTV9O
Record Status Validated (UNII)
Record Version
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Name Type Language
BENZOPHENONE
FCC   FHFI   HSDB   INCI   MI   USP-RS   WHO-DD  
INCI  
Official Name English
Benzophenone [WHO-DD]
Common Name English
BENZOPHENONE [HSDB]
Common Name English
DIPHENYLMETHANONE
Systematic Name English
PHENYTOIN SODIUM IMPURITY A [EP IMPURITY]
Common Name English
PHENYTOIN IMPURITY BENZOPHENONE [USP IMPURITY]
Common Name English
HYDROCODONE HYDROGEN TARTRATE 2.5-HYDRATE IMPURITY H [EP IMPURITY]
Common Name English
BENZOPHENONE [USP IMPURITY]
Common Name English
KAYACURE BP
Common Name English
DIMENHYDRINATE IMPURITY J [EP IMPURITY]
Common Name English
FEMA NO. 2134
Code English
BENZOPHENONE [FHFI]
Common Name English
DIMENHYDRINATE IMPURITY J
EP  
Common Name English
BENZOYLBENZENE
Systematic Name English
ADJUTAN 6016
Common Name English
PHENYL KETONE
Systematic Name English
PHENYTOIN SODIUM IMPURITY BENZOPHENONE [USP IMPURITY]
Common Name English
DIPHENHYDRAMINE HYDROCHLORIDE IMPURITY E [EP IMPURITY]
Common Name English
DIPHENYL KETONE
Systematic Name English
NSC-8077
Code English
.ALPHA.-OXODIPHENYLMETHANE
Common Name English
BENZOPHENONE [INCI]
Common Name English
BENZOPHENONE [FCC]
Common Name English
DAROCUR BP
Common Name English
DIPHENHYDRAMINE IMPURITY E
Common Name English
.ALPHA.-OXODITANE
Common Name English
BENZOPHENONE [MI]
Common Name English
BENZOPHENONE [IARC]
Common Name English
SPEEDCURE BP
Common Name English
BENZOPHENONE [USP-RS]
Common Name English
PHENYTOIN IMPURITY A [EP IMPURITY]
Common Name English
Classification Tree Code System Code
JECFA EVALUATION BENZOPHENONE
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
CFR 21 CFR 172.515
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
EPA PESTICIDE CODE 315
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID0021961
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
HSDB
6809
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
RS_ITEM_NUM
1056130
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
CAS
119-61-9
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
EVMPD
SUB13019MIG
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
WIKIPEDIA
BENZOPHENONE
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
NSC
8077
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
PUBCHEM
3102
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
MERCK INDEX
M2370
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY Merck Index
SMS_ID
100000077159
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
CHEBI
41308
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
FDA UNII
701M4TTV9O
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
ECHA (EC/EINECS)
204-337-6
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
DRUG BANK
DB01878
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
RXCUI
18997
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY RxNorm
MESH
C047723
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
DAILYMED
701M4TTV9O
Created by admin on Wed Jul 05 22:29:49 UTC 2023 , Edited by admin on Wed Jul 05 22:29:49 UTC 2023
PRIMARY
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Related Record Type Details
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