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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
359
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
METASOL

Approved Use

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

PubMed

TitleDatePubMed
Benzophenone derivatives and related compounds as potent histamine H3-receptor antagonists and potential PET/SPECT ligands.
2001 Feb
Rhodium-catalyzed Beckmann rearrangement.
2001 Jan 25
Synthesis and biological evaluation of didemnin photoaffinity analogues.
2001 Jul 23
Structure-activity relationships of novel anti-malarial agents: 1. arylacyl and cyclohexylacyl derivatives of 5-amino-2-tolylacetylaminobenzophenone.
2001 Jun
Unusual temperature-dependent diastereoselectivity in the [2 + 2] photocycloaddition (Paternò-Büchi reaction) of benzophenone to cis- and trans-cyclooctene through conformational control.
2001 Mar 14
Oxidation-active flavin models: oxidation of alpha-hydroxy acids by benzo-dipteridine bearing metal-binding site in the presence of divalent metal ion and base in organic solvents.
2001 Mar 21
Amination reactions of aryl halides with nitrogen-containing reagents mediated by palladium/imidazolium salt systems.
2001 Nov 16
Photoimmobilization of biomolecules within a 3-dimensional hydrogel matrix.
2002
Quinoxaline 1,4-dioxides: hypoxia-selective therapeutic agents.
2002 Apr
A comparative photomechanistic study (spin trapping, EPR spectroscopy, transient kinetics, photoproducts) of nucleoside oxidation (dG and 8-oxodG) by triplet-excited acetophenones and by the radicals generated from alpha-oxy-substituted derivatives through Norrish-type I cleavage.
2002 Apr 17
[Determination of alkylphenols, bisphenol A, benzophenone and phthalates in containers of baby food, and migration into food simulants].
2002 Aug
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
Comparison of reporter gene assay and immature rat uterotrophic assay of twenty-three chemicals.
2002 Jan 15
Synthesis and protein kinase inhibitory activity of balanol analogues with modified benzophenone subunits.
2002 Jun 6
Fate of excited probes in micellar systems.
2002 Mar 29
[Cross-reaction potentials of ketoprofen].
2002 May 12
Polarographic determination of phenytoin and benzophenone (as impurity) in pharmaceutical preparations.
2002 May 15
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
Photoinduced electron transfer cleavage of oxetane adducts of uracil and cytosine.
2002 Sep
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
Modulation of GABA(A) receptor-mediated currents by benzophenone derivatives in isolated rat Purkinje neurones.
2002 Sep
Catalytic asymmetric Mannich reactions of glycine derivatives with imines. A new approach to optically active alpha,beta-diamino acid derivatives.
2003 Apr 4
Biochemical and structural studies with prenyl diphosphate analogues provide insights into isoprenoid recognition by protein farnesyl transferase.
2003 Apr 8
Determination of benzophenones in a cosmetic matrix by supercritical fluid extraction and capillary electrophoresis.
2003 Feb 14
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
6
JP2008544015A
1
JP2009265294A
1
JP2009287017A
1
JP2009518465A
4
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 Fri Dec 15 14:57:47 GMT 2023
Edited
by admin
on Fri Dec 15 14:57:47 GMT 2023
Record UNII
701M4TTV9O
Record Status Validated (UNII)
Record Version
  • Download
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 Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
EPA PESTICIDE CODE 315
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID0021961
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
PRIMARY
HSDB
6809
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PRIMARY
RS_ITEM_NUM
1056130
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PRIMARY
CAS
119-61-9
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PRIMARY
EVMPD
SUB13019MIG
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
PRIMARY
WIKIPEDIA
BENZOPHENONE
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
PRIMARY
NSC
8077
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PRIMARY
PUBCHEM
3102
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PRIMARY
MERCK INDEX
m2370
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PRIMARY Merck Index
SMS_ID
100000077159
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PRIMARY
CHEBI
41308
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
PRIMARY
FDA UNII
701M4TTV9O
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
PRIMARY
ECHA (EC/EINECS)
204-337-6
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PRIMARY
DRUG BANK
DB01878
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PRIMARY
RXCUI
18997
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PRIMARY RxNorm
MESH
C047723
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PRIMARY
DAILYMED
701M4TTV9O
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
PRIMARY
JECFA MONOGRAPH
745
Created by admin on Fri Dec 15 14:57:47 GMT 2023 , Edited by admin on Fri Dec 15 14:57:47 GMT 2023
PRIMARY
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Structure of DIPHENHYDRAMINE HYDROCHLORIDE
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Structure of HYDROCODONE BITARTRATE
PARENT -> IMPURITY
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EP
Related Record Type Details
Structure of BENZOPHENONE
ACTIVE MOIETY
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