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
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
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 |
DescriptionSources: http://www.drugbank.ca/drugs/DB01878Curator'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
Sources: http://www.drugbank.ca/drugs/DB01878
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
Sources: http://www.orgsyn.org/demo.aspx?prep=cv1p0095
Curator's Comment: C. S. Marvel and W. M. Sperry described the synthesis of benzothenone in 1928
Approval Year
PubMed
Title | Date | PubMed |
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Time-resolved spectroscopy of sulfur- and carboxy-substituted N-alkylphthalimides. | 2001 Apr 1 |
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Synthesis, molecular modeling, and structure-activity relationship of benzophenone-based CAAX-peptidomimetic farnesyltransferase inhibitors. | 2001 Aug 30 |
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Benzophenone derivatives and related compounds as potent histamine H3-receptor antagonists and potential PET/SPECT ligands. | 2001 Feb |
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Three xanthones and a benzophenone from Garcinia mangostana. | 2001 Jul |
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Synthesis and biological evaluation of didemnin photoaffinity analogues. | 2001 Jul 23 |
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Structure-activity relationships of novel anti-malarial agents: 1. arylacyl and cyclohexylacyl derivatives of 5-amino-2-tolylacetylaminobenzophenone. | 2001 Jun |
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An iridoid gentiobioside, a benzophenone glucoside and acylated flavone C-glycosides from Tripterospermum japonicum (Sieb. et Zucc.) Maxim. | 2001 Jun |
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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 |
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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 |
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[Allergies to ketoprofen gels]. | 2001 Mar 31 |
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Report of 19 cases of photoallergic contact dermatitis to sunscreens seen at the Skin and Cancer Foundation. | 2001 Nov |
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Pestalone, a new antibiotic produced by a marine fungus in response to bacterial challenge. | 2001 Nov |
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Amination reactions of aryl halides with nitrogen-containing reagents mediated by palladium/imidazolium salt systems. | 2001 Nov 16 |
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Synthesis, structure, and reactions of (acylimino)triaryl-lambda(5)-bismuthanes: first comparative study of the (acylimino)pnictorane series. | 2001 Nov 7 |
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The [2+2]-photocycloaddition of aromatic aldehydes and ketones to 3,4-dihydro-2-pyridones: regioselectivity, diastereoselectivity, and reductive ring opening of the product oxetanes. | 2001 Oct 15 |
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Solid-phase microextraction and gas chromatography-mass spectrometry analysis of p,p' -DDE in biological samples. | 2001 Sep 15 |
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The use of a photoactivatable kaempferol analogue to probe the role of flavonol 3-O-galactosyltransferase in pollen germination. | 2002 |
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Experimental study on phototoxicity and the photosensitization potential of ketoprofen, suprofen, tiaprofenic acid and benzophenone and the photocross-reactivity in guinea pigs. | 2002 Apr |
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Two benzophenone O-arabinosides and a chromone from Hypericum annulatum. | 2002 Apr |
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Quinoxaline 1,4-dioxides: hypoxia-selective therapeutic agents. | 2002 Apr |
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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 |
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New photoactivators for multiphoton excited three-dimensional submicron cross-linking of proteins: bovine serum albumin and type 1 collagen. | 2002 Aug |
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4,4'-Benzophenone-O,O'-disulfamate: a potent inhibitor of steroid sulfatase. | 2002 Aug 19 |
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Benzophenone-induced estrogenic potency in ovariectomized rats. | 2002 Dec |
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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 |
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Structure-based design of cyclooxygenase-2 selectivity into ketoprofen. | 2002 Feb 25 |
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Stereoselective intramolecular hydrogen abstraction by a chiral benzophenone derivative. | 2002 Feb 7 |
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Methionine proximity assay, a novel method for exploring peptide ligand-receptor interaction. | 2002 Feb-Nov |
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The polymer-supported phospholipid bilayer: tethering as a new approach to substrate-membrane stabilization. | 2002 Jan-Feb |
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Relationship between estrogen receptor-binding and estrogenic activities of environmental estrogens and suppression by flavonoids. | 2002 Jul |
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New cytotoxic coumarins and prenylated benzophenone derivatives from the bark of Ochrocarpos punctatus from the Madagascar rainforest. | 2002 Jul |
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Benzoic acid biosynthesis in cell cultures of Hypericum androsaemum. | 2002 Mar |
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Photochemistry of benzophenone immobilized in a major groove of DNA: formation of thermally reversible interstrand cross-link. | 2002 Mar 13 |
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Photoinduced electron transfer cleavage of oxetane adducts of uracil and cytosine. | 2002 Sep |
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Biochemical and structural studies with prenyl diphosphate analogues provide insights into isoprenoid recognition by protein farnesyl transferase. | 2003 Apr 8 |
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Structure-activity relationships of novel anti-malarial agents: part 5. N-(4-acylamino-3-benzoylphenyl)-[5-(4-nitrophenyl)-2-furyl]acrylic acid amides. | 2003 Feb 10 |
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Determination of benzophenones in a cosmetic matrix by supercritical fluid extraction and capillary electrophoresis. | 2003 Feb 14 |
Patents
Sample Use Guides
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26753716
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
Edited
Fri Dec 16 15:46:17 UTC 2022
by
admin
on
Fri Dec 16 15:46:17 UTC 2022
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Record UNII |
701M4TTV9O
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Record Status |
Validated (UNII)
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Record Version |
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Classification Tree | Code System | Code | ||
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JECFA EVALUATION |
BENZOPHENONE
Created by
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CFR |
21 CFR 172.515
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EPA PESTICIDE CODE |
315
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Code System | Code | Type | Description | ||
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DTXSID0021961
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PRIMARY | |||
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6809
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1056130
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119-61-9
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SUB13019MIG
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BENZOPHENONE
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8077
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3102
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M2370
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PRIMARY | Merck Index | ||
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41308
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701M4TTV9O
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204-337-6
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DB01878
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18997
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C047723
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701M4TTV9O
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