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Details

Stereochemistry ACHIRAL
Molecular Formula C14H10O4
Molecular Weight 242.2268
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Benzoyl peroxide

SMILES

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

InChI

InChIKey=OMPJBNCRMGITSC-UHFFFAOYSA-N
InChI=1S/C14H10O4/c15-13(11-7-3-1-4-8-11)17-18-14(16)12-9-5-2-6-10-12/h1-10H

HIDE SMILES / InChI

Molecular Formula C14H10O4
Molecular Weight 242.2268
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Benzoyl peroxide (BPO) is an organic compound in the peroxide family. It consists of two benzoyl groups bridged by a peroxide link. It is one of the most important organic peroxides in terms of applications and the scale of its production. Benzoyl peroxide is used as an acne treatment, for bleaching hair and teeth. Adverse reactions are: dryness and urticarial reaction, contact dermatitis, application site burning, application site irritation and skin irritation.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
BENZAMYCIN PAK

Approved Use

Benzamycin pak (erythromycin 3%-benzoyl peroxide 5% topical gel) is indicated for the topical treatment of acne vulgaris.

Launch Date

9.7528322E11
Doses

Doses

DosePopulationAdverse events​
10 % 2 times / day multiple, topical
Highest studied dose
Dose: 10 %, 2 times / day
Route: topical
Route: multiple
Dose: 10 %, 2 times / day
Sources:
unhealthy, 20 years
n = 25
Health Status: unhealthy
Condition: acne vulgaris
Age Group: 20 years
Sex: M+F
Population Size: 25
Sources:
Other AEs: Peeling, Erythema...
Other AEs:
Peeling (moderate, 55%)
Erythema (moderate, 30%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Erythema moderate, 30%
10 % 2 times / day multiple, topical
Highest studied dose
Dose: 10 %, 2 times / day
Route: topical
Route: multiple
Dose: 10 %, 2 times / day
Sources:
unhealthy, 20 years
n = 25
Health Status: unhealthy
Condition: acne vulgaris
Age Group: 20 years
Sex: M+F
Population Size: 25
Sources:
Peeling moderate, 55%
10 % 2 times / day multiple, topical
Highest studied dose
Dose: 10 %, 2 times / day
Route: topical
Route: multiple
Dose: 10 %, 2 times / day
Sources:
unhealthy, 20 years
n = 25
Health Status: unhealthy
Condition: acne vulgaris
Age Group: 20 years
Sex: M+F
Population Size: 25
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Current issues in antimicrobial therapy for the treatment of acne.
2001
Comparison of the efficacy and safety of a combination topical gel formulation of benzoyl peroxide and clindamycin with benzoyl peroxide, clindamycin and vehicle gel in the treatments of acne vulgaris.
2001
Evaluation of certain food additives and contaminants.
2001
Interleukin-6 expression by osteoblast-like MG63 cells challenged with four acrylic bone cements.
2001
Characterization of powder components of commercial bone cements.
2001 Dec
A double-blind investigation of the potential systemic absorption of isotretinoin, when combined with chemical sunscreens, following topical application to patients with widespread acne of the face and trunk.
2001 Jan-Feb
Analysis for organic residues from aids to polymerization used to make plastics intended for food contact.
2001 May
The radical-chain addition of aldehydes to alkenes by the use of N-hydroxyphthalimide (NHPI) as a polarity-reversal catalyst.
2001 Nov 21
[Optimized polymethyl methacrylate-embedding enables exact section examination of the femur with an uncemented femoral stem].
2001 Nov-Dec
The stability of benzoyl peroxide by isothermal microcalorimetry.
2001 Oct 4
Characterization of new acrylic bone cements prepared with oleic acid derivatives.
2002
Consideration on the formulation of benzoyl peroxide at ambient temperature: choice of non-polar solvent and preparation of submicron emulsion gels.
2002 Aug
Studies on MMA-tBB resin. I. Comparison of TBB and other initiators in the polymerization of PMMA/MMA resin.
2002 Dec
Optimizing the use of tazarotene for the treatment of facial acne vulgaris through combination therapy.
2002 Feb
Scavenging of benzylperoxyl radicals by carotenoids.
2002 Feb
The effect of benzoyl peroxide and benzoyl peroxide/erythromycin combination on the antioxidative defence system in papulopustular acne.
2002 Jan-Feb
A randomized, double-blind comparison of a clindamycin phosphate/benzoyl peroxide gel formulation and a matching clindamycin gel with respect to microbiologic activity and clinical efficacy in the topical treatment of acne vulgaris.
2002 Jul
Study of resin-bonded calcia investment: part 2. Effect of titanium content on the dimensional change of the investment.
2002 Jun
Occupational dermatoses among fibreglass-reinforced plastics factory workers.
2002 Jun
Oral toxicity of topical preparations.
2002 Mar
Benzoyl peroxide: a history of early research and researchers.
2002 Mar
Contact dermatitis from benzoyl peroxide in dental prostheses.
2002 Mar
Platelet release of transforming growth factor-beta and beta-thromboglobulin after in vitro contact with acrylic bone cements.
2002 Mar
Formation of a bioconjugate composed of hemin, smectite, and quaternary ammonium chloride that is soluble and active in hydrophobic media.
2002 Mar-Apr
Clindoxyl gel for the treatment of acne vulgaris.
2002 May
Impact of components of denture acrylic resin on gingival cell growth and sensitivity to Candida albicans adhesion.
2002 Oct
Clinical evaluation of Double Strength Isotrexin versus Benzamycin in the topical treatment of mild to moderate acne vulgaris.
2002 Sep
Comparative efficacy of clindamycin and benzoyl peroxide for in vivo suppression of Propionibacterium acnes.
2002 Sep
Iron augments stage-I and stage-II tumor promotion in murine skin.
2002 Sep 26
Topical acne drugs: review of clinical properties, systemic exposure, and safety.
2003
Inhibition of benzoyl peroxide and ultraviolet-B radiation induced oxidative stress and tumor promotion markers by cycloartenol in murine skin.
2003
Efficacy and safety of stabilised hydrogen peroxide cream (Crystacide) in mild-to-moderate acne vulgaris: a randomised, controlled trial versus benzoyl peroxide gel.
2003
Guidelines for the management of acne vulgaris in adolescents.
2003
Organic redox-initiated polymerization process for the fabrication of hydrogels for colon-specific drug delivery.
2003 Apr
Management of non-neoplastic ovarian cysts with sclerotherapy.
2003 Apr
Tandem N-alkylation-C-allylation reaction of alpha-imino esters with organoaluminums and allyltributyltin.
2003 Apr 2
Patch testing with the irritant sodium lauryl sulfate (SLS) is useful in interpreting weak reactions to contact allergens as allergic or irritant.
2003 Feb
Implications of the BEST study.
2003 Feb
The BEST study: results according to prior treatment.
2003 Feb
The BEST study: evaluating efficacy by selected demographic subsets.
2003 Feb
Overall results of the BEST study following treatment of patients with mild to moderate acne.
2003 Feb
Study design and selection criteria in the BEST study.
2003 Feb
Improving patient satisfaction and acne severity in patients with mild to moderate acne: the BEST study.
2003 Feb
Management of acne.
2003 Jan
Progressive iron overload enhances chemically mediated tumor promotion in murine skin.
2003 Jan 15
A randomized, double-blind, multicenter, parallel group study to compare relative efficacies of the topical gels 3% erythromycin/5% benzoyl peroxide and 0.025% tretinoin/erythromycin 4% in the treatment of moderate acne vulgaris of the face.
2003 Jan-Feb
Studies on MMA-TBB resin II. The effect of dual use of TBB and other initiators on polymerization of PMMA/MMA resin.
2003 Mar
Fox-Fordyce disease.
2003 Mar
Functionalization of carbon nanotubes by free radicals.
2003 May 1
Improved one-pot synthesis of styryl tetrahydrofurans and cyclohexanes by radical addition to beta-nitrostyrenes in the presence of benzoyl peroxide.
2003 May 9
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Benzamicin gel in combination with adapalene (instead of erythromycin) have to be applied once daily after washing.
Benzamicin gel should be applied twice daily.
Route of Administration: Topical
In Vitro Use Guide
The minimum inhibitory concentrations of Benzoyl peroxide were 128 or 256 ug/mL against all isolates of P. acnes
Substance Class Chemical
Created
by admin
on Fri Dec 16 16:54:24 UTC 2022
Edited
by admin
on Fri Dec 16 16:54:24 UTC 2022
Record UNII
W9WZN9A0GM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Benzoyl peroxide
FCC   HSDB   INCI   MART.   MI   ORANGE BOOK   USAN   USP   VANDF   WHO-DD  
INCI   USAN  
Official Name English
BENZOYL PEROXIDE COMPONENT OF EPIDUO
Common Name English
BENZAMYCIN COMPONENT BENZOYL PEROXIDE
Common Name English
Benzoyl peroxide [WHO-DD]
Common Name English
TWYNEO COMPONENT BENZOYL PEROXIDE
Brand Name English
BENZOYL PEROXIDE COMPONENT OF ACANYA
Common Name English
EPIDUO COMPONENT BENZOYL PEROXIDE
Common Name English
BENZOYL PEROXIDE [IARC]
Common Name English
PEROXIDE, DIBENZOYL
Systematic Name English
BENZOYL PEROXIDE [INCI]
Common Name English
BENZOYL PEROXIDE [USP IMPURITY]
Common Name English
BENZOYL PEROXIDE [ORANGE BOOK]
Common Name English
DUAC COMPONENT BENZOYL PEROXIDE
Common Name English
NSC-675
Code English
BENZOYL PEROXIDE [MART.]
Common Name English
BENZOYL PEROXIDE COMPONENT OF DUAC
Common Name English
ACANYA COMPONENT BENZOYL PEROXIDE
Common Name English
BENZOYL PEROXIDE [HSDB]
Common Name English
ANHYDROUS BENZOYL PEROXIDE
Common Name English
BENZOYL PEROXIDE COMPONENT OF BENZAMYCIN
Common Name English
INS NO.928
Common Name English
BENZACLIN COMPONENT BENZOYL PEROXIDE
Common Name English
NSC-671
Code English
BENZOYL PEROXIDE ANHYDROUS
Common Name English
BENZOYL PEROXIDE COMPONENT OF BENZACLIN
Common Name English
EPSOLAY
Brand Name English
BENZOYL PEROXIDE [JAN]
Common Name English
HYDROUS BENZOYL PEROXIDE [WHO-IP]
Common Name English
BENZOYL PEROXIDE [MI]
Common Name English
BENZOYL PEROXIDE [USAN]
Common Name English
IDP-126 component Benzoyl peroxide
Code English
INS-928
Common Name English
BENZOYLPEROXIDE
Systematic Name English
BENZOYL PEROXIDE [VANDF]
Common Name English
BENZOYL PEROXIDE COMPONENT OF TWYNEO
Brand Name English
BENZOYL SUPEROXIDE
Common Name English
HYDROUS BENZOYL PEROXIDE [USP MONOGRAPH]
Common Name English
BENZOYL PEROXIDE [FCC]
Common Name English
BENZOYLIS PEROXIDUM CUM AQUA [WHO-IP LATIN]
Common Name English
DIBENZOYL PEROXIDE
Systematic Name English
E-928
Common Name English
Classification Tree Code System Code
JECFA EVALUATION E-928
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
WHO-ESSENTIAL MEDICINES LIST 13.4
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
CODEX ALIMENTARIUS (GSFA) E-928
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
CFR 21 CFR 176.170
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
NCI_THESAURUS C28394
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
WHO-ATC D10AE01
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
CFR 21 CFR 333.310
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
EPA PESTICIDE CODE 128964
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
CFR 21 CFR 184.1157
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
WHO-VATC QD10AE01
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WHO-ATC D10AE51
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
Code System Code Type Description
EVMPD
SUB122302
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
MERCK INDEX
M2389
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY Merck Index
DAILYMED
W9WZN9A0GM
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
NCI_THESAURUS
C47411
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
LACTMED
Benzoyl Peroxide
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
WIKIPEDIA
BENZOYL PEROXIDE
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
JECFA MONOGRAPH
E-928
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
ChEMBL
CHEMBL1200370
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PRIMARY
HSDB
372
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZOYL PEROXIDE
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY Description: A white, amorphous or granular powder. Solubility: Practically insoluble in water; soluble in acetone R; soluble in dichloromethane R with separation of water; slightlysoluble in ethanol (~750 g/l) TS. Category: Keratolytic agent. Storage: Hydrous Benzoyl peroxide should be kept in a container that has been treated to reduce static discharge and that has a device for the release of excess pressure. Store at a temperature between 2 and 8 ?C, protected from light. Additional information: CAUTION: Hydrous Benzoyl peroxide may explode at temperatures higher than 60 ?C or if its water content is too low. It may burst into flame in the presence of reducing substances. Unused material must not be returned to the original container but destroyed by treating with sodium hydroxide (~80 g/l) TS to a point where no iodine is liberated after acidifying with hydrochloric acid (~70 g/l) TS and adding a crystal of potassium iodide R. Hydrous Benzoyl peroxide loses water rapidly on exposure to air. It must be handled with care, avoiding contact with the skin and mucous membranes and inhalation of airborne particles.
ECHA (EC/EINECS)
202-327-6
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
PUBCHEM
7187
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
DRUG CENTRAL
328
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
FDA UNII
W9WZN9A0GM
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
JAPANESE REVIEW
DUAC
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY APPROVED MARCH 2015
EVMPD
SUB11742MIG
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
MESH
D001585
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
EVMPD
SUB13020MIG
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
DRUG BANK
DB09096
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
NSC
675
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
EPA CompTox
DTXSID6024591
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
NSC
671
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
RXCUI
1418
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY RxNorm
CAS
94-36-0
Created by admin on Fri Dec 16 16:54:24 UTC 2022 , Edited by admin on Fri Dec 16 16:54:24 UTC 2022
PRIMARY
Related Record Type Details
IMPURITY -> PARENT
IMPURITY -> PARENT
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