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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
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

2000
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
The radical-chain addition of aldehydes to alkenes by the use of N-hydroxyphthalimide (NHPI) as a polarity-reversal catalyst.
2001 Nov 21
Clindamycin/benzoyl peroxide gel: a review of its use in the management of acne.
2002
Influence of polymerization conditions on monomer elution and microhardness of autopolymerized polymethyl methacrylate resin.
2002 Apr
[Topical treatment of acne].
2002 Apr 15
Consideration on the formulation of benzoyl peroxide at ambient temperature: choice of non-polar solvent and preparation of submicron emulsion gels.
2002 Aug
Low iron state is associated with reduced tumor promotion in a two-stage mouse skin carcinogenesis model.
2002 Aug
Improving a self-curing dental resin by eliminating oxygen, hydroquinone and water from its curing process.
2002 Dec
Studies on MMA-tBB resin. I. Comparison of TBB and other initiators in the polymerization of PMMA/MMA resin.
2002 Dec
Study of catalase electrode for organic peroxides assays.
2002 Dec
Optimizing the use of tazarotene for the treatment of facial acne vulgaris through combination therapy.
2002 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
Conventional free radical polymerization in room temperature ionic liquids: a green approach to commodity polymers with practical advantages.
2002 Jul 7
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
Effect of topical benzoyl peroxide/clindamycin versus topical clindamycin and vehicle in the reduction of Propionibacterium acnes.
2002 Jun
Clindoxyl gel for the treatment of acne vulgaris.
2002 May
Allergic contact dermatitis from benzoyl peroxide transferred by a loving son.
2002 May
A randomized, parallel, vehicle-controlled comparison of two erythromycin/benzoyl peroxide preparations for acne vulgaris.
2002 May
The stability of tretinoin in tretinoin gel microsphere 0.1%.
2002 Nov
Impact of components of denture acrylic resin on gingival cell growth and sensitivity to Candida albicans adhesion.
2002 Oct
Benzoyl peroxide as a cause of airborne contact dermatitis in an orthopaedic technician.
2002 Oct
Kinetic evaluation of the reactivity of flavonoids as radical scavengers.
2002 Oct
Preliminary results of a nonrandomized, multicenter, open-label study of patient satisfaction after treatment with combination benzoyl peroxide/clindamycin topical gel for mild to moderate acne.
2002 Oct
Synthesis and characterization of polymethacrylate-based nitric oxide donors.
2002 Oct 16
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
Determination of organic peroxides by liquid chromatography with on-line post-column ultraviolet irradiation and peroxyoxalate chemiluminescence detection.
2003 Feb 14
Management of acne.
2003 Jan
Topical alpha-tocotrienol supplementation inhibits lipid peroxidation but fails to mitigate increased transepidermal water loss after benzoyl peroxide treatment of human skin.
2003 Jan 15
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
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
CABTREO COMPONENT BENZOYL PEROXIDE
Brand 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
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WHO-ESSENTIAL MEDICINES LIST 13.4
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CODEX ALIMENTARIUS (GSFA) E-928
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CFR 21 CFR 176.170
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NCI_THESAURUS C28394
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WHO-ATC D10AE01
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CFR 21 CFR 333.310
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EPA PESTICIDE CODE 128964
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CFR 21 CFR 184.1157
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WHO-VATC QD10AE01
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WHO-ATC D10AE51
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Code System Code Type Description
EVMPD
SUB122302
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PRIMARY
MERCK INDEX
m2389
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PRIMARY Merck Index
DAILYMED
W9WZN9A0GM
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PRIMARY
SMS_ID
100000085061
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PRIMARY
NCI_THESAURUS
C47411
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PRIMARY
LACTMED
Benzoyl Peroxide
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PRIMARY
WIKIPEDIA
BENZOYL PEROXIDE
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PRIMARY
ChEMBL
CHEMBL1200370
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PRIMARY
HSDB
372
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PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZOYL PEROXIDE
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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
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PRIMARY
PUBCHEM
7187
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PRIMARY
DRUG CENTRAL
328
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PRIMARY
FDA UNII
W9WZN9A0GM
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PRIMARY
JAPANESE REVIEW
DUAC
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PRIMARY APPROVED MARCH 2015
EVMPD
SUB11742MIG
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PRIMARY
MESH
D001585
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PRIMARY
EVMPD
SUB13020MIG
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PRIMARY
DRUG BANK
DB09096
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PRIMARY
NSC
675
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PRIMARY
EPA CompTox
DTXSID6024591
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PRIMARY
NSC
671
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PRIMARY
RXCUI
1418
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PRIMARY RxNorm
CAS
94-36-0
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PRIMARY