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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
Evaluation of certain food additives and contaminants.
2001
Oxidative targets in the stratum corneum. A new basis for antioxidative strategies.
2001
Syntheses, characterization and application of cross-linked polystyrene-ethyleneglycol acrylate resin (CLPSER) as a novel polymer support for polypeptide syntheses.
2001 Aug
Effect of benzoyl peroxide on antioxidant status, NF-kappaB activity and interleukin-1alpha gene expression in human keratinocytes.
2001 Aug 28
Enzyme-catalyzed decomposition of dibenzoyl peroxide in organic solvents.
2001 Jul-Aug
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
Preparation and comparative clinical evaluation of liposomal gel of benzoyl peroxide for acne.
2001 Sep
Treatment of rosacea.
2001 Sep
A clinical and therapeutic study of 29 patients with infantile acne.
2001 Sep
The modern age of acne therapy: a review of current treatment options.
2001 Sep-Oct
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
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
Optimizing the use of tazarotene for the treatment of facial acne vulgaris through combination therapy.
2002 Feb
The effect of benzoyl peroxide and benzoyl peroxide/erythromycin combination on the antioxidative defence system in papulopustular acne.
2002 Jan-Feb
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
Oral toxicity of topical preparations.
2002 Mar
Effect of initiation chemistry on the fracture toughness, fatigue strength, and residual monomer content of a novel high-viscosity, two-solution acrylic bone cement.
2002 Mar 5
Clindoxyl gel for the treatment of acne vulgaris.
2002 May
Allergic contact dermatitis from benzoyl peroxide transferred by a loving son.
2002 May
Starch-based biodegradable hydrogels with potential biomedical applications as drug delivery systems.
2002 May
The stability of tretinoin in tretinoin gel microsphere 0.1%.
2002 Nov
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
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
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
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
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 Wed Jul 05 22:52:40 UTC 2023
Edited
by admin
on Wed Jul 05 22:52:40 UTC 2023
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 Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 13.4
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
CODEX ALIMENTARIUS (GSFA) E-928
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
CFR 21 CFR 176.170
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
NCI_THESAURUS C28394
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
WHO-ATC D10AE01
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
CFR 21 CFR 333.310
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
EPA PESTICIDE CODE 128964
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
CFR 21 CFR 184.1157
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
WHO-VATC QD10AE01
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
WHO-ATC D10AE51
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
Code System Code Type Description
EVMPD
SUB122302
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
MERCK INDEX
M2389
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY Merck Index
DAILYMED
W9WZN9A0GM
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
SMS_ID
100000085061
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
NCI_THESAURUS
C47411
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
LACTMED
Benzoyl Peroxide
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
WIKIPEDIA
BENZOYL PEROXIDE
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
JECFA MONOGRAPH
E-928
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
ChEMBL
CHEMBL1200370
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
HSDB
372
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZOYL PEROXIDE
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
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 Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
PUBCHEM
7187
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
DRUG CENTRAL
328
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
FDA UNII
W9WZN9A0GM
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
JAPANESE REVIEW
DUAC
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY APPROVED MARCH 2015
EVMPD
SUB11742MIG
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
MESH
D001585
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
EVMPD
SUB13020MIG
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
DRUG BANK
DB09096
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
NSC
675
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
EPA CompTox
DTXSID6024591
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
NSC
671
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
RXCUI
1418
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY RxNorm
CAS
94-36-0
Created by admin on Wed Jul 05 22:52:40 UTC 2023 , Edited by admin on Wed Jul 05 22:52:40 UTC 2023
PRIMARY
Related Record Type Details
IMPURITY -> PARENT
IMPURITY -> PARENT
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