U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H10O4
Molecular Weight 242.2273
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZOYL PEROXIDE

SMILES

c1ccc(cc1)C(=O)OOC(=O)c2ccccc2

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 242.2273
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
Enhancement of susceptibility to diverse skin tumor promoters by activation of the insulin-like growth factor-1 receptor in the epidermis of transgenic mice.
1999 Jun
The combination formulation of clindamycin 1% plus benzoyl peroxide 5% versus 3 different formulations of topical clindamycin alone in the reduction of Propionibacterium acnes. An in vivo comparative study.
2001
Interleukin-6 expression by osteoblast-like MG63 cells challenged with four acrylic bone cements.
2001
Evaluation of tissue-factor production by human endothelial cells incubated with three acrylic bone cements.
2001 Apr
A combination benzoyl peroxide and clindamycin topical gel compared with benzoyl peroxide, clindamycin phosphate, and vehicle in the treatment of acne vulgaris.
2001 Feb
Potential role for a new combination topical therapy in treating mild to moderate acne vulgaris.
2001 Feb
The development of antibiotic resistance in Propionibacterium acnes.
2001 Feb
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
Lipid analysis of follicular casts from cyanoacrylate strips as a new method for studying therapeutic effects of antiacne agents.
2001 Jul
Enzyme-catalyzed decomposition of dibenzoyl peroxide in organic solvents.
2001 Jul-Aug
[Optimized polymethyl methacrylate-embedding enables exact section examination of the femur with an uncemented femoral stem].
2001 Nov-Dec
The modern age of acne therapy: a review of current treatment options.
2001 Sep-Oct
Low iron state is associated with reduced tumor promotion in a two-stage mouse skin carcinogenesis model.
2002 Aug
Umbilical cord care: the effect of eight different cord-care regimens on cord separation time and other outcomes.
2002 Jan
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
Oral toxicity of topical preparations.
2002 Mar
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
Inhibition of benzoyl peroxide and ultraviolet-B radiation induced oxidative stress and tumor promotion markers by cycloartenol in murine skin.
2003
Determination of organic peroxides by liquid chromatography with on-line post-column ultraviolet irradiation and peroxyoxalate chemiluminescence detection.
2003 Feb 14
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
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 Sat Jun 26 06:33:29 UTC 2021
Edited
by admin
on Sat Jun 26 06:33:29 UTC 2021
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 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 [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 [WHO-DD]
Common Name English
BENZOYL PEROXIDE COMPONENT OF BENZACLIN
Common Name English
BENZOYL PEROXIDE [JAN]
Common Name English
BENZOYL PEROXIDE [USP]
Common Name English
HYDROUS BENZOYL PEROXIDE [WHO-IP]
Common Name English
BENZOYL PEROXIDE [MI]
Common Name English
BENZOYL PEROXIDE [USAN]
Common Name English
INS-928
Common Name English
BENZOYLPEROXIDE
Systematic Name English
BENZOYL PEROXIDE [VANDF]
Common 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 Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
WHO-ESSENTIAL MEDICINES LIST 13.4
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
CODEX ALIMENTARIUS (GSFA) E-928
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
CFR 21 CFR 176.170
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
NCI_THESAURUS C28394
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
WHO-ATC D10AE01
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
CFR 21 CFR 333.310
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
EPA PESTICIDE CODE 128964
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
CFR 21 CFR 184.1157
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
WHO-VATC QD10AE01
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
WHO-ATC D10AE51
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
Code System Code Type Description
EVMPD
SUB122302
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
MERCK INDEX
M2389
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY Merck Index
NCI_THESAURUS
C47411
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
LACTMED
Benzoyl Peroxide
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
WIKIPEDIA
BENZOYL PEROXIDE
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
JECFA MONOGRAPH
E-928
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
ChEMBL
CHEMBL1200370
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
HSDB
372
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BENZOYL PEROXIDE
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
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 Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
PUBCHEM
7187
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
DRUG CENTRAL
328
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
FDA UNII
W9WZN9A0GM
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
JAPANESE REVIEW
DUAC
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY APPROVED MARCH 2015
EVMPD
SUB11742MIG
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
MESH
D001585
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
EVMPD
SUB13020MIG
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
DRUG BANK
DB09096
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
EPA CompTox
94-36-0
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
RXCUI
1418
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY RxNorm
CAS
94-36-0
Created by admin on Sat Jun 26 06:33:29 UTC 2021 , Edited by admin on Sat Jun 26 06:33:29 UTC 2021
PRIMARY
Related Record Type Details
IMPURITY -> PARENT
IMPURITY -> PARENT
IMPURITY -> PARENT
Related Record Type Details
ACTIVE MOIETY