Benzoyl peroxide

Identification

Name
Benzoyl peroxide
Accession Number
DB09096
Type
Small Molecule
Groups
Approved
Description

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. In medicine, benzoyl peroxide is used as a topical treatment for acne, either in combination with antibiotics or as a single agent. These products are available over-the-counter or by prescription in gels, creams or liquids at concentrations of 2.5%, 5% or 10%. Benzoyl peroxide is also used for bleaching flour or hair, teeth whitening, for cross-linking polyester resins, and many other chemical uses. It is on the World Health Organization's List of Essential Medicines, the most important medications needed in a basic health system.

Structure
Thumb
Synonyms
  • Benzoyl benzenecarboperoxoate
  • Benzoyl peroxide
  • Bepio
  • Peróxido de benzoilo
External IDs
NSC-671 / NSC-675
Active Moieties
NameKindUNIICASInChI Key
Benzoic Acidunknown8SKN0B0MIM65-85-0WPYMKLBDIGXBTP-UHFFFAOYSA-N
Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
10 Benzagel Gel - 10%Gel10 %TopicalDermik Laboratories1998-12-012005-10-05Canada
Acetoxyl 10 GelGel10 %TopicalValeo Pharma Corp.1978-12-312006-07-31Canada
Acetoxyl 20acne GelGel20 %TopicalStiefel Laboratories, Inc.1978-12-311998-07-09Canada
BenoxylLotion20 %TopicalGlaxosmithkline Inc1970-12-312012-12-10Canada
BenoxylLotion10 %TopicalGlaxosmithkline Inc1976-12-312011-12-22Canada
Benoxyl 10% WashLiquid10 %TopicalStiefel Laboratories, Inc.1980-12-311998-07-09Canada
Benzac Ac Gel 10%Gel10 %TopicalGalderma1991-12-312016-08-04Canada
Benzac W Wash Gel 10%Gel10 %TopicalGalderma1991-12-31Not applicableCanada
Benzac W10 Gel 10% USPGel10 %TopicalGalderma1980-12-312005-08-04Canada
Benzagel 10 Gel 10%Gel10 %TopicalRhone Poulenc Rorer1993-12-311999-08-12Canada
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
2.5 Benzagel 2.5%Gel2.5 %TopicalRhone Poulenc Rorer1993-12-311997-08-13Canada
2.5 Benzagel 2.5% Acne GelGel2.5 %TopicalNovartis1996-09-291999-07-21Canada
2.5 Benzagel Acne Lotion 2.5%Lotion2.5 %TopicalNovartis1996-09-301999-07-21Canada
2.5 Benzagel Acne Lotion 2.5%Lotion2.5 %TopicalRhone Poulenc Rorer1993-12-311997-08-13Canada
5 Benzagel Liquid Acne Soap 5%Liquid5 %TopicalRhone Poulenc Rorer1993-12-311996-09-09Canada
5 Benzagel Lotion 5%Lotion5 %TopicalRhone Poulenc Rorer1993-12-311997-08-13Canada
5% BP Face and Body WashLiquid50 mg/1mLTopicalCosMedical Technologies2015-11-04Not applicableUs
AB Skincare Acne Spot TreatmentCream28.3 g/100gTopicalNorris Ltd2017-10-09Not applicableUs
Acetoxyl 2.5 GelGel2.5 %TopicalValeo Pharma Corp.1978-12-312011-08-02Canada
Acetoxyl 5 GelGel5 %TopicalValeo Pharma Corp.1978-12-312006-07-31Canada
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
3 Step Acne System Well at WalgreensBenzoyl peroxide (2.5 g/100mL) + Benzoyl peroxide (2.5 g/100mL)KitWalgreens2014-07-15Not applicableUs
3 Step Acne System Well at WalgreensBenzoyl peroxide (2.5 g/100mL) + Benzoyl peroxide (2.5 g/100mL)KitWalgreens2014-07-15Not applicableUs
AcanyaBenzoyl peroxide (25 mg/1g) + Clindamycin phosphate (10 mg/1mL)KitDow Pharmaceuticals Sciences2009-02-032014-04-30Us
AcanyaBenzoyl peroxide (25 mg/1g) + Clindamycin phosphate (10 mg/1g)GelTopicalValent Pharmaceuticals North America2010-07-26Not applicableUs
Acne Clearning Treatment FaceBenzoyl peroxide (.006 mg/.024mg) + Octasulfur (.012 mg/.024mg) + Salicylic acid (.0048 mg/.024mg)LiquidTopicalCare Pluss Pharma S.A. De C.V.2012-08-06Not applicableUs
Acne Treatment Kit Prescription CareBenzoyl peroxide (2.5 g/100mL) + Benzoyl peroxide (2.5 g/100mL)KitBlue Cross Laboratories2009-11-012016-12-05Us
Acne Treatment Kit Prescription CareBenzoyl peroxide (2.5 g/100mL) + Benzoyl peroxide (2.5 g/100mL)KitBlue Cross Laboratories2009-11-012016-12-05Us
Acne Treatment SystemBenzoyl peroxide (5 %) + Salicylic acid (2 %)Kit; Liquid; LotionTopicalVivier Canada Incorporated2013-11-15Not applicableCanada
Acne Treatment SystemBenzoyl peroxide (50 mg/1mL) + Salicylic acid (20 mg/1mL)KitVivier Pharma2017-11-11Not applicableUs
Acne Vanishing Gel- 10% with SulfurBenzoyl peroxide (10 g/100mL) + Octasulfur (3 g/100mL)GelTopicalOnly Yourx, Inc.2014-03-28Not applicableUs
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing End
BencortBenzoyl peroxide (350 mg/1g) + Benzoyl peroxide (50 mg/1g) + Hydrocortisone (5 mg/1g)KitRiver's Edge Pharmaceuticals, LLC2009-10-012011-01-13Us
BencortBenzoyl peroxide (350 mg/1g) + Benzoyl peroxide (50 mg/1g) + Hydrocortisone (5 mg/1g)KitRiver's Edge Pharmaceuticals, LLC2009-10-012011-01-13Us
BenoxylDoxy 30 KitBenzoyl peroxide (44 mg/1mL) + Doxycycline monohydrate (100 mg/1)KitElorac, Inc.2014-07-012014-08-07Us
BenoxylDoxy 60 KitBenzoyl peroxide (44 mg/1mL) + Doxycycline monohydrate (100 mg/1)KitElorac, Inc.2014-07-012015-07-18Us
BenproxBenzoyl peroxide (52.5 mg/1g)GelTopicalRiver's Edge Pharmaceuticals, LLC2006-11-012009-10-31Us
BenproxBenzoyl peroxide (27.5 mg/1g)GelTopicalRiver's Edge Pharmaceuticals, LLC2006-11-012011-03-31Us
BenproxBenzoyl peroxide (52.5 mg/1g)LotionTopicalKylemore Pharmaceuticals, LLC2010-03-012011-03-16Us
BenproxBenzoyl peroxide (52.5 mg/1g)LiquidTopicalRiver's Edge Pharmaceuticals, LLC2006-11-012012-01-31Us
BenzashaveBenzoyl peroxide (100 mg/1g)CreamTopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2005-11-012012-03-31Us
BenzashaveBenzoyl peroxide (50 mg/1g)CreamTopicalE. Fougera & CO., A division of Fougera Pharmaceuticals Inc.2005-11-012012-03-31Us
Categories
UNII
W9WZN9A0GM
CAS number
94-36-0
Weight
Average: 242.2268
Monoisotopic: 242.057908808
Chemical Formula
C14H10O4
InChI Key
OMPJBNCRMGITSC-UHFFFAOYSA-N
InChI
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
IUPAC Name
benzoyl benzenecarboperoxoate
SMILES
O=C(OOC(=O)C1=CC=CC=C1)C1=CC=CC=C1

Pharmacology

Indication

Benzoyl peroxide is indicated for the treatment of mild to moderate acne vulgaris and rosacea. Combined with other agents, it may be used in the treatment of more severe acne.

Associated Conditions
Pharmacodynamics

Benzoyl peroxide acts as an antibacterial, irritant, keratolytic, comedolytic, and anti-inflammatory agent when applied topically to the human epithelium.

Mechanism of action

Benzoyl peroxide decomposes to release oxygen after topical application. This oxygen acts as a bactericidal agent towards Proprionibacterium acnes, the bacteria present in acne vulgaris. Benzoyl peroxide also increases the turnover rate of epithelial cells, thereby peeling the skin and promoting the resolution of comedones.

Absorption

Benzoyl peroxide is absorbed percutaneously into the dermal layer of the epithelium. It is then metabolized to benzoic acid which can be absorbed systemically. There is no systemic absorption of benzoyl peroxide itself.

Volume of distribution

Benzoyl peroxide is not absorbed or distributed systemically after topical application.

Protein binding

Benzoyl peroxide does not undergo protein binding as it is does not enter systemic circulation after topical application.

Metabolism

Benzoyl peroxide undergoes metabolism by keratinocytes in the epidermis. Initially, the peroxide bond is cleaved to form benzoyloxyl radicals. It is thought this reaction may be copper-catalyzed. The benzoyloxyl radicals may then fragment to form carbon dioxide and a phenyl radical. Alternatively, the radicals may gain a hydrogen atom from biomolecules forming the more stable and primary metabolite, benzoic acid.

Route of elimination

Renal clearance of the primary metabolite, benzoic acid, is rapid and thought to preclude hepatic conjugation.

Half life

Benzoyl peroxide is not absorbed into systemic circulation after topical application. Further studies are needed on its half life within the epithelium.

Clearance

Benzoyl peroxide is not absorbed into systemic circulation after topical application. Its primary metabolite, benzoic acid, is cleared rapidly via renal excretion and hepatic conjugation is thought to be bypassed.

Toxicity

There is no evidence to support carcinogenicity in humans. Benzoyl peroxide may cause contact hypersensitivity, stinging and burning sensations when applied topically. It should not be applied under occlusive dressings due to risk of sensitization. During processing and formulation, exposure to concentrations higher than 12.2 mg/cu may cause irritation to the nose and/or throat.

Affected organisms
  • Propionibacterium acnes
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
DapsoneThe risk or severity of adverse effects can be increased when Benzoyl peroxide is combined with Dapsone.
Food Interactions
Not Available

References

Synthesis Reference
  1. Zenz, C. Occupational Medicine - Principles and Practical Applications. 2nd ed. St. Louis, MO: Mosby-Yearbook Inc.; 1988: 712.
  2. Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc.; 1996: 187.
  3. Ashford, RD. Ashford's Dictionary of Industrial Chemicals. London, England: Wavelength Publications Ltd.; 1994: 119.
General References
  1. Bojar RA, Cunliffe WJ, Holland KT: The short-term treatment of acne vulgaris with benzoyl peroxide: effects on the surface and follicular cutaneous microflora. Br J Dermatol. 1995 Feb;132(2):204-8. [PubMed:7888356]
  2. Kawashima M, Nagare T, Katsuramaki T: Open-label, randomized, multicenter, phase III study to evaluate the safety and efficacy of benzoyl peroxide gel in long-term use in patients with acne vulgaris: A secondary publication. J Dermatol. 2017 Feb 2. doi: 10.1111/1346-8138.13741. [PubMed:28150367]
  3. Francis NA, Entwistle K, Santer M, Layton AM, Eady EA, Butler CC: The management of acne vulgaris in primary care: a cohort study of consulting and prescribing patterns using the Clinical Practice Research Datalink. Br J Dermatol. 2017 Jan;176(1):107-115. doi: 10.1111/bjd.15081. Epub 2016 Dec 27. [PubMed:27716910]
  4. Rosamilia LL: Over-the-counter treatments for acne and rosacea. Semin Cutan Med Surg. 2016 Jun;35(2):87-95. doi: 10.12788/j.sder.2016.026. [PubMed:27416314]
  5. Yeung D, Nacht S, Bucks D, Maibach HI: Benzoyl peroxide: percutaneous penetration and metabolic disposition. II. Effect of concentration. J Am Acad Dermatol. 1983 Dec;9(6):920-4. [PubMed:6643790]
  6. Nacht S, Yeung D, Beasley JN Jr, Anjo MD, Maibach HI: Benzoyl peroxide: percutaneous penetration and metabolic disposition. J Am Acad Dermatol. 1981 Jan;4(1):31-7. [PubMed:7204686]
  7. Swauger JE, Dolan PM, Zweier JL, Kuppusamy P, Kensler TW: Role of the benzoyloxyl radical in DNA damage mediated by benzoyl peroxide. Chem Res Toxicol. 1991 Mar-Apr;4(2):223-8. [PubMed:1782351]
External Links
Human Metabolome Database
HMDB0032040
KEGG Drug
D03093
KEGG Compound
C19346
PubChem Compound
7187
PubChem Substance
310265023
ChemSpider
6919
ChEBI
82405
ChEMBL
CHEMBL1200370
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
Wikipedia
Benzoyl_peroxide
ATC Codes
D10AE51 — Benzoyl peroxide, combinationsD10AE01 — Benzoyl peroxide
AHFS Codes
  • 84:28.00 — Keratolytic Agents
MSDS
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Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
0RecruitingTreatmentOsteomyelitis1
1Active Not RecruitingOtherHealthy Volunteers1
1CompletedPreventionAcne Vulgaris1
1CompletedTreatmentAcne Vulgaris6
2CompletedPreventionSurgical Site Infections1
2CompletedTreatmentAcne Vulgaris1
3CompletedTreatmentAcne4
3CompletedTreatmentAcne Vulgaris12
3RecruitingTreatmentAcne Vulgaris1
3Unknown StatusTreatmentAcne Vulgaris2
4CompletedNot AvailableAcne Vulgaris1
4CompletedNot AvailableP Acnes Colonization1
4CompletedPreventionAcne Vulgaris / Atrophic Acne Scars1
4CompletedTreatmentAcne1
4CompletedTreatmentAcne Vulgaris20
4CompletedTreatmentAcne Vulgaris / Post Inflammatory Hyperpigmentation1
4CompletedTreatmentSkin Diseases1
4Unknown StatusTreatmentAcne Vulgaris1
4Unknown StatusTreatmentTreatment of Acne Vulgaris Grade II in a Short Period of Time1
Not AvailableCompletedNot AvailableAcne1
Not AvailableCompletedNot AvailableAcne Vulgaris1
Not AvailableCompletedPreventionShoulder Infection1
Not AvailableCompletedTreatmentAcne Vulgaris8
Not AvailableNot Yet RecruitingTreatmentAcne1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
FormRouteStrength
CreamTopical28.3 g/100g
CreamTopical104 mg/10g
LotionTopical0.025 g/100mL
LotionTopical2.5 mg/1mL
LiquidTopical
GelTopical5 mL/100mL
Shampoo, suspensionTopical25 mg/1mL
LotionTopical100 mg/1000mL
LotionTopical50 mg/1000mL
Aerosol, foamTopical2.5 mg/1g
LotionTopical2.5 mL/100mL
CreamTopical10 g/100mL
LotionTopical30 mg/1g
SolutionTopical5.0 %
CreamTopical0.026 mg/1mg
GelTopical1 mg/1g
GelTopical3.5 g/100mL
Kit; liquid; lotionTopical
CreamTopical25 mg/1mL
Kit25 mg/1mL
LiquidTopical4.25 g/170g
CreamTopical3.4 g/136g
LiquidTopical25 mg/1mL
LotionTopical10 mL/100mL
Kit; lotionTopical
Gel; kit; lotionTopical
Aerosol, foamTopical2.5 g/100g
Aerosol, foamTopical5 g/100g
CreamTopical5.5 g/100mL
LotionTransdermal5.5 g/100mL
CreamTopical1.4 g/28g
GelTopical25 mg/1mL
LotionTopical20 %
Liquid, extended releaseTopical44 mg/1mL
GelTopical27.5 mg/1g
LiquidTopical52.5 mg/1g
SolutionTopical2.6 g/100mL
GelTopical2.6 %
GelTopical10 %
GelTopical5 %
LiquidTopical5 %
GelTopical2.5 %
GelTopical
CreamTopical100 mg/1g
CreamTopical50 mg/1g
Aerosol, foamTopical3.18 g/60g
ClothTopical60 mg/1
SoapTopical7 g/100g
LotionTopical3 g/100mL
Aerosol, foamTopical53 mg/1g
Aerosol, foamTopical98 mg/1g
EmulsionTopical45 mg/1mL
EmulsionTopical65 mg/1mL
EmulsionTopical85 mg/1mL
GelTopical10 g/100g
GelTopical100 mg/1g
GelTopical2.5 g/100g
GelTopical50 mg/1g
KitTopical
LiquidTopical10 g/100g
LiquidTopical100 mg/1mL
LiquidTopical2.5 g/100g
LiquidTopical30 mg/1mL
LiquidTopical5 g/100g
LiquidTopical50 mg/1mL
LiquidTopical57.5 mg/1mL
LiquidTopical60 mg/1mL
LiquidTopical70 mg/1g
LiquidTopical70 g/1mL
LiquidTopical90 mg/1mL
SolutionTopical3 g/100mL
SolutionTopical4 g/100g
SolutionTopical45 mg/1mL
SolutionTopical6 g/100mL
SolutionTopical65 mg/1mL
SolutionTopical8 g/100g
SolutionTopical85 mg/1mL
SolutionTopical9 g/100mL
SuspensionTopical10 g/100g
GelTopical50 mg/1000mg
SolutionTopical2.5 %
GelTopical35 mg/1g
CreamTopical4 g/100g
CreamTopical8 g/100g
Aerosol, foamTopical5.3 g/100g
Aerosol, foamTopical9.8 g/100g
EmulsionTopical57.5 mg/1mL
EmulsionTopical70 mg/1mL
CreamTopical3.29 g/56g
GelTopical100 mg/1mL
GelTopical50 mg/1mL
GelTopical5.0 %
EmulsionTopical42.5 mg/1mL
GelTopical55 mg/1g
EmulsionTopical100 mg/1g
EmulsionTopical50 mg/1g
EmulsionTopical52.5 mg/1g
LotionTopical52.5 mg/1g
GelTopical4 mg/100mg
GelTopical8 mg/100mg
ClothTopical3.2 g/100g
SolutionTopical5 %
ClothTopical9 g/100g
LotionTopical5 mL/100mL
CreamTopical13.6 g/170.1g
CreamTopical6.8 g/170.1g
GelTopical40 mg/1g
GelTopical80 mg/1g
CreamTopical1.125 g/15g
GelTopical5.00 %
AerosolTopical2.5 %
CreamTopical5.0 %
LotionTopical5 %
LiquidTopical5.57 mg/1g
GelTopical25 mg/1g
LiquidTopical.006 mg/.024mg
LiquidTopical3 %
CreamTopical30 mg/1mL
LiquidTopical3.7 %
LotionTopical3.5 %
LiquidTopical3.5 %
CreamTopical5 %
ClothTopical
Kit; lotionTopical5 %
LotionTopical50 mg/1mL
GelTopical70 mg/1g
LotionTopical2.5 %
CreamTopical0.8 mg/29.6mg
GelTopical61.62 mg/1mL
GelTopical60 mg/1mL
SoapTopical100 mg/1g
LiquidTopical35 mg/1g
LotionTopical35 mg/1g
CreamTopical5 g/100g
GelTopical20 %
SolutionTopical10 mg/1mL
SolutionTopical10 mg/1g
SolutionTopical5 mg/1g
SolutionTopical5 mg/1mL
LotionTopical10 %
SolutionTopical5 g/100mL
LotionTopical2.5 g/100mL
Gel; lotionTopical2.5 %
CreamTopical58.7 mg/1g
ClothTopical2.5 %
Liquid, extended releaseTopical4.5 mg/100mL
LiquidTopical0.1 mg/1g
GelTopical135 mg/1g
LiquidTopical3 g/120g
LotionTopical1.5 g/60g
LotionTopical25 mg/1mL
OintmentTopical5 %
CreamTopical4 %
GelTopical5.6 g/56g
GelTopical3 mL/60mL
LotionTopical45 mg/1mL
GelTopical51.9 mg/100mL
CreamTopical10 g/100g
CreamTopical60 mg/1g
LotionTopical70 mg/1mL
LiquidTopical70 mg/1mL
Lotion / shampooTopical25 mg/1mL
CreamTopical10 %
CreamTopical20 %
CreamTopical2.5 %
CreamTopical5.3 g/100g
GelTopical10 g/100mL
LotionTopical55 mg/1mL
LotionTopical2.2 mg/40mL
Kit7 mg/1g
GelTopical52.5 mg/1g
Aerosol, foamTopical25 mg/1g
Aerosol, foamTopical80 mg/1g
CreamTopical1 g/100g
CreamTopical5 g/100mL
CreamTopical35 mg/1g
CreamTopical55 mg/1g
CreamTopical85 mg/1g
SolutionTopical70 mg/1g
Kit
LotionTopical70 mg/1g
PasteTopical5 %
GelTopical3.5 %
GelTopical35 mg/1mL
LotionTopical35 mg/1mL
CreamTopical37 mg/1mL
SuspensionTopical37 mg/1mL
JellyTopical2.5 %
CreamTopical2.5 mg/1g
CreamTopical35 mg/1mL
LotionTopical0.05 mL/1mL
LotionTopical5.0 %
LotionTopical5 g/100mL
GelTopical7 mg/1g
SolutionTopical2.5 g/100mL
CreamTopical2.5 g/100g
GelTopical0.102 g/1g
LotionTopical3.0 %
LotionTopical100 mg/1g
LotionTopical50 mg/1g
CreamTopical100 mg/1mL
CreamTopical50 mg/1mL
SwabTopical25 mg/1
StickTopical50 mg/1g
ClothTopical70 mg/1g
ClothTopical42.5 mg/1g
SolutionTopical42.5 mg/1g
CreamTopical146.7 mg/1g
CreamTopical30 mg/1g
SoapTopical0.5 g/10g
SoapTopical1 g/10g
SoapTopical11.3 g/1
SoapTopical5.65 g/1
CreamTopical117.3 mg/1g
SoapTopical10 %
SoapTopical5 %
LiquidTopical4 %
LiquidTopical10 %
Kit; lotion; solutionTopical
GelTopical5 g/100g
CreamTopical
SolutionTopical0.063 mg/2.5mL
LotionTopical0.063 mg/2.5mL
CreamTopical25 mg/1g
GelTopical5 g/100mL
Gel; kitTopical
CreamTopical0.05 g/1g
CreamTopical0.06 g/1g
LotionTopical7 mg/100mL
CreamTopical7 mg/100mL
GelTopical8.5 mg/100mL
CreamTopical0.025 g/1000mL
CreamTopical0.25 g/1000mL
GelTopical2.5 g/100mL
LotionTopical2.5 mg/100mL
GelTopical2.5 mg/100mL
GelTopical2.5 mL/100mL
SoapTopical2.5 g/100mL
LotionTopical3 %
CreamTopical52.5 mg/1mL
EmulsionTopical25 mg/1g
LiquidTopical7.5 mL/100mL
CreamTopical2.95 mL/59mL
Aerosol, foamTopical55 mg/1g
Aerosol, foamTopical95 mg/1g
LotionTopical2.50 %
CreamTopical2.5 mL/100mL
Cream; kit; lotionTopical
Cream; gel; kit; lotionTopical2.5 %
LotionTopical100 mg/1mL
Kit0.5 mg/1g
LiquidTopical2.5 %
PasteTopical3.5 %
SwabTopical25 mg/1mL
LotionTopical25 mg/1g
LotionTopical2.5 g/100g
LotionTopical5 g/100g
GelTopical4 %
GelTopical8 %
OintmentTopical9.48 mg/100mg
GelTopical3 %
LotionTopical4 %
Gel; kit; pasteTopical
LotionTopical
LotionTopical2.50 g/100g
SoapTopical60 mg/1g
ClothTopical30 mg/1g
ClothTopical60 mg/1g
ClothTopical90 mg/1g
GelTopical5 g/99.8g
CreamTopical3.7 mL/100mL
SwabTopical2.75 mg/1
GelTopical8.5 mg/100g
GelTopical8.5 g/100g
LotionTopical40 mg/1g
LotionTopical80 mg/1g
OintmentTopical100 mg/1g
GelTopical45 mg/1mL
Prices
Not Available
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US8909305No2014-12-092022-12-23Us
US8703820No2014-04-222023-03-12Us
US7964202No2011-06-212024-09-01Us
US8071644No2011-12-062027-07-18Us
US8080537No2011-12-202027-07-18Us
US8105618No2012-01-312022-12-23Us
US8129362No2012-03-062027-07-18Us
US8445543No2013-05-212027-07-12Us
US8809305No2014-08-192022-12-23Us
US8936800No2015-01-202022-12-23Us
US8241649No2012-08-142022-12-23Us
US7820186No2010-10-262025-11-23Us
US8288434No2012-10-162029-08-05Us
US8663699No2014-03-042029-06-03Us
US8895070No2014-11-252029-06-03Us
US9078870No2015-07-142029-06-03Us
US8785420No2014-07-222022-12-23Us
US8729127No2014-05-202023-03-12Us
US9504704No2016-11-292029-06-03Us
US9561208No2017-02-072029-06-03Us
US9381179No2016-07-052023-03-12Us
US9387187No2016-07-122023-03-12Us
US9814690No2017-11-142022-12-23Us

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)103 - 106 Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc.; 1996: 187.
boiling point (°C)Decomposes explosively above melting point. Does not reach boiling point.United States Department of Labor. OSHA Occupational Chemical Database. Occupational Safety and Health Administration website. https://www.osha.gov/chemicaldata/chemResult.html?RecNo=748. Accessed February 22, 2017.
water solubility<1%United States Department of Labor. OSHA Occupational Chemical Database. Occupational Safety and Health Administration website. https://www.osha.gov/chemicaldata/chemResult.html?RecNo=748. Accessed February 22, 2017.
Predicted Properties
PropertyValueSource
Water Solubility0.0294 mg/mLALOGPS
logP2.75ALOGPS
logP3.95ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)-7.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area52.6 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity64.77 m3·mol-1ChemAxon
Polarizability24.16 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as benzoyl peroxides. These are organic compounds containing two benzoyl groups O-linked to each other via a peroxide group. Their skeleton has the general formula [C6H5C(O)]2O2.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoyl peroxides
Direct Parent
Benzoyl peroxides
Alternative Parents
Peroxybenzoic acids and derivatives / Benzoyl derivatives / Dicarboxylic acids and derivatives / Peroxycarboxylic acids and derivatives / Carboxylic acid salts / Organooxygen compounds / Organic salts / Organic oxides / Hydrocarbon derivatives
Substituents
Benzoyl peroxide / Peroxybenzoate / Benzoic acid or derivatives / Benzoyl / Dicarboxylic acid or derivatives / Peroxycarboxylic acid or derivatives / Carboxylic acid salt / Carboxylic acid derivative / Organic oxygen compound / Organic oxide
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
carbonyl compound (CHEBI:82405)

Drug created on September 16, 2015 12:04 / Updated on December 14, 2018 16:58