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Chemistry

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Also known as: 7722-84-1, Oxydol, Perhydrol, Superoxol, Interox, Hydrogen dioxide
Molecular Formula
H2O2
Molecular Weight
34.015  g/mol
InChI Key
MHAJPDPJQMAIIY-UHFFFAOYSA-N
FDA UNII
BBX060AN9V

Hydrogen Peroxide
A strong oxidizing agent used in aqueous solution as a ripening agent, bleach, and topical anti-infective. It is relatively unstable and solutions deteriorate over time unless stabilized by the addition of acetanilide or similar organic materials.
1 2D Structure

Hydrogen Peroxide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
hydrogen peroxide
2.1.2 InChI
InChI=1S/H2O2/c1-2/h1-2H
2.1.3 InChI Key
MHAJPDPJQMAIIY-UHFFFAOYSA-N
2.1.4 Canonical SMILES
OO
2.2 Other Identifiers
2.2.1 UNII
BBX060AN9V
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Hydrogen Peroxide (h2o2)

2. Hydroperoxide

3. Oxydol

4. Perhydrol

5. Peroxide, Hydrogen

6. Superoxol

2.3.2 Depositor-Supplied Synonyms

1. 7722-84-1

2. Oxydol

3. Perhydrol

4. Superoxol

5. Interox

6. Hydrogen Dioxide

7. Hydroperoxide

8. Inhibine

9. Peroxaan

10. Albone

11. Hioxyl

12. Kastone

13. Albone 35

14. Albone Ds

15. Dihydrogen Dioxide

16. Hydrogen Peroxide Solution

17. T-stuff

18. Lensept

19. Peroxide

20. Elawox

21. H2o2

22. Perone

23. Albone 50

24. Albone 70

25. Perone 50

26. Albone 35cg

27. Albone 50cg

28. Albone 70cg

29. Hydrogen Peroxide (h2o2)

30. Peroxan

31. Hydrogen Peroxide, 30%

32. Hydrogen Dioxide Solution

33. Hydrogen Peroxide, 90%

34. Perone 30

35. Perone 35

36. Hydrogen Peroxide, Solution

37. Waterstofperoxyde

38. Hydrogen Peroxide, 3%

39. Wasserstoffperoxid

40. Caswell No. 486aaa

41. Peroxyde D'hydrogene

42. Perossido Di Idrogeno

43. Asepticper

44. Baquashock

45. Crystacide

46. Peroxclean

47. Ccris 1060

48. Dentasept

49. Hsdb 547

50. Hybrite

51. Metrokur

52. Mirasept

53. Oxigenal

54. Oxyfull

55. Oxysept

56. Pegasyl

57. Eskata

58. Hipox

59. Hyrogen Peroxide

60. Select Bleach

61. Hydrogen Peroxide, Solution, 3%

62. Hydrogen Peroxide Solution (dot)

63. Xtra White

64. Hydrogen Peroxide (conc > 52%)

65. Oxysept I

66. Hydrogen Peroxide Solutions

67. Hydrogen Peroxide, Solution, 30%

68. Hydrogen Peroxide, Solution, 35%

69. Lensan A

70. Odosat D

71. Adeka Super El

72. Crestal Whitestrips

73. Un2014

74. Un2015

75. Un2984

76. Epa Pesticide Chemical Code 000595

77. Anti-keim 50

78. Hydrogen Peroxide, 8% To 20%

79. Hydrogen Peroxide, 20% To 60%

80. Hydrogen Peroxide (> 52% Conc.)

81. Hydrogen Peroxide [usp]

82. Mfcd00011333

83. Nsc-19892

84. Un 2015 (>52%)

85. Bbx060an9v

86. Un 2984 (8%-20%)

87. Un 2014 (20%-52%)

88. Chebi:16240

89. Hydrogen Peroxide Solutions (over 8% But Not Over 60%)

90. Hydrogen Peroxide Solutions (over 60% But Not Over 70%)

91. Hydrogen Peroxide (usp)

92. Peo

93. Dioxidane

94. Peroxides

95. Puresept

96. Hydrogenperoxide

97. Waterstofperoxyde [dutch]

98. Accel Concentrate

99. Wasserstoffperoxid [german]

100. Astri-uc

101. Htp [peroxide]

102. High Test Peroxide

103. Cix

104. Peroxyde D'hydrogene [french]

105. Teat Dip Hp 5

106. Perossido Di Idrogeno [italian]

107. Pre Milk Hp 0.5

108. Pre Milk Hp 1.0

109. Hydrogen Peroxide 35%

110. Einecs 231-765-0

111. Nsc 19892

112. Unii-bbx060an9v

113. Pre Milk Hp 0.5 10

114. Whitespeed

115. A Peroxide

116. Magic Bleaching

117. Clarigel Gold

118. Lase Peroxide

119. Quasar Brite

120. Opalescence Xtra

121. Whiteness Hp

122. Deslime Lp

123. Hydrogen Peroxide (conc >52%)

124. Hydrogen Per Oxide

125. Dihydrogen Peroxide

126. Dihydrogen(peroxide)

127. Oxyfull (tn)

128. Hooh

129. Hydrogen Hydroperoxide

130. Nite White Excel 2

131. Oxydol (jp17)

132. Hydrogen Peroxide 50%

133. Hydrogen-peroxide

134. Oxydol [jan]

135. Hydrogen Peroxide, 50%

136. Hydrogen Peroxide (8ci)

137. Molmap_000025

138. Bis(hydridooxygen)(o--o)

139. Ec 231-765-0

140. 30 %hydrogen Peroxide(aq)

141. 8007-30-5

142. Chembl71595

143. Hydrogen Peroxide 32 Wt. %

144. Oxteril? 350 Spray

145. Hydrogen Peroxide [ii]

146. Hydrogen Peroxide [mi]

147. [oh(oh)]

148. Hydrogen Peroxide [fcc]

149. Dtxsid2020715

150. Hydrogen Peroxide [hsdb]

151. Hydrogen Peroxide [iarc]

152. Hydrogen Peroxide [inci]

153. Chebi:25940

154. Hydrogen Peroxide [vandf]

155. Hydrogen Peroxide [mart.]

156. Hydrogen Peroxide [who-dd]

157. Hydrogen Peroxide (h2o2) (9ci)

158. Nsc19892

159. Wln: H2 O2 90%

160. Hydrogen Peroxide [topical Solution]

161. Akos015856794

162. Hydrogen Peroxide [green Book]

163. Db11091

164. Hydrogen Peroxide [orange Book]

165. Hydrogen Peroxide [usp Impurity]

166. Qtl1_000041

167. Hydrogen Peroxide, Aqueous Solutions With >40% But Not >60% Hydrogen Peroxide (stabilized As Necessary) [un2014] [oxidizer]

168. Hydrogen Peroxide, Aqueous Solutions With Not <20% But Not >40% Hydrogen Peroxide (stabilized As Necessary) [un2014] [oxidizer]

169. Hydrogen Peroxide, Aqueous Solutions With Not <8% But <20% Hydrogen Peroxide (stabilized As Necessary) [un2984] [oxidizer]

170. Hydrogen Peroxide, Stabilized Or Hydrogen Peroxide Aqueous Solutions, Stabilized With >60% Hydrogen Peroxide [un2015] [oxidizer]

171. Ft-0627133

172. H1222

173. Hydrogen Peroxide In Aqueous Solution

174. C00027

175. D00008

176. Hydrogen Peroxide Solution, 3%, For Microbiology

177. Hydrogen Peroxide Solution, For Ultratrace Analysis

178. Q171877

179. Q1088474

180. Hydrogen Peroxide Solution, Extra Pure, 30.0-32.0%

181. Hydrogen Peroxide Solution, Purum P.a., >=30% (rt)

182. Hydrogen Peroxide Solution, Purum P.a., >=35% (rt)

183. Hydrogen Peroxide Solution, >=30%, For Trace Analysis

184. Hydrogen Peroxide Solution, Saj First Grade, >=30.0%

185. Hydrogen Peroxide Solution, Tested According To Ph.eur.

186. Hydrogen Peroxide Solution, 50 Wt. % In H2o, Stabilized

187. Hydrogen Peroxide Solution, Jis Special Grade, 30.0-35.5%

188. Hydrogen Peroxide Solution, 30 % (w/w) In H2o, Contains Stabilizer

189. Hydrogen Peroxide Solution, Contains Inhibitor, 35 Wt. % In H2o

190. Hydrogen Peroxide Solution, P.a., Acs Reagent, Reag. Iso, 30.0%

191. Hydrogen Peroxide 30%, Meets The Analytical Specifications Of Ph. Eur., Stabilized

192. Hydrogen Peroxide Solution, 30% (w/w), Puriss. P.a., Reag. Iso, Reag. Ph. Eur.

193. Hydrogen Peroxide Solution, Ar, Contains Sodium Pyrophosphate As Stabilizer, >=30 % (w/v)

194. Hydrogen Peroxide Solution, Contains ~200 Ppm Acetanilide As Stabilizer, 3 Wt. % In H2o

195. Hydrogen Peroxide Solution, Contains Inhibitor, 30 Wt. % In H2o, Acs Reagent

196. Hydrogen Peroxide Solution, Lr, Contains Sodium Pyrophosphate As Stabilizer, >=30 % (w/v)

197. Hydrogen Peroxide Solution, Lr, Contains Sodium Pyrophosphate As Stabilizer, >=50 % (w/v)

198. Hydrogen Peroxide Solution, Meets Analytical Specification Of Ph. Nord., 34.5-36.5%

199. Hydrogen Peroxide Solution, Puriss. P.a., Acs Reagent, Not Stabilized, >=30% (rt)

200. Hydrogen Peroxide Solution, Semiconductor Grade Mos Puranal(tm) (honeywell 17937), >=30%

201. Hydrogen Peroxide Solution, Semiconductor Grade Puranal(tm) (honeywell 17948), >=30%

202. Hydrogen Peroxide Solution, Semiconductor Grade Ulsi Puranal(tm) (honeywell 17024), >=30%

203. Hydrogen Peroxide Solution, Semiconductor Grade Vlsi Puranal(tm) (honeywell 17606), >=30%

204. Hydrogen Peroxide Solution, Contains Inhibitor, 30 Wt. % In H2o, Meets Usp Testing Specifications

205. Hydrogen Peroxide Solution, Contains Potassium Stannate As Inhibitor, 30-32 Wt. % In Water, Semiconductor Grade, 99.999% Trace Metals Basis

206. Hydrogen Peroxide, Aqueous Solutions With >40% But Not >60% Hydrogen Peroxide (stabilized As Necessary)

207. Hydrogen Peroxide, Aqueous Solutions With >40% But Not >60% Hydrogen Peroxide (stabilized As Necessary) [un2014] [oxidizer]

208. Hydrogen Peroxide, Aqueous Solutions With Not <20% But Not >40% Hydrogen Peroxide (stabilized As Necessary)

209. Hydrogen Peroxide, Aqueous Solutions With Not <20% But Not >40% Hydrogen Peroxide (stabilized As Necessary) [un2014] [oxidizer]

210. Hydrogen Peroxide, Aqueous Solutions With Not <8% But <20% Hydrogen Peroxide (stabilized As Necessary)

211. Hydrogen Peroxide, Aqueous Solutions With Not <8% But <20% Hydrogen Peroxide (stabilized As Necessary) [un2984] [oxidizer]

212. Hydrogen Peroxide, Stabilized Or Hydrogen Peroxide Aqueous Solutions, Stabilized With >60% Hydrogen Peroxide

213. Hydrogen Peroxide, Stabilized Or Hydrogen Peroxide Aqueous Solutions, Stabilized With >60% Hydrogen Peroxide [un2015] [oxidizer]

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 34.015 g/mol
Molecular Formula H2O2
XLogP3-0.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count0
Exact Mass34.005479302 g/mol
Monoisotopic Mass34.005479302 g/mol
Topological Polar Surface Area40.5 Ų
Heavy Atom Count2
Formal Charge0
Complexity0
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Anti-Infective Agents, Local; Oxidants

National Library of Medicine's Medical Subject Headings. Hydrogen peroxide. Online file (MeSH, 2017). Available from, as of October 2, 2017: https://www.nlm.nih.gov/mesh/2017/mesh_browser/MBrowser.html


/CLINICAL TRIALS/ ClinicalTrials.gov is a registry and results database of publicly and privately supported clinical studies of human participants conducted around the world. The Web site is maintained by the National Library of Medicine (NLM) and the National Institutes of Health (NIH). Each ClinicalTrials.gov record presents summary information about a study protocol and includes the following: Disease or condition; Intervention (for example, the medical product, behavior, or procedure being studied); Title, description, and design of the study; Requirements for participation (eligibility criteria); Locations where the study is being conducted; Contact information for the study locations; and Links to relevant information on other health Web sites, such as NLM's MedlinePlus for patient health information and PubMed for citations and abstracts for scholarly articles in the field of medicine. Hydrogen peroxide is included in the database.

NIH/NLM; ClinicalTrials.Gov. Available from, as of October 2, 2017: https://clinicaltrials.gov/


Antiseptic; disinfectant.

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Cambridge, UK: Royal Society of Chemistry, 2013., p. 889


Hydrogen peroxide 3% topical solution is used to cleanse minor cuts or skin abrasions. More potent solutions (e.g., 20-30%) have been used as a hair bleach.

American Society of Health-System Pharmacists 2017; Drug Information 2017. Bethesda, MD. 2017


For more Therapeutic Uses (Complete) data for Hydrogen peroxide (14 total), please visit the HSDB record page.


4.2 Drug Warning

The US Food and Drug Administration (FDA) has alerted consumers that high strength hydrogen peroxide preparations (e.g., 35% food grade hydrogen peroxide) should not be used for any medicinal purpose. These preparations are being promoted on websites illegally for various medicinal purposes (e.g., AIDS, cancer, emphysema, other life-threatening conditions) without any proven clinical value, and such uses are dangerous. Hydrogen peroxide 35% is not approved by the FDA for any purpose. Ingestion of such preparations can cause serious harm or death. Oral ingestion of hydrogen peroxide can result in GI irritation and ulceration. IV administration of hydrogen peroxide can result in inflammation at the injection site, gas embolism, and life-threatening allergic reactions.

American Society of Health-System Pharmacists 2017; Drug Information 2017. Bethesda, MD. 2017


Concentrated solutions (20-30% or more) of hydrogen peroxide are strongly irritating to skin or mucous membranes and should be handled cautiously.

American Society of Health-System Pharmacists 2017; Drug Information 2017. Bethesda, MD. 2017


4.3 Drug Indication

Indicated to be used as a disinfectant and sterilizer.


Treatment of seborrhoeic keratosis


Treatment of common warts (verrucae vulgaris)


5 Pharmacology and Biochemistry
5.1 Pharmacology

Hydrogen peroxide exhibits antimicrobial properties against most forms of microorganisms, including dormant forms with known high resistance profiles, such as bacterial spores and protozoal cysts. It acts as an oxidative biocide to generate free radical species to induce DNA, protein and membrane lipid damage via oxidation.


5.2 MeSH Pharmacological Classification

Anti-Infective Agents, Local

Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)


Oxidants

Electron-accepting molecules in chemical reactions in which electrons are transferred from one molecule to another (OXIDATION-REDUCTION). (See all compounds classified as Oxidants.)


5.3 ATC Code

A - Alimentary tract and metabolism

A01 - Stomatological preparations

A01A - Stomatological preparations

A01AB - Antiinfectives and antiseptics for local oral treatment

A01AB02 - Hydrogen peroxide


D - Dermatologicals

D08 - Antiseptics and disinfectants

D08A - Antiseptics and disinfectants

D08AX - Other antiseptics and disinfectants

D08AX01 - Hydrogen peroxide


D - Dermatologicals

D11 - Other dermatological preparations

D11A - Other dermatological preparations

D11AX - Other dermatologicals

D11AX25 - Hydrogen peroxide


S - Sensory organs

S02 - Otologicals

S02A - Antiinfectives

S02AA - Antiinfectives

S02AA06 - Hydrogen peroxide


5.4 Absorption, Distribution and Excretion

Absorption

It is reported that hydrogen peroxide is decomposed before absorption in the intestine. Solutions of hydrogen peroxide displays poor penetration when applied to tissue.


Volume of Distribution

Target organs affected by hydrogen peroxide include the lungs, intestine, thymus, liver, and kidney.


This in vivo study determined the kinetics of 3% hydrogen peroxide in a bleaching gel within the first hour. The material used in this study was 3% hydrogen peroxide gel and the study involved 10 subjects who met the inclusion and exclusion criteria. Each subject wore the tray with gel six different times on separate days. Evaluation of the remaining amount of hydrogen peroxide was calculated by the method stated in US Pharmacopoeia. The study results indicate that the mean percentage of hydrogen peroxide recovered for 5, 10, 20, 30, 45 and 60 minutes was 61, 56, 49, 44, 38 and 32, respectively. The amount of hydrogen peroxide in the saliva sample after one hour was 0.42 mg. Excluding the first 10 minutes, the kinetics of hydrogen peroxide in the tray and teeth sample was exponential.

PMID:12760694 Al-Qunaian TA et al; Oper Dent 28 (3): 236-41 (2003)


5.5 Metabolism/Metabolites

Hydrogen peroxide is reduced by glutathione peroxidase, which is an endogenous enzyme in human tissue. It is rapidly decomposed to oxygen and water when in contact with catalase, an enzyme found in blood and most tissues.


5.6 Mechanism of Action

The production of free hydroxyl radicals in the Fenton reaction is thought to be the basis of biocidal actions of hydrogen peroxide. Free radicals eventually lead to oxidative damage proteins and membrane lipids _in vivo_. The oxidizing radical as the ferryl radical induces DNA oxidation.


Hydrogen peroxide topical solution is a weak antibacterial agent, a wound cleanser, and a deodorant. The pharmacologic activity of the drug depends on the release of nascent oxygen which has a powerful oxidizing effect that destroys some microorganisms and chemically alters many organic substances. When hydrogen peroxide topical solution comes in contact with tissues that contain the enzyme catalase, the solution releases oxygen which exerts antibacterial action; the mechanical effect of effervescence loosens tissue debris and pus. The release of nascent oxygen and effervescence is more rapid on wounds, denuded areas, and mucous membranes than on unbroken skin. The presence of reactive organic material such as pus and blood diminishes the efficiency of hydrogen peroxide. The antibacterial activity of hydrogen peroxide is relatively weak and slow and the drug exhibits poor tissue and wound penetration. Hydrogen peroxide's mechanical effect of effervescence and resultant removal of tissue debris is probably a more effective means of reducing the bacterial content of wounds, denuded areas, and mucous membranes than actual antibacterial activity. The drug also appears to have a styptic effect when applied topically to minor wounds. Concentrated solutions of hydrogen peroxide have a bleaching effect on hair and may injure tissue.

American Society of Health-System Pharmacists 2017; Drug Information 2017. Bethesda, MD. 2017


Increases in the levels of reactive oxygen species (ROS) are correlated with a decrease in calcineurin (CN) activity under oxidative or neuropathological conditions. However, the molecular mechanism underlying this ROS-mediated CN inactivation remains unclear. Here, we describe a mechanism for the inactivation of CN by hydrogen peroxide. The treatment of mouse primary cortical neuron cells with Abeta(1-42) peptide and hydrogen peroxide triggered the proteolytic cleavage of CN and decreased its enzymatic activity. In addition, hydrogen peroxide was found to cleave CN in different types of cells. Calcium influx was not involved in CN inactivation during hydrogen peroxide-mediated cleavage, but CN cleavage was partially blocked by chloroquine, indicating that an unidentified lysosomal protease is probably involved in its hydrogen peroxide-mediated cleavage. Treatment with hydrogen peroxide triggered CN cleavage at a specific sequence within its catalytic domain, and the cleaved form of CN had no enzymatic ability to dephosphorylate nuclear factor in activated T cells. Thus, our findings suggest a molecular mechanism by which hydrogen peroxide inactivates CN by proteolysis in ROS-related diseases.

PMID:17217415 Lee JE et al; J Neurochem 100 (6): 1703-12 (2007)


Matrix metalloproteinase-2 (MMP-2) is well known to proteolyse both extracellular and intracellular proteins. Reactive oxygen species activate MMP-2 at both transcriptional and post-translational levels, thus MMP-2 activation is considered an early event in oxidative stress injury. Although hydrogen peroxide is widely used to trigger oxidative stress-induced cell death, the type of cell death (apoptosis vs. necrosis) in cardiomyocytes is still controversial depending on the concentration used and the exposure time. We ... investigated the mode of cell death in neonatal rat cardiomyocytes induced by different concentrations (50-500 uM) of hydrogen peroxide at various time intervals after exposure and determined whether MMP-2 is implicated in hydrogen peroxide-induced cardiomyocyte death. Treating cardiomyocytes with hydrogen peroxide led to elevated MMP-2 level/activity with maximal effects seen at 200 uM. Hydrogen peroxide caused necrotic cell death by disrupting the plasmalemma as evidenced by the release of lactate dehydrogenase in a concentration- and time-dependent manner as well as the necrotic cleavage of PARP-1. The absence of both caspase-3 cleavage/activation and apoptotic cleavage of PARP-1 illustrated the weak contribution of apoptosis. Pre-treatment with selective MMP inhibitors did not protect against hydrogen peroxide-induced necrosis. In conclusion hydrogen peroxide increases MMP-2 level/activity in cardiomyocytes and induces necrotic cell death, however, the later effect is MMP-2 independent.

PMID:23665313 Ali MA et al; Toxicol In Vitro 27 (6): 1686-92 (2013)


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26-Nov-2022
23-Sep-2024
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