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Chemistry

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Also known as: Cumyl hydroperoxide, 80-15-9, Hydroperoxide, 1-methyl-1-phenylethyl, Cumenyl hydroperoxide, Alpha,alpha-dimethylbenzyl hydroperoxide, Cumolhydroperoxid
Molecular Formula
C9H12O2
Molecular Weight
152.19  g/mol
InChI Key
YQHLDYVWEZKEOX-UHFFFAOYSA-N
FDA UNII
PG7JD54X4I

Cumene hydroperoxide
1 2D Structure

Cumene hydroperoxide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-hydroperoxypropan-2-ylbenzene
2.1.2 InChI
InChI=1S/C9H12O2/c1-9(2,11-10)8-6-4-3-5-7-8/h3-7,10H,1-2H3
2.1.3 InChI Key
YQHLDYVWEZKEOX-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC(C)(C1=CC=CC=C1)OO
2.2 Other Identifiers
2.2.1 UNII
PG7JD54X4I
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cumene Hydroperoxide, Sodium Salt

2. Cumyl Hydroperoxide

3. Cumylhydroperoxide

4. Isopropyl Benzene Hydroperoxide

2.3.2 Depositor-Supplied Synonyms

1. Cumyl Hydroperoxide

2. 80-15-9

3. Hydroperoxide, 1-methyl-1-phenylethyl

4. Cumenyl Hydroperoxide

5. Alpha,alpha-dimethylbenzyl Hydroperoxide

6. Cumolhydroperoxid

7. 7-cumyl Hydroperoxide

8. Cument Hydroperoxide

9. Hydroperoxyde De Cumene

10. Hydroperoxyde De Cumyle

11. Isopropylbenzene Hydroperoxide

12. Cumeenhydroperoxyde

13. Kumenylhydroperoxid

14. 2-hydroperoxypropan-2-ylbenzene

15. 7-hydroperoxykumen

16. Rcra Waste Number U096

17. 1-methyl-1-phenylethyl Hydroperoxide

18. Idroperossido Di Cumene

19. Idroperossido Di Cumolo

20. Percumyl H

21. Pg7jd54x4i

22. Dtxsid3024869

23. Chebi:78673

24. Cumolhydroperoxide

25. .alpha.,.alpha.-dimethylbenzyl Hydroperoxide

26. Hydroperoxide, .alpha.,.alpha.-dimethylbenzyl

27. Cumene Hydroperoxide (80per Cent, Technical Grade)

28. Hydroperoxide De Cumene

29. Cumolhydroperoxid [german]

30. Cumeenhydroperoxyde [dutch]

31. Kumenylhydroperoxid [czech]

32. 7-hydroperoxykumen [czech]

33. Ccris 3801

34. Hsdb 254

35. Hydroperoxyde De Cumene [french]

36. Hydroperoxyde De Cumyle [french]

37. Idroperossido Di Cumene [italian]

38. Idroperossido Di Cumolo [italian]

39. Einecs 201-254-7

40. Rcra Waste No. U096

41. Alpha,alpha-dimethylbenzylhydroperoxide

42. Unii-pg7jd54x4i

43. Brn 1908117

44. Hydroperoxide, 1-methyl-1-phenylethyl-

45. Hyperiz

46. Hydroperoxide, Alpha,alpha-dimethylbenzyl-

47. Cumyl-hydroperoxide

48. Ph 80

49. Trigonox K 80

50. Trigonox K-95

51. Trigonox R 239a

52. Hydroperoxide, Alpha,alpha-dimethylbenzyl

53. Alpha-cumyl Hydroperoxide

54. Alpha-cumene Hydroperoxide

55. Dsstox_cid_4869

56. Luperox Cu 80

57. Trigonox K 90

58. Ec 201-254-7

59. .alpha.-cumyl Hydroperoxide

60. Chp-5

61. Dsstox_rid_77559

62. .alpha.-cumene Hydroperoxide

63. Dsstox_gsid_24869

64. Schembl15251

65. 4-06-00-03221 (beilstein Handbook Reference)

66. Chembl1518369

67. Schembl11210695

68. Chp-158

69. 2-phenylpropan-2-yl Hydroperoxide

70. Cumene Hydroperoxide [hsdb]

71. Zinc8585911

72. Tox21_300283

73. Mfcd00002129

74. Stl453641

75. Akos015841738

76. Ccg-207896

77. Un 2116

78. Cas-80-15-9

79. Ncgc00091748-01

80. Ncgc00091748-02

81. Ncgc00091748-03

82. Ncgc00254045-01

83. Cumene Hydroperoxide, Technical Grade, 80%

84. Cumene Hydroperoxide, Technical, ~80% In Cumene

85. Q414439

2.4 Create Date
2005-03-27
3 Chemical and Physical Properties
Molecular Weight 152.19 g/mol
Molecular Formula C9H12O2
XLogP31.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass152.083729621 g/mol
Monoisotopic Mass152.083729621 g/mol
Topological Polar Surface Area29.5 Ų
Heavy Atom Count11
Formal Charge0
Complexity115
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

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.)


4.2 Absorption, Distribution and Excretion

Liquid peroxides can be absorbed through the skin. /Organic peroxides/

Lefaux, R. Practical Toxicology of Plastics. Cleveland: CRC Press Inc., 1968., p. 166


4.3 Metabolism/Metabolites

Cumene hydroperoxide penetrates human red blood cells ... reduced by glutathione in the reaction catalyzed by glutathione peroxidase. Cumenol, water, and oxidized gluthathione were products.

PMID:4447610 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1166284 Srivastava SK et al; Biochem J 139: 289-95 (1974)


Enzymatic reduction of cumene hydroperoxide leads to the formation of cumenol (2-phenylpropan-2-ol) in vitro.

PMID:4319399 Little CR et al; J Biol Chem 245 (14): 3632-6 (1970)


Cumene hydroperoxide has known human metabolites that include (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-(2-phenylpropan-2-ylperoxysulfanyl)propan-2-yl]amino]-5-oxopentanoic acid.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


4.4 Mechanism of Action

The cumene hydroperoxide-hematin system reacts with 5,5-dimethyl-1-pyrroline-1-oxide to form the nitroxide 5,5-dimethyl-pyrrolidone-(2)-oxyl-(1) (DMPOX). DMPOX is formed via spin trapping of a cumene hydroperoxyl radical followed by an intramolecular carbanion displacement. Activation of carcinogen n-hydroxy-2-acetyl aminofluorene by cumene hydroperoxide-hematin system is most likely mediated by cumene hydroperoxyl radical.

PMID:6248759 Rosen GM, Rauckman EJ; Mol Pharmacol 17 (2): 233-8 (1980)


Cumene hydroperoxide oxidized cholesterol to the carcinogen 5,6-epoxide (5,6-alpha-epoxy-5-alpha-cholestan-3-beta-ol).

Smith LL, Kulig MJ; Cancer Biochem Biophys 1: 79-84 (1975)


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04-Mar-2021
29-Oct-2024
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Quantity (KGS) & Unit rate (USD/KGS) over time

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ABOUT THIS PAGE

Cumene hydroperoxide Manufacturers

A Cumene hydroperoxide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Cumene hydroperoxide, including repackagers and relabelers. The FDA regulates Cumene hydroperoxide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Cumene hydroperoxide API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Cumene hydroperoxide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Cumene hydroperoxide Suppliers

A Cumene hydroperoxide supplier is an individual or a company that provides Cumene hydroperoxide active pharmaceutical ingredient (API) or Cumene hydroperoxide finished formulations upon request. The Cumene hydroperoxide suppliers may include Cumene hydroperoxide API manufacturers, exporters, distributors and traders.

click here to find a list of Cumene hydroperoxide suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Cumene hydroperoxide GMP

Cumene hydroperoxide Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Cumene hydroperoxide GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Cumene hydroperoxide GMP manufacturer or Cumene hydroperoxide GMP API supplier for your needs.

Cumene hydroperoxide CoA

A Cumene hydroperoxide CoA (Certificate of Analysis) is a formal document that attests to Cumene hydroperoxide's compliance with Cumene hydroperoxide specifications and serves as a tool for batch-level quality control.

Cumene hydroperoxide CoA mostly includes findings from lab analyses of a specific batch. For each Cumene hydroperoxide CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Cumene hydroperoxide may be tested according to a variety of international standards, such as European Pharmacopoeia (Cumene hydroperoxide EP), Cumene hydroperoxide JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Cumene hydroperoxide USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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