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1 Analytical Methods

Synopsis

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Chemistry

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Also known as: 98-86-2, 1-phenylethanone, Methyl phenyl ketone, Acetylbenzene, Phenyl methyl ketone, Ethanone, 1-phenyl-

Molecular Formula

C₈H₈O

Molecular Weight

120.15 g/mol

InChI Key

KWOLFJPFCHCOCG-UHFFFAOYSA-N

FDA UNII

RK493WHV10

Acetophenone is a metabolite found in or produced by Saccharomyces cerevisiae.

1 2D Structure

Acetophenone

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-phenylethanone

2.1.2 InChI

InChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3

2.1.3 InChI Key

KWOLFJPFCHCOCG-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(=O)C1=CC=CC=C1

2.2 Other Identifiers

2.2.1 UNII

RK493WHV10

2.3 Synonyms

2.3.1 Depositor-Supplied Synonyms

1. 98-86-2

2. 1-phenylethanone

3. Methyl Phenyl Ketone

4. Acetylbenzene

5. Phenyl Methyl Ketone

6. Ethanone, 1-phenyl-

7. Hypnone

8. Benzoyl Methide

9. Acetophenon

10. 1-phenylethan-1-one

11. Acetylbenzol

12. 1-phenyl-1-ethanone

13. Benzoylmethide

14. Benzene, Acetyl-

15. Phenylethanone

16. Acetofenon

17. Ketone, Methyl Phenyl

18. 1-phenyl-ethanone

19. Usaf Ek-496

20. Acetofenon [czech]

21. Rcra Waste Number U004

22. Hypnon

23. Methylphenylketone

24. Phenylmethylketone

25. Nsc 7635

26. Fema No. 2009

27. Dymex

28. Rcra Waste No. U004

29. Ai3-00575

30. Ketone, Methyl Phenyl-

31. Chembl274467

32. Rk493whv10

33. Chebi:27632

34. Nsc-7635

35. Dsstox_cid_1828

36. Dsstox_rid_76353

37. Dsstox_gsid_21828

38. Fema Number 2009

39. Cas-98-86-2

40. Ac0

41. (2,2,2,-2h3)acetophenone

42. Ccris 1341

43. Hsdb 969

44. Einecs 202-708-7

45. Unii-rk493whv10

46. Aceto Phenone

47. Aceto-phenone

48. Acetyl-benzen

49. Acetyl-benzene

50. Alpha-acetophenone

51. Ethanone,1-phenyl

52. Methyl-phenyl Ketone

53. Methyl Phenyl-ketone

54. Nchem.180-comp5

55. Acetophenone-[13c6]

56. 1-phenylethanone, 9ci

57. Acetophenone [ii]

58. Acetophenone [mi]

59. Schembl737

60. Acetophenone [fcc]

61. Bmse000286

62. Acetophenone [fhfi]

63. Acetophenone [hsdb]

64. Acetophenone [inci]

65. Ec 202-708-7

66. Wln: 1vr

67. Acetophenone, >=98%, Fg

68. Schembl8170205

69. 1-phenylethanone (acetophenone)

70. Dtxsid6021828

71. Schembl13341485

72. Acetophenone, Analytical Standard

73. Fema 2009

74. Nsc7635

75. Acetophenone, >=98.0% (gc)

76. Acetophenone, Natural, 98%, Fg

77. Zinc896628

78. Hy-y0989

79. Str00017

80. Tox21_202422

81. Tox21_300343

82. Acetophenone, Reagentplus(r), 99%

83. Bdbm50236986

84. C0117

85. Mfcd00008724

86. S5528

87. Akos000119011

88. Ccg-266074

89. Db04619

90. Ncgc00248000-01

91. Ncgc00248000-02

92. Ncgc00254370-01

93. Ncgc00259971-01

94. Acetophenone 100 Microg/ml In Cyclohexane

95. Db-044220

96. A0061

97. Cs-0015982

98. Ft-0628908

99. Ft-0636694

100. Ft-0637564

101. Ft-0641367

102. Ft-0661057

103. Acetophenone, Puriss. P.a., >=99.0% (gc)

104. C07113

105. D71016

106. A854783

107. Q375112

108. J-519533

109. Z57127548

110. Acetophenone, Tracecert(r), Certified Reference Material

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₈H₈O
Molecular Weight	120.15 g/mol
XLogP3	1.6
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	1
Exact Mass	120.057514874 g/mol
Monoisotopic Mass	120.057514874 g/mol
Topological Polar Surface Area	17.1 Å²
Heavy Atom Count	9
Formal Charge	0
Complexity	101
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Photosensitizing Agents

Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms. (See all compounds classified as Photosensitizing Agents.)

4.2 Metabolism/Metabolites

... In rats acetophenone appears to be precursor of not only mandelic acid and benzoylformic acid but benzoic acid as well. ...

PMID:1274370 Sullivan HR et al; Xenobiotica 6 (1): 49-54 (1976)

The reductive cleavage of hydroperoxides by purified p450 in a reconstituted system containing reduced nicotinamide adenine dinucleotide phosphate was studied. ... With cumyl hydroperoxide, acetophenone was produced, but not cumyl alcohol, indicating that a rearrangement had taken place, probably involving radical intermediates, with the formation of an additional 1-carbon product.

Vaz ADN, Coon MJ; Proceedings of the Nat Acad of Sci 84 (5): 1172-6 (1987)

Early studies identified 1-phenylethanol, benzoic acid, and mandelic acid as urinary metabolites of acetophenone in rabbits and dogs. /It was/ found that rabbits administered acetophenone by gavage excreted 47% of the dose as glucuronide conjugates of 1-phenylethanol and about 20% as hippuric acid. /Another study/... reported that 1-phenylethanol and its glucuronide conjugate constituted only about 4% of the dose for rabbits treated by the ip route. ... m-Hydroxyacetophenone, p-hydroxyacetophenone, and w-hydroxyacetophenone as minor urinary metabolites of acetophenone (<1% of the dose) in rabbits.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V6 297

...10% of a 100 mg/kg ip dose of radiolabeled acetophenone was excreted as /carbon dioxide/ after 4 hr and that the amount increased to 30% after 13 hr. ... Mendelic acid was present in the urine of rats treated ip with acetophenone and ... this metabolite most likely arose from w-hydroxyacetophenone.

Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V6 297

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Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country	Total Quantity (KGS)	Average Price (USD/KGS)	Number of Transactions

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$ 18

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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

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