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Chemistry

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Also known as: 119-61-9, Diphenylmethanone, Diphenyl ketone, Benzoylbenzene, Methanone, diphenyl-, Phenyl ketone
Molecular Formula
C13H10O
Molecular Weight
182.22  g/mol
InChI Key
RWCCWEUUXYIKHB-UHFFFAOYSA-N
FDA UNII
701M4TTV9O

Benzophenone
Diphenylketone is a metabolite found in or produced by Saccharomyces cerevisiae.
1 2D Structure

Benzophenone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
diphenylmethanone
2.1.2 InChI
InChI=1S/C13H10O/c14-13(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
2.1.3 InChI Key
RWCCWEUUXYIKHB-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C(C=C1)C(=O)C2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
701M4TTV9O
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 119-61-9

2. Diphenylmethanone

3. Diphenyl Ketone

4. Benzoylbenzene

5. Methanone, Diphenyl-

6. Phenyl Ketone

7. Ketone, Diphenyl

8. Alpha-oxoditane

9. Benzene, Benzoyl-

10. Alpha-oxodiphenylmethane

11. Diphenylketone

12. Diphenyl-methanone

13. Kayacure Bp

14. .alpha.-oxoditane

15. Adjutan 6016

16. Fema No. 2134

17. .alpha.-oxodiphenylmethane

18. Diphenyl-methanon

19. 1dzp

20. Nsc 8077

21. Mfcd00003076

22. Chembl90039

23. 701m4ttv9o

24. Dtxsid0021961

25. Chebi:41308

26. Nsc-8077

27. Ncgc00090787-05

28. Dsstox_cid_1961

29. Dsstox_rid_76429

30. Dsstox_gsid_21961

31. Diphenylmethanone (benzophenone)

32. Caswell No. 081g

33. Cas-119-61-9

34. Ccris 629

35. Hsdb 6809

36. Wln: Rvr

37. Einecs 204-337-6

38. Epa Pesticide Chemical Code 000315

39. Benzophenone (8ci)

40. Phenylketone

41. Unii-701m4ttv9o

42. Benzopheneone

43. Benzophenon

44. Benzophenone-

45. Benzoyl-benzene

46. A-oxoditane

47. Ai3-00754

48. Meta-benzophenone

49. Alpha -oxoditane

50. Fema 2134

51. Benzophenone Flakes

52. Di(phenyl)methanone

53. A-oxodiphenylmethane

54. Methanone, Diphenyl- (9ci)

55. Ph2co

56. Speedcure Bp

57. Darocur Bp

58. Diphenylmethanone, 9ci

59. Alpha -oxodiphenylmethane

60. Dimenhydrinate Impurity J

61. Benzophenone [mi]

62. Benzophenone [fcc]

63. Upcmld-dp071

64. Benzophenone [fhfi]

65. Benzophenone [hsdb]

66. Benzophenone [iarc]

67. Benzophenone [inci]

68. Ec 204-337-6

69. Bidd:pxr0008

70. Schembl17745

71. Mls001055400

72. Adk Stab 1413

73. Benzophenone [usp-rs]

74. Benzophenone [who-dd]

75. Bidd:er0022

76. Benzophenone (diphenyl-ketone)

77. Benzophenone (diphenylmethanone)

78. Upcmld-dp071:001

79. Bdbm22726

80. Benzophenone, Analytical Standard

81. Diphenhydramine Impurity E

82. Amy7704

83. Nsc8077

84. Hms2268a24

85. Zinc968233

86. Benzophenone [usp Impurity]

87. Benzophenone, >=99%, Fcc, Fg

88. Hy-y0546

89. Tox21_113465

90. Tox21_202425

91. Tox21_300058

92. Benzophenone, Reagentplus(r), 99%

93. S4438

94. Stl363250

95. Benzophenone, For Synthesis, 98.0%

96. Akos000119029

97. Tox21_113465_1

98. Benzophenone (diphenyl-ketone)

99. Db01878

100. Benzophenone 100 Microg/ml In Methanol

101. Benzophenone, Purum, >=99.0% (gc)

102. Benzophenone, Reagentplus(r), >=99%

103. Ncgc00090787-01

104. Ncgc00090787-03

105. Ncgc00090787-04

106. Ncgc00090787-06

107. Ncgc00090787-07

108. Ncgc00090787-08

109. Ncgc00254183-01

110. Ncgc00259974-01

111. Bp-21212

112. Smr000112143

113. Phenytoin Impurity A [ep Impurity]

114. Benzophenone, Saj First Grade, >=99.0%

115. Db-061602

116. B0083

117. Cs-0015323

118. Ft-0622720

119. Ft-0693251

120. Benzophenone, Purified By Sublimation, >=99%

121. Benzophenone, Vetec(tm) Reagent Grade, 98%

122. C06354

123. D72506

124. Dimenhydrinate Impurity J [ep Impurity]

125. Phenytoin Sodium Impurity A [ep Impurity]

126. Q409482

127. Melting Point Standard 47-49c, Analytical Standard

128. Q-200691

129. Phenytoin Impurity Benzophenone [usp Impurity]

130. F0001-0309

131. Z1245792986

132. Benzophenone, European Pharmacopoeia (ep) Reference Standard

133. Diphenhydramine Hydrochloride Impurity E [ep Impurity]

134. Mettler-toledo Calibration Substance Me 18870, Benzophenone

135. Phenytoin Sodium Impurity Benzophenone [usp Impurity]

136. Benzophenone, United States Pharmacopeia (usp) Reference Standard

137. Hydrocodone Hydrogen Tartrate 2.5-hydrate Impurity H [ep Impurity]

138. Benzophenone, Pharmaceutical Secondary Standard; Certified Reference Material

139. Mettler-toledo Calibration Substance Me 18870, Benzophenone, For The Calibration Of The Thermosystem 900, Traceable To Primary Standards (lgc)

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 182.22 g/mol
Molecular Formula C13H10O
XLogP33.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass182.073164938 g/mol
Monoisotopic Mass182.073164938 g/mol
Topological Polar Surface Area17.1 Ų
Heavy Atom Count14
Formal Charge0
Complexity165
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

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 Absorption, Distribution and Excretion

The percutaneous absorption of benzophenone was determined in vivo in monkeys. Absorption through occluded skin was approximately 70% of the applied dose in 24 hr. Under unoccluded conditions skin penetration was reduced to 44%, presumably because of evaporation from the site of application.

European Commission/European Chemical Substances Information System; IUCLID Dataset, Benzophenone (CAS No. 119-61-9) (2000). Available from, as of March 18, 2015: https://esis.jrc.ec.europa.eu/


/The authors/ gave /benzophenone/ orally ... (100 or 400 mg/kg) ... once per day for 3 days, to ovariectomized Sprague-Dawley (SD) rats, and all rats were killed 24 h after being given the last dose. ... At 24 hr after the last dose, the mean serum concentrations of benzophenone, benzhydrol and p-hydroxybenzophenone in the high-dosed rats were 10.4+/-1.0, 1.5+/-0.3, and 0.7+/-0.2 (mean +/- SE) umol/L, respectively, whereas in the serum of low-dosed rats these compounds were not detected. When a single oral administration of benzophenone (100 or 400 mg/kg) was given to intact female rats, serum concentrations of benzophenone, benzhydrol and p-hydroxybenzophenone increased in a dose-dependent manner 6 hr later. ...

PMID:1245144 Nakagawa Y, Tayama K; Arch Toxicol 76 (12): 727-31 (2002)


... The percutaneous absorption of the fragrances benzyl acetate and five other benzyl derivatives (benzyl alcohol, benzyl benzoate, benzamide, benzoin and benzophenone) was determined in vivo in monkeys. Absorption through occluded skin was high for all cmpd (approx 70% of the applied dose in 24 hr) and no significant differences between the values for the different cmpd were observed. No correlations were seen between skin penetration of these cmpd and their octanol-water partition coefficients. Under unoccluded conditions skin penetration of the fragrances was reduced and there was great variability between cmpd, presumably because of variations in the rates of evaporation from the site of application.

PMID:2379896 Bronaugh RL et al; Food Chem Toxicol 28 (5): 369-73 (1990)


4.3 Metabolism/Metabolites

In male Sprague-Dawley rats that received benzophenone by gavage, 1% of the administered dose was detected as p-hydroxybenzophenone in enzymetreated urine samples, but not in unhydrolyzed urine (Stocklinski et al., 1979). No p-hydroxybenzophenone was detected in the feces.

DHHS/NTP; Toxicology and Carcinogenesis Studies of Benzophenone (CAS No. 119-61-9) Toxicity Report Series No. 61 NIH Pub No. 00-3943. Available from, as of March 18, 2015: https://ntp-server.niehs.nih.gov


The results from recent studies show that some benzophenones (BPs) and their hydroxylated metabolites can function as weak estrogens (E2) in the environment. However, little is known about the structure-activity relationship of these molecules. We have examined the effects of exposure to ten different BPs on the proliferation of estrogen receptor (ER)-positive breast cancer cells and on the transcriptional activity of E2-target genes. We analyzed two genes that are tightly linked with estrogen-mediated proliferation, the CXCL12 and amphiregulin genes and two classical estrogen-responsive genes, the pS2 and progesterone receptor. Significant differences in the BPs efficiency to induce cell proliferation and endogenous E2-target gene expressions were observed. Using ERE-, Sp1-, AP1- and C3-reporter genes that contain different ER-binding sites in their promoter, we also showed significant differences in the BPs efficiency in activation of the ER transactivation. Together, our analyzes showed that the most active molecule is 4-hydroxy-BP. Docking analysis of the interaction of BPs in the ligand-binding pocket of ERa suggests that the minimum structural requirement for the estrogenic activity of BPs is a hydroxyl (OH) group in the phenyl A-ring that allows interaction with Glu-353, Arg-394 or Phe-404, which enhances the stability between BPs and ERa. Our modeling also indicates a loss of interaction between the OH groups of the phenyl B-ring and His-524. In addition, the presence of some OH groups in the phenyl B-ring can create repulsion forces, which may constrain helix 12 in an unfavorable position, explaining the differential estrogenic effects of BPs. These results, together with our analysis of BPs for their potency in activation of cell proliferation and ER-mediated transcription, report an improved understanding of the mechanism and structure-activity relationship of BPs. /benzophenones/

Kerdivel G et al; PLoS One. 8(4):e60567 (2013)


Benzophenone's main metabolic pathway in the rabbit is by reduction to benzhydrol, which is excreted in urine conjugated with glucoronic acid. Small amount (1%) is converted to p-hydroxybenzophenone following oral administration to rats. No p-hydroxybenzohydrol was detected in urine or feces.

European Commission/European Chemical Substances Information System; IUCLID Dataset, Benzophenone (CAS No. 119-61-9) (2000). Available from, as of March 18, 2015: https://esis.jrc.ec.europa.eu/


Benzophenone is a known human metabolite of cinnarizine.

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


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ABOUT THIS PAGE

Looking for 119-61-9 / Benzophenone API manufacturers, exporters & distributors?

Benzophenone manufacturers, exporters & distributors 1

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

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API | Excipient name

Benzophenone

Synonyms

119-61-9, Diphenylmethanone, Diphenyl ketone, Benzoylbenzene, Methanone, diphenyl-, Phenyl ketone

Cas Number

119-61-9

Unique Ingredient Identifier (UNII)

701M4TTV9O

About Benzophenone

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

Benzophenone Manufacturers

A Benzophenone manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Benzophenone, including repackagers and relabelers. The FDA regulates Benzophenone manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Benzophenone 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 Benzophenone manufacturers with USDMF, JDMF, KDMF, CEP, GMP, and COA related information on PhamaCompass.

Benzophenone Suppliers

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

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

Benzophenone USDMF

A Benzophenone DMF (Drug Master File) is a document detailing the whole manufacturing process of Benzophenone active pharmaceutical ingredient (API) in detail. Different forms of Benzophenone DMFs exist exist since differing nations have different regulations, such as Benzophenone USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Benzophenone DMF submitted to regulatory agencies in the US is known as a USDMF. Benzophenone USDMF includes data on Benzophenone's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Benzophenone USDMF is kept confidential to protect the manufacturer’s intellectual property.

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Benzophenone NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Benzophenone as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Benzophenone API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Benzophenone as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Benzophenone and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Benzophenone NDC to their finished compounded human drug products, they may choose to do so.

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Benzophenone GMP

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

Benzophenone CoA

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

Benzophenone CoA mostly includes findings from lab analyses of a specific batch. For each Benzophenone 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.

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