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Chemistry

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Also known as: 6197-30-4, 2-ethylhexyl 2-cyano-3,3-diphenylacrylate, Octocrilene, 2-propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester, 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate, Octocrilene [inn]
Molecular Formula
C24H27NO2
Molecular Weight
361.5  g/mol
InChI Key
FMJSMJQBSVNSBF-UHFFFAOYSA-N
FDA UNII
5A68WGF6WM

Octocrylene
Octocrylene is a compound often used as an additive in sun screen, and is thought to have skin moisturizing effects because of its emollient properties. What makes this chemical such a popular additive to sun block, is its ability to neutralize UV radiation dissipated by sunlight, and to minimize skin damage from prolonged sun exposure. Octocrylene is also often combined with avobenzone, another common sunscreen ingredient often appearing on ingredient labels. Because of its effectiveness, the chemical has been approved across the globe for use in cosmetics and skin care products, but the concentrations of this ingredient are usually limited to no more than 10 or 12 percent. However, the use of this chemical doesnt just stop with sunscreen for face and arms, but can extend to a variety of other products, like hair spray, tannin oil, BB cream, conditioner, and CC cream, among others. Octocrylene may cause contact and photocontact allergy.
1 2D Structure

Octocrylene

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate
2.1.2 InChI
InChI=1S/C24H27NO2/c1-3-5-12-19(4-2)18-27-24(26)22(17-25)23(20-13-8-6-9-14-20)21-15-10-7-11-16-21/h6-11,13-16,19H,3-5,12,18H2,1-2H3
2.1.3 InChI Key
FMJSMJQBSVNSBF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCCCC(CC)COC(=O)C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C#N
2.2 Other Identifiers
2.2.1 UNII
5A68WGF6WM
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate

2. 2-ethylhexyl 2-cyano-3,3-diphenylacrylate

2.3.2 Depositor-Supplied Synonyms

1. 6197-30-4

2. 2-ethylhexyl 2-cyano-3,3-diphenylacrylate

3. Octocrilene

4. 2-propenoic Acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl Ester

5. 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate

6. Octocrilene [inn]

7. 2-cyano-3,3-diphenylacrylic Acid 2-ethylhexyl Ester

8. 5a68wgf6wm

9. Mls002454364

10. Octocrilene (inn)

11. Nsc-760433

12. Parsol 340

13. Uv-3039

14. Ncgc00091585-03

15. Ncgc00091585-05

16. Smr001371988

17. Dsstox_cid_5299

18. Dsstox_rid_77734

19. 2-ethylhexyl 2-cyano-3,3-diphenylacrylate, 97%

20. Dsstox_gsid_25299

21. Octocrylene [usan]

22. Octocrileno

23. Octocrilenum

24. Octocrilenum [inn-latin]

25. Octocrileno [inn-spanish]

26. Uv Absorber-3

27. Cas-6197-30-4

28. Ccris 4814

29. Einecs 228-250-8

30. Octocrylene [usan:usp]

31. Unii-5a68wgf6wm

32. Octocrilen

33. 2-ethylhexyl 2-cyano-3,3-diphenyl-2-acrylate

34. 2-ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate

35. Octocrylene (usp)

36. Neo Heliopan 303

37. Uvinul N539

38. 80135-31-5

39. 2-ethylhexyl 2-cyano-3,3-diphenyl-prop-2-enoate

40. Uvinul N-539

41. Octocrylene [mi]

42. 2-cyano-3,3-diphenyl-2-propenoic Acid, 2-ethylhexyl Ester

43. Octocrylene [inci]

44. Ec 228-250-8

45. Octocrilene [mart.]

46. Schembl16483

47. Octocrilene [who-dd]

48. Octocrylene [usp-rs]

49. Cid_22571

50. Octocrylene, Analytical Standard

51. Chembl1201147

52. Dtxsid9025299

53. Bdbm74416

54. Octocrylene [orange Book]

55. Chebi:135526

56. Hms3039d04

57. Octocrylene [usp Impurity]

58. Octocrylene [usp Monograph]

59. Amy40810

60. Bcp15293

61. Hy-a0087

62. Octyl 2-cyano-3,3-diphenylacrylate

63. Tox21_111153

64. Tox21_200236

65. Mfcd00059260

66. S1750

67. Akos015900539

68. Tox21_111153_1

69. Ac-7027

70. Ccg-268181

71. Cs-4296

72. Nsc 760433

73. Anthelios Sx Component Octocrylene

74. Ncgc00091585-01

75. Ncgc00091585-04

76. Ncgc00091585-06

77. Ncgc00257790-01

78. As-13821

79. Capital Soleil Component Octocrylene

80. 2-ethylhexyl 2-cyano-3,3-diphenyl-acrylate

81. 2-ethylhexyl Alpha-cyano-beta-phenylcinnamate

82. 2-ethylhexyl-alpha-cyano-beta-phenylcinnamate

83. Ft-0612234

84. Octocrylene Component Of Anthelios Sx

85. Octocrylene Component Of Capital Soleil

86. D05227

87. D70471

88. A833511

89. Q424805

90. Sr-01000864577

91. Q-201499

92. Sr-01000864577-2

93. 2-cyano-3,3-diphenyl-acrylic Acid 2-ethylhexyl Ester

94. 2-cyano-3,3-diphenylacrylic Acid-2-ethylhexyl Ester

95. 2-cyano-3,3-diphenyl-acrylic Acid 2-ethyl-hexyl Ester

96. (7-methoxy-8-(3-methyl-2-buten-1-yl)-2h-chromen-2-one)

97. Octocrylene, United States Pharmacopeia (usp) Reference Standard

98. Octocrylene, Pharmaceutical Secondary Standard; Certified Reference Material

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 361.5 g/mol
Molecular Formula C24H27NO2
XLogP37.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count10
Exact Mass361.204179104 g/mol
Monoisotopic Mass361.204179104 g/mol
Topological Polar Surface Area50.1 Ų
Heavy Atom Count27
Formal Charge0
Complexity510
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

In the US, Octocrylene has been evaluated by the FDA and is considered safe for use up to 10% in the formula. Similarly, the EU allows its use up to 10% in a formula while Health Canada allows a maximum use level of 12%.


5 Pharmacology and Biochemistry
5.1 Absorption, Distribution and Excretion

Absorption

Ecamsule is used topically, it not absorbed or metabolized.


Route of Elimination

Ecamsule is used topically, it not absorbed.


Volume of Distribution

Ecamsule is only used topically, it not absorbed.


Clearance

Ecamsule is used topically, it not absorbed or metabolized.


5.2 Metabolism/Metabolites

Ecamsule is used topically, it not absorbed.


5.3 Biological Half-Life

Ecamsule is only used topically, it does not have half life


5.4 Mechanism of Action

Octocrylene is an effective oil soluble liquid UVB filter. It has excellent dissolving properties for crystalline UV filters. Due to its outstanding photostability it is used as photostabilizer. Conjugated acrylate portion absorbs UVB and short-wave UVA (ultraviolet) rays with wavelengths in the range of 280-320 nm which protects the skin from direct DNA damage. The ethylhexanol portion is a fatty alcohol, which functions as an emollient due to it's hydrophobicity.


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19-Jan-2021
25-Nov-2024
KGS
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Topical

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Fillers, Diluents & Binders

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Solubilizers

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Thickeners and Stabilizers

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Coating Systems & Additives

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Parenteral

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Taste Masking

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Controlled & Modified Release

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Direct Compression

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Emulsifying Agents

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Film Formers & Plasticizers

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Lubricants & Glidants

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Granulation

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Surfactant & Foaming Agents

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Chewable & Orodispersible Aids

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Co-Processed Excipients

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Disintegrants & Superdisintegrants

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Rheology Modifiers

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API Stability Enhancers

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Empty Capsules

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Coloring Agents

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Vegetarian Capsules

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Soft Gelatin

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DATA COMPILATION #PharmaFlow

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NEWS #PharmaBuzz

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Market Place

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REF. STANDARDS & IMPURITIES

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ABOUT THIS PAGE

Octocrylene Manufacturers

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

Octocrylene Suppliers

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

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

Octocrylene USDMF

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

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

click here to find a list of Octocrylene suppliers with USDMF on PharmaCompass.

Octocrylene GMP

Octocrylene 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 Octocrylene 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 Octocrylene GMP manufacturer or Octocrylene GMP API supplier for your needs.

Octocrylene CoA

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

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

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