Please Wait
Applying Filters...
menu
    • menu
    DRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

    Virtual Booth

    Contact Supplier

    Valsynthese, part of the SSE Group, is a CDMO focused on highly energetic and highly hazardous chemistry.

    Virtual Booth

    Contact Supplier

    xyz-pharma-m-2024-10-07

    Virtual Booth

    Contact Supplier

    With Fermion, start the journey of your innovative API.

    Virtual Booth

    Contact Supplier

    Bloomage is a one-stop source for CEP Sodium Hyaluronate and Hyaluronic Acid// FDA-inspected & GMP-certified.

    Virtual Booth

    Contact Supplier

    xyz-pharma-m-2024-10-07

    Virtual Booth

    Contact Supplier

    Menu

    Octocrylene

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

    EXCIPIENTS BY APPLICATIONS

    DIGITAL CONTENT

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

    PharmaCompass
    $ API Ref.Price (USD/KG) : 17Xls

    Filters

    clear-filterReset all filters
    2D Structure
    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 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

    2D Structure

    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.