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    Panthenolum

    FINISHED DOSAGE FORMULATIONS

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    2D Structure
    Also known as: Dl-panthenol, 16485-10-2, Dl-pantothenol, Dl-pantothenyl alcohol, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutanamide, Butanamide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-
    Molecular Formula
    C9H19NO4
    Molecular Weight
    205.25  g/mol
    InChI Key
    SNPLKNRPJHDVJA-UHFFFAOYSA-N
    FDA UNII
    WV9CM0O67Z
    Panthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. Panthenol exists as a racemic mixture containing both the dextrorotatory form (dexpanthenol) and the levorotatory form (levopanthenol). While pantothenic acid is optically active, only the dextrorotatory form ([DB09357]) is biologically active. Dexpanthenol, the active form of panthenol, is enzymatically cleaved to form pantothenic acid (Vitamin B5), which is an essential component of Coenzyme A that acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium. Due to its good penetration and high local concentrations, dexpanthanol is used in many topical products, such as ointments and lotions for treatment of dermatological conditions to relieve itching or promote healing. Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing. Furthermore, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2,4-dihydroxy-N-(3-hydroxypropyl)-3,3-dimethylbutanamide
    2.1.2 InChI
    InChI=1S/C9H19NO4/c1-9(2,6-12)7(13)8(14)10-4-3-5-11/h7,11-13H,3-6H2,1-2H3,(H,10,14)
    2.1.3 InChI Key
    SNPLKNRPJHDVJA-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)(CO)C(C(=O)NCCCO)O
    2.2 Other Identifiers
    2.2.1 UNII
    WV9CM0O67Z
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (+)-2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutyramide

    2. 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutanamide

    3. Bepanthen

    4. Butanamide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, (+--)-

    5. Corneregel

    6. D-panthenol

    7. Dexpanthenol

    8. Dexpanthenol Heumann

    9. Dl-panthenol

    10. Ilopan

    11. Marolderm

    12. Nasenspray Ratiopharm Panthenol

    13. Nasicur

    14. Otriven Dexpanthenol

    15. Pan Rhinol

    16. Pan-ophtal

    17. Panthenol Braun

    18. Panthenol Jenapharm

    19. Panthenol Law

    20. Panthenol Lichtenstein

    21. Panthenol Von Ct

    22. Panthenol-ratiopharm

    23. Panthoderm

    24. Panthogenat

    25. Pantothenol

    26. Repa-ophtal

    27. Rhinoclir

    28. Siozwo Sana

    29. Ucee D

    30. Urupan

    31. Wund- Und Heilsalbe Law

    2.3.2 Depositor-Supplied Synonyms

    1. Dl-panthenol

    2. 16485-10-2

    3. Dl-pantothenol

    4. Dl-pantothenyl Alcohol

    5. 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutanamide

    6. Butanamide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-

    7. Panthenol, Racemic

    8. Panthenolum

    9. 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutyramide

    10. 62507-76-0

    11. Nsc-759899

    12. Wv9cm0o67z

    13. Pantenol

    14. Pantenolo

    15. (+-)-pantothenyl Alcohol

    16. Dl-pantothenol;dl-pantothenyl Alcohol

    17. Alcool Dl-pantotenilico

    18. Panthenol , Dl-form

    19. Butanamide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, (+)- (9ci)

    20. Pantenolo [dcit]

    21. Pantenol [inn-spanish]

    22. Panthenolum [inn-latin]

    23. Component Of Zentinic

    24. Dexpanthenol [usan)

    25. Smr000857333

    26. Alcool Dl-pantotenilico [italian]

    27. Sr-05000001760

    28. Einecs 240-540-6

    29. Mfcd00002944

    30. Unii-wv9cm0o67z

    31. Nsc302962

    32. D,l- Panthenol

    33. Nsc-302962

    34. Ncgc00186658-01

    35. Pantothenylol Alcohol

    36. Panthenol [usan:usp:inn:ban:jan]

    37. 2,3-dimethylbutyramide

    38. Dl-panthenol, 99%

    39. Panthenol (usp/inn)

    40. Panthenol [inn]

    41. Panthenol, Dl-

    42. Panthenol [inci]

    43. Panthenol [usan]

    44. (+-)-2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutyramide

    45. Panthenol [vandf]

    46. Panthenol [mart.]

    47. Ec 240-540-6

    48. Dl-panthenol [fcc]

    49. Panthenol [who-dd]

    50. Dsstox_cid_24598

    51. Dsstox_rid_80341

    52. Dsstox_gsid_44598

    53. Schembl15567

    54. Dl-panthenol [vandf]

    55. (r)-2,4-dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide

    56. Mls001336015

    57. Mls001336016

    58. Chembl1371937

    59. D-(+)-2,3-dimethylbutyramide

    60. Dtxsid3044598

    61. Panthenol [usp Monograph]

    62. Dexpanthenol (pantothenyl Alcohol)

    63. Hms2093b14

    64. Hms2234m16

    65. Hms3371m11

    66. Pharmakon1600-01505420

    67. Pharmakon1600-01505656

    68. (+/-)-pantothenyl Alcohol

    69. Hy-b1024

    70. Panthenol, Racemic [usp-rs]

    71. Tox21_302660

    72. Butanamide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, (+-)-

    73. Butyramide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, Dl-

    74. Nsc759127

    75. Nsc759899

    76. S4566

    77. Stl453540

    78. Akos015841508

    79. Butanamide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, (+/-)-

    80. Ccg-213502

    81. Cs-4541

    82. Nsc 759899

    83. Nsc-759127

    84. Sb44496

    85. Ncgc00256864-01

    86. As-56363

    87. Da-09547

    88. Sbi-0206818.p001

    89. Cas-16485-10-2

    90. Db-056494

    91. Ft-0625499

    92. Ft-0625596

    93. Ft-0693817

    94. P1318

    95. A19436

    96. D03726

    97. H11256

    98. Ab00918367_05

    99. A810597

    100. Butyramide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3

    101. Q196473

    102. Q-201031

    103. Sr-05000001760-1

    104. Sr-05000001760-3

    105. 3-(2,4-dihydroxy-3,3-dimethylbutyramido)-1-propanol

    106. Brd-a59413292-001-04-1

    107. Butanamide,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-

    108. (+/-)-2,4-dihydroxy-3,3-dimethylbutyric 3-hydroxypropylamide

    109. 3,3-dimethyl-2,4-bis(oxidanyl)-n-(3-oxidanylpropyl)butanamide

    110. D-2,4-dihydroxy-3,3-dimethyl-n-(3-hydroxypropyl)butyramide

    111. Dl-2 4-dihydroxy-n-(3-hydroxypropyl)-3 3-dimethylbutyramide

    112. (+/-)-2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutyramide

    113. (r)-(+)-2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethylbutyramide

    114. Butanamide,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, (r)-

    115. Butyramide,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, D-(+)-

    116. Panthenol, Racemic, United States Pharmacopeia (usp) Reference Standard

    117. (+/-)-alpha,gamma-dihydroxy-n-(3-hydroxypropyl)-beta,beta-dimethylbutyramide

    118. Butyramide, .alpha.,.gamma.-dihydroxy-n-(3-hydroxypropyl)-.beta.,.beta.-dimethyl-

    119. Butyramide, 2,4-dihydroxy-n-(3-hydroxypropyl)-3,3-dimethyl-, (+/-)-

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 205.25 g/mol
    Molecular Formula C9H19NO4
    XLogP3-0.9
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count6
    Exact Mass205.13140809 g/mol
    Monoisotopic Mass205.13140809 g/mol
    Topological Polar Surface Area89.8 Ų
    Heavy Atom Count14
    Formal Charge0
    Complexity182
    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

    Panthenol (containing a racemic mixture of dexpanthenol and levopanthenol) is not currently available in any FDA-approved products and therefore does not have an indication. Please see [DB09357] for FDA-approved uses of the dextrorotatory form of Panthenol.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Pantothenic acid is a precursor of coenzyme A, which serves as a cofactor for a variety of enzyme-catalyzed reactions involving transfer of acetyl groups. The final step in the synthesis of acetylcholine consists of the choline acetylase transfer of acetyl group from acetylcoenzyme A to choline. Acetylcholine is the neurohumoral transmitter in the parasympathetic system and as such maintains the normal functions of the intestine. Decrease in acetylcholine content would result in decreased peristalsis and in extreme cases adynamic ileus.

    5.2 ATC Code

    D03AX03

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    5.3 Mechanism of Action

    Panthenol is an alcohol derivative of pantothenic acid, a component of the B complex vitamins and an essential component of a normally functioning epithelium. Dexpanthenol, the active form of panthenol, is enzymatically cleaved to form pantothenic acid (Vitamin B5), which is an essential component of Coenzyme A that acts as a cofactor in many enzymatic reactions that are important for protein metabolism in the epithelium. Dermatological effects of the topical use of dexpanthenol include increased fibroblast proliferation and accelerated re-epithelialization in wound healing. Furthermore, it acts as a topical protectant, moisturizer, and has demonstrated anti-inflammatory properties.