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    Chlorphenesin

    ACTIVE PHARMA INGREDIENTS

    MARKET PLACE

    PharmaCompass
    $ API Ref.Price (USD/KG) : 16Xls

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    2D Structure
    Also known as: 104-29-0, 3-(4-chlorophenoxy)-1,2-propanediol, 3-(4-chlorophenoxy)propane-1,2-diol, Chlorophenesin, Adermykon, Gecophen
    Molecular Formula
    C9H11ClO3
    Molecular Weight
    202.63  g/mol
    InChI Key
    MXOAEAUPQDYUQM-UHFFFAOYSA-N
    FDA UNII
    I670DAL4SZ
    A centrally acting muscle relaxant. Its mode of action is unknown. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1203)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-(4-chlorophenoxy)propane-1,2-diol
    2.1.2 InChI
    InChI=1S/C9H11ClO3/c10-7-1-3-9(4-2-7)13-6-8(12)5-11/h1-4,8,11-12H,5-6H2
    2.1.3 InChI Key
    MXOAEAUPQDYUQM-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=CC(=CC=C1OCC(CO)O)Cl
    2.2 Other Identifiers
    2.2.1 UNII
    I670DAL4SZ
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 104-29-0

    2. 3-(4-chlorophenoxy)-1,2-propanediol

    3. 3-(4-chlorophenoxy)propane-1,2-diol

    4. Chlorophenesin

    5. Adermykon

    6. Gecophen

    7. Demykon

    8. Mycil

    9. Chlorphenesinum

    10. P-chlorophenyl Glyceryl Ether

    11. Chlorphenesine

    12. Clorfenesina

    13. 1,2-propanediol, 3-(4-chlorophenoxy)-

    14. 3-(p-chlorophenoxy)-1,2-propanediol

    15. Clorfenesina [inn-spanish]

    16. Chlorphenesine [inn-french]

    17. Chlorphenesinum [inn-latin]

    18. Glycerol Alpha-p-chlorophenyl Ether

    19. P-chlorophenyl-alpha-glyceryl Ether

    20. 3-(p-chlorophenoxy)propane-1,2-diol

    21. Nsc 6401

    22. 1,2-propanediol, 3-(p-chlorophenoxy)-

    23. I670dal4sz

    24. Chebi:3642

    25. 2-chlorphenesin

    26. Nsc-6401

    27. Mfcd00021990

    28. Glycerol .alpha.-p-chlorophenyl Ether

    29. P-chlorophenyl-.alpha.-glyceryl Ether

    30. Ncgc00160584-01

    31. 1,2-propanediol, 3-(4-chlorophenoxy)- (9ci)

    32. Gechophen

    33. P-chlorophenyl

    34. Chlorphenesin [inn:ban]

    35. 3-(4-chlorophenoxy)propane-1,2-diol;3-(4-chlorophenoxy)propane-1,2-diol

    36. Alpha-glyceryl Ether

    37. Einecs 203-192-6

    38. Unii-i670dal4sz

    39. Brn 2210845

    40. Ai3-24623

    41. (+/-)-chlorphenesin

    42. Maybridge1_000170

    43. Chlorphenesin [mi]

    44. Wln: Q1yq1or Dg

    45. Chlorphenesin [inn]

    46. Mixcom1_000324

    47. 1, 3-(p-chlorophenoxy)-

    48. Chlorphenesin [inci]

    49. Dsstox_cid_28954

    50. Dsstox_rid_83219

    51. Dsstox_gsid_49028

    52. Oprea1_755443

    53. Schembl93836

    54. Chlorphenesin [vandf]

    55. 1, 3-(4-chlorophenoxy)-

    56. 4-06-00-00831 (beilstein Handbook Reference)

    57. Chlorphenesin [mart.]

    58. Chlorphenesin [who-dd]

    59. Chembl388751

    60. Dtxsid0049028

    61. Nsc6401

    62. Hms3604n15

    63. 3-p-chlorophenoxy-1,2-propanediol

    64. Albb-025796

    65. Hy-a0133

    66. Tox21_113554

    67. 4-amino-4-chlorobenzophenone

    68. Ac-266

    69. S6442

    70. 1-(p-chlorophenoxy)-2,3-propanediol

    71. Akos005203039

    72. Db00856

    73. Hs-0080

    74. 3-(p-chlorophenoxy)-propane-1,2 Diol

    75. Chlorphenesin 100 Microg/ml In Methanol

    76. Bp-20218

    77. Cas-104-29-0

    78. Sy058281

    79. C3659

    80. Chlorphenesin 100 Microg/ml In Acetonitrile

    81. Cs-0017448

    82. Ft-0623711

    83. C07928

    84. D71194

    85. Sr-01000944964

    86. J-001139

    87. Q5103226

    88. Sr-01000944964-1

    89. Z1348239594

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 202.63 g/mol
    Molecular Formula C9H11ClO3
    XLogP31.2
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count4
    Exact Mass202.0396719 g/mol
    Monoisotopic Mass202.0396719 g/mol
    Topological Polar Surface Area49.7 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity135
    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

    Used, along with rest and physical therapy, to treat injuries and other painful muscular conditions. Investigated for use in trigeminal neuralgia (tic douloureux), a neuropathic disorder characterized by severe facial pain. Was investigated as a modulator of histamine release.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Chlorphenesin is a muscle relaxant. It blocks nerve impulses (or pain sensations) that are sent to the brain.

    5.2 MeSH Pharmacological Classification

    Muscle Relaxants, Central

    A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)

    5.3 ATC Code

    D - Dermatologicals

    D01 - Antifungals for dermatological use

    D01A - Antifungals for topical use

    D01AE - Other antifungals for topical use

    D01AE07 - Chlorphenesin

    5.4 Absorption, Distribution and Excretion

    Absorption

    Rapid and complete.

    5.5 Metabolism/Metabolites

    Hepatic. 85% of a dose excreted within 24 hours as the glucuronide metabolite.

    5.6 Biological Half-Life

    2.3-5 hours

    5.7 Mechanism of Action

    The mechanism of action of chlorphenesin is not well defined, and its effects are measured mainly by subjective responses. It is known that chlorphenesin acts in the central nervous system (CNS) rather than directly on skeletal muscle.