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    Propylhexedrine

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    Xls

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    2D Structure
    Also known as: Benzedrex, Hydromethamphetamine, Propylhexedrin, Dristan, Obesin, Hexahydrodesoxyephedrine
    Molecular Formula
    C10H21N
    Molecular Weight
    155.28  g/mol
    InChI Key
    JCRIVQIOJSSCQD-UHFFFAOYSA-N
    FDA UNII
    LQU92IU8LL
    Propylhexedrine is a propylamine derivative with sympathomimetic property. Propylhexedrine binds to and activates alpha-adrenergic receptors in the mucosa of the respiratory tract, thereby mimicking the actions of norepinephrine and epinephrine. This results in vasoconstriction and reduces swelling and inflammation of the mucous membrane lining, therefore relieving nasal and sinus congestion.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-cyclohexyl-N-methylpropan-2-amine
    2.1.2 InChI
    InChI=1S/C10H21N/c1-9(11-2)8-10-6-4-3-5-7-10/h9-11H,3-8H2,1-2H3
    2.1.3 InChI Key
    JCRIVQIOJSSCQD-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(CC1CCCCC1)NC
    2.2 Other Identifiers
    2.2.1 UNII
    LQU92IU8LL
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Benzedrex

    2. Propylhexadrine

    3. Propylhexedrine Hydrochloride

    4. Propylhexedrine Hydrochloride, (s)-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. Benzedrex

    2. Hydromethamphetamine

    3. Propylhexedrin

    4. Dristan

    5. Obesin

    6. Hexahydrodesoxyephedrine

    7. Dristan Inhaler

    8. Chp-depot

    9. 1-cyclohexyl-n-methylpropan-2-amine

    10. 101-40-6

    11. Propylhexadrine

    12. Propylhexedrinum

    13. Dl-propylhexedrine

    14. Methyl-(1-methyl-2-cyclohexylethyl)amine

    15. 1-cyclohexyl-2-(methylamino)propane

    16. 1-cyclohexyl-n-methyl-2-propanamine

    17. (+/-) Propylhexedrine

    18. N,alpha-dimethylcyclohexaneethylamine

    19. Nsc 32410

    20. 1-cyclohexyl-2-methylaminopropan

    21. Cyclohexaneethanamine, N,.alpha.-dimethyl-

    22. Nsc-32410

    23. Lqu92iu8ll

    24. Ncgc00182042-01

    25. Cyclohexaneethylamine, N-.alpha.-dimethyl-

    26. Propilhexedrina

    27. Propilesedrina

    28. Propilesedrina [dcit]

    29. Einecs 202-939-3

    30. Unii-lqu92iu8ll

    31. Brn 3194303

    32. Propylhexedrinum [inn-latin]

    33. 1-cyclohexyl-2-methylaminopropan [german]

    34. Propilhexedrina [inn-spanish]

    35. (+-)-n,alpha-dimethylcyclohexaneethylamine

    36. (cyclohexaneethyl)amine, N-alpha-dimethyl-

    37. Beta-cyclohexyl-isopropylmethylamin [german]

    38. Propylhexedrine [usp:inn:ban]

    39. Beta-cyclohexyl-isopropylmethylamin

    40. Cyclohexaneethanamine, N,alpha-dimethyl-, (+-)

    41. Einecs 222-741-0

    42. Dristan Inhaler (tn)

    43. Propylhexedrine Dl-form

    44. Dsstox_cid_3526

    45. Cyclohexaneethylamine, Alpha,n-dimethyl-

    46. Propylhexedrine (usp/inn)

    47. Dsstox_rid_77064

    48. Cyclohexaneethanamine, N,alpha-dimethyl-, (+-)-

    49. Dsstox_gsid_23526

    50. Schembl28537

    51. Propylhexedrine [inn]

    52. 3-12-00-00108 (beilstein Handbook Reference)

    53. Propylhexedrine [vandf]

    54. Propylhexedrine [mart.]

    55. Chembl2105275

    56. Dtxsid1023526

    57. Propylhexedrine [who-dd]

    58. Schembl20780004

    59. Wln: L6tj A1y1&m1

    60. Chebi:134783

    61. N-methyl-1-cyclohexylisopropylamine

    62. Nsc32410

    63. Tox21_113077

    64. Propylhexedrine Dl-form [mi]

    65. Stk664138

    66. Akos005172629

    67. .alpha.,n-dimethylcyclohexaneethylamine

    68. Cyclohexaneethanamine,.alpha.-dimethyl-

    69. Db06714

    70. N,.alpha.-dimethylcyclohexaneethylamine

    71. Propylhexedrine [usp Monograph]

    72. (1-cyclohexylpropan-2-yl)(methyl)amine

    73. Ncgc00182042-03

    74. Ncgc00182042-04

    75. 3595-11-7

    76. Cas-101-40-6

    77. N-.alpha.-(dimethylcyclohexane)ethylamine

    78. Cyclohexaneethylamine, .alpha.,n-dimethyl-

    79. Ft-0674106

    80. (cyclohexaneethyl)amine, N-.alpha.-dimethyl-

    81. N-(2-cyclohexyl-1-methylethyl)-n-methylamine

    82. D05637

    83. Ab01331925-02

    84. (.+/-.)-n,.alpha.-dimethylcyclohexaneethylamine

    85. Q408704

    86. (+/-)-n,.alpha.-dimethylcyclohexaneethanamine

    87. Cyclohexaneethanamine, N,.alpha.-dimethyl-, (.+/-.)

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 155.28 g/mol
    Molecular Formula C10H21N
    XLogP33.5
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count3
    Exact Mass155.167399674 g/mol
    Monoisotopic Mass155.167399674 g/mol
    Topological Polar Surface Area12 Ų
    Heavy Atom Count11
    Formal Charge0
    Complexity95
    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

    It is used to provide temporary symptomatic relief of nasal congestion due to colds, allergies and allergic rhinitis.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Like other monoamine releasing stimulants propylhexedrine is active as a norepinephrine and dopamine releaser in the central nervous system. The acute effects of the drug closely resemble the physiological and psychological effects of an epinephrine-provoked fight-or-flight response, including increased heart rate and blood pressure, vasoconstriction (constriction of the arterial walls), bronchodilation, and hyperglycemia (increased blood sugar).

    5.2 Mechanism of Action

    Propylhexidrine causes the norepinephrine, dopamine, and serotonin (5HT) transporters to reverse their direction of flow. This inversion leads to a release of these transmitters from the vesicles to the cytoplasm and from the cytoplasm to the synapse. It also antagonizes the action of VMAT2, causing the release of more neurotransmitters.