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    Terpin

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    MARKET PLACE

    REF. STANDARDS & IMPURITIES

    PharmaCompass
    $ API Ref.Price (USD/KG) : 6Xls

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    2D Structure
    Also known as: 2451-01-6, Terpin monohydrate, Terpin (hydrate), P-menthane-1,8-diol monohydrate, Terpin cis-form hydrate, Cis-terpin hydrate
    Molecular Formula
    C10H22O3
    Molecular Weight
    190.28  g/mol
    InChI Key
    JGKJMBOJWVAMIJ-UHFFFAOYSA-N
    FDA UNII
    S3V868548T
    Terpin hydrate is an expectorant, commonly used to loosen mucus and ease congestion in patients presenting with acute or chronic bronchitis, and related pulmonary conditions. It is derived from sources such as turpentine, oregano, thyme and eucalyptus. It was popular in the United States since the late nineteenth century, but was removed from marketed medications in the 1990s after FDA stated that "based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients". Elixirs of terpin hydrate are still available to patients as prescription medications to be prepared by specialty compounding pharmacies.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol;hydrate
    2.1.2 InChI
    InChI=1S/C10H20O2.H2O/c1-9(2,11)8-4-6-10(3,12)7-5-8;/h8,11-12H,4-7H2,1-3H3;1H2
    2.1.3 InChI Key
    JGKJMBOJWVAMIJ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1(CCC(CC1)C(C)(C)O)O.O
    2.2 Other Identifiers
    2.2.1 UNII
    S3V868548T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-(2'-hydroxypropan-2'-yl)-5-methylcyclohexanol

    2. 2-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol

    3. Geranodyle

    4. P-menthane-1,8-diol

    5. P-menthane-3,8-diol

    6. Para-menthane-3,8-diol

    7. Terpin

    8. Terpin, Monohydrate(cis)-isomer

    9. Terpin, Titanium (+4) Salt

    2.3.2 Depositor-Supplied Synonyms

    1. 2451-01-6

    2. Terpin Monohydrate

    3. Terpin (hydrate)

    4. P-menthane-1,8-diol Monohydrate

    5. Terpin Cis-form Hydrate

    6. Cis-terpin Hydrate

    7. Terpinol Hydrate

    8. Terpinene Hydrate

    9. 4-(2-hydroxypropan-2-yl)-1-methylcyclohexanol Hydrate

    10. Cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-, Monohydrate

    11. Cis-p-methane-1,8-diol Monohydrate

    12. Terpinol

    13. Cis-p-menthane-1,8-diol Monohydrate

    14. Terpin Monohydrate;cis-terpin Hydrate

    15. Nsc-760418

    16. S3v868548t

    17. Terpin Hydrate (usp)

    18. Terpin Hydrate [usp]

    19. Terpine Hydrate

    20. Terpinhydrate

    21. Ai3-01762

    22. Schembl29867

    23. Terpin Hydrate [vandf]

    24. Schembl2487459

    25. Terpin Hydrate [mart.]

    26. Chembl2105614

    27. Terpin Hydrate [usp-rs]

    28. Terpin Hydrate [who-dd]

    29. Unii-s3v868548t

    30. 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol Hydrate

    31. 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol,hydrate

    32. Dtxsid00947401

    33. Hms3264b12

    34. P-menthane-1,8-diol, Monohydrate

    35. Hy-b1063

    36. Mfcd00167312

    37. S4577

    38. Terpin Cis-form Hydrate [mi]

    39. Akos016013500

    40. Akos024288517

    41. Terpin Hydrate [usp Monograph]

    42. Ccg-213672

    43. Ccg-266507

    44. Cs-4619

    45. Db13163

    46. Ks-1430

    47. Nsc 760418

    48. Terpin Monohydrate [ep Monograph]

    49. D06081

    50. D92597

    51. Sr-01000944230

    52. J-015549

    53. Q2273017

    54. Sr-01000944230-1

    55. 4-(2-hydroxypropan-2-yl)-1-methyl-cyclohexan-1-ol

    56. 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol;hydrate

    57. 4-(2-hydroxypropan-2-yl)-1-methylcyclohexan-1-ol--water (1/1)

    58. Rel-(1s,4s)-4-(2-hydroxypropan-2-yl)-1-methylcyclohexanol Hydrate

    59. Terpin Hydrate, United States Pharmacopeia (usp) Reference Standard

    60. Cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol Monohydrate

    61. Cyclohexanemethanol, 4-hydroxy-.alpha.,.alpha.,4-trimethyl-, Hydrate (1:1), Cis-

    62. Cyclohexanemethanol, 4-hydroxy-.alpha.,.alpha.,4-trimethyl-, Monohydrate

    63. Cyclohexanemethanol, 4-hydroxy-alpha,alpha,4-trimethyl-, Hydrate (1:1), Cis-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 190.28 g/mol
    Molecular Formula C10H22O3
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count1
    Exact Mass190.15689456 g/mol
    Monoisotopic Mass190.15689456 g/mol
    Topological Polar Surface Area41.5 Ų
    Heavy Atom Count13
    Formal Charge0
    Complexity155
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Indication

    Terpin hydrate is used in the treatment of acute and chronic bronchitis, pneumonia, bronchiectasis, chronic obstructive pulmonary disease, infectious and inflammatory diseases of the upper respiratory tract.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    It acts to facilitate the removal of mucus from the respiratory tract. It prevents the exacerbation of excessive mucus production and secretion due to airway bacterial or viral infections, asthma or chronic bronchitis. Expectorants like terpin hydrate change mucus consistency and make coughing more productive.

    5.2 MeSH Pharmacological Classification

    Expectorants

    Agents that increase mucous excretion. Mucolytic agents, that is drugs that liquefy mucous secretions, are also included here. (See all compounds classified as Expectorants.)

    5.3 Mechanism of Action

    Terpin hydrate improves mucociliary function by working directly on the bronchial secretory cells in the lower respiratory tract to liquify and facilitate the elimination of bronchial secretionsas well as exerting a weak antiseptic effect on the pulmonary parenchyma. It is thought to increase the amount of fluid in the respiratory tract, which increases the flow and clearance of local irritants and as well as reducing the viscosity of mucus.