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    2D Structure
    Also known as: Phenylpropanolamine hydrochloride, (+)-phenylpropanolamine hydrochloride, 40626-29-7, Phenylpropanolamine hydrochloride, (+)-, 184m412sjh, Dl-norephedrine hydrochloride
    Molecular Formula
    C9H14ClNO
    Molecular Weight
    187.66  g/mol
    InChI Key
    DYWNLSQWJMTVGJ-PRCZDLBKSA-N
    FDA UNII
    184M412SJH
    A sympathomimetic that acts mainly by causing release of NOREPINEPHRINE but also has direct agonist activity at some adrenergic receptors. It is most commonly used as a nasal vasoconstrictor and an appetite depressant.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1S,2R)-2-amino-1-phenylpropan-1-ol;hydrochloride
    2.1.2 InChI
    InChI=1S/C9H13NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7,9,11H,10H2,1H3;1H/t7-,9-;/m1./s1
    2.1.3 InChI Key
    DYWNLSQWJMTVGJ-PRCZDLBKSA-N
    2.1.4 Canonical SMILES
    CC(C(C1=CC=CC=C1)O)N.Cl
    2.1.5 Isomeric SMILES
    C[C@H]([C@H](C1=CC=CC=C1)O)N.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    184M412SJH
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Dexatrim

    2. Hydrochloride, Phenylpropanolamine

    3. Norephedrine

    4. Phenylpropanolamine

    5. Phenylpropanolamine Hydrochloride

    6. Prolamine

    7. Propagest

    8. Triaminic Dm

    2.3.2 Depositor-Supplied Synonyms

    1. Phenylpropanolamine Hydrochloride

    2. (+)-phenylpropanolamine Hydrochloride

    3. 40626-29-7

    4. Phenylpropanolamine Hydrochloride, (+)-

    5. 184m412sjh

    6. Dl-norephedrine Hydrochloride

    7. (1s,2r)-2-amino-1-phenylpropan-1-ol Hydrochloride

    8. 154-41-6

    9. Dsstox_cid_5896

    10. D-norephedrine Hydrochloride

    11. Dsstox_rid_77964

    12. Dsstox_gsid_25896

    13. (+)-norephedrine Hydrochloride

    14. Unii-184m412sjh

    15. (1s,2r)-norephedrine Hydrochloride

    16. Norephedrine, Hydrochloride, (+)-

    17. Einecs 255-008-9

    18. (1s,2r)-(+)-norephedrine Hydrochloride

    19. Dl-norephedrinhydrochlorid

    20. Ncgc00016416-01

    21. Cas-154-41-6

    22. Schembl16986

    23. 1s,2r-phenylpropanolamine Hydrochloride

    24. Chembl3189135

    25. Dtxsid2025896

    26. Tox21_110431

    27. Tox21_110431_1

    28. Ccg-212747

    29. Dl-norephedrine Hydrochloride, >=99%

    30. Ncgc00274057-01

    31. D-phenylpropanolamine Hydrochloride

    32. (1s, 2r)-(+)-norephedrine Hydrochloride

    33. (1s,2r)-2-amino-1-phenylpropan-1-ol;hydrochloride

    34. D-(+)-norephedrine Hydrochloride, >=98.0% (at)

    35. Q27251969

    36. Dl-norephedrine Hydrochloride, Sigma Reference Standard

    37. Phenylpropanolamine (+)-form Hydrochloride [mi]

    38. (s-(r*,s*))-alpha-(1-aminoethyl)benzyl Alcohol Hydrochloride

    39. Benzenemethanol, .alpha.-((1r)-1-aminoethyl)-, Hydrochloride (1:1), (.alpha.s)-

    40. Phenylpropanolamine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    41. Phenylpropanolamine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    42. (+/-)-phenylpropanolamine Hydrochloride Solution, 1.0 Mg/ml In Methanol (as Free Base), Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2006-04-28
    3 Chemical and Physical Properties
    Molecular Weight 187.66 g/mol
    Molecular Formula C9H14ClNO
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass187.0763918 g/mol
    Monoisotopic Mass187.0763918 g/mol
    Topological Polar Surface Area46.2 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity110
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Nasal Decongestants

    Drugs designed to treat inflammation of the nasal passages, generally the result of an infection (more often than not the common cold) or an allergy related condition, e.g., hay fever. The inflammation involves swelling of the mucous membrane that lines the nasal passages and results in inordinate mucus production. The primary class of nasal decongestants are vasoconstrictor agents. (From PharmAssist, The Family Guide to Health and Medicine, 1993) (See all compounds classified as Nasal Decongestants.)

    Sympathomimetics

    Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters. (See all compounds classified as Sympathomimetics.)

    Adrenergic alpha-Agonists

    Drugs that selectively bind to and activate alpha adrenergic receptors. (See all compounds classified as Adrenergic alpha-Agonists.)

    Appetite Depressants

    Agents that are used to suppress appetite. (See all compounds classified as Appetite Depressants.)