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    Chemistry

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    Also known as: (+)-norpseudoephedrine, Pseudonorephedrine, Katine, D-cathine, Norpseudoephedrine, Cathinum
    Molecular Formula
    C9H13NO
    Molecular Weight
    151.21  g/mol
    InChI Key
    DLNKOYKMWOXYQA-IONNQARKSA-N
    FDA UNII
    E1L4ZW2F8O
    Cathine
    cathine is a natural product found in Catha edulis and Ephedra sinica with data available.
    1 2D Structure

    Cathine

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1S,2S)-2-amino-1-phenylpropan-1-ol
    2.1.2 InChI
    InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9+/m0/s1
    2.1.3 InChI Key
    DLNKOYKMWOXYQA-IONNQARKSA-N
    2.1.4 Canonical SMILES
    CC(C(C1=CC=CC=C1)O)N
    2.1.5 Isomeric SMILES
    C[C@@H]([C@H](C1=CC=CC=C1)O)N
    2.2 Other Identifiers
    2.2.1 UNII
    E1L4ZW2F8O
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (+)-norpseudoephedrine

    2. Benzenemethanol, Alpha-((1r)-1-aminoethyl)-, (alphar)-rel-

    3. Cathine Hydrochloride

    4. Exponcit

    5. Fasupond

    6. Fugoa Depot

    7. Norpseudoephedrine

    8. Norpseudoephedrine Hydrobromide

    9. Norpseudoephedrine Hydrochloride

    10. Norpseudoephedrine Hydrochloride, (+)-isomer

    11. Norpseudoephedrine Hydrochloride, (r*,s*)-(+-)-isomer

    12. Norpseudoephedrine Hydrochloride, (r*,s*)-isomer

    13. Norpseudoephedrine Hydrochloride, (r-(r*,r*))-isomer

    14. Norpseudoephedrine Hydrochloride, (s-(r*,s*))-isomer

    15. Norpseudoephedrine Sulfate (2:1), (+)-isomer

    16. Norpseudoephedrine Sulfate (2:1), (r-(r*,r*))-isomer

    17. Norpseudoephedrine Sulfate, (r-(r*,s*))-isomer

    18. Norpseudoephedrine Sulfate, (s-(r*,r*))-isomer

    19. Norpseudoephedrine Tartrate, (s-(r*,r*))-(r-(r*,r*))-isomer

    20. Norpseudoephedrine, (-)-isomer

    21. Norpseudoephedrine, (r*,r*)-(+-)-isomer

    22. Norpseudoephedrine, (r*,s*)-isomer

    23. Norpseudoephedrine, (r-(r*,s*))-isomer

    24. Norpseudoephedrine, (s-(r*,r*))-isomer

    25. Norpseudoephedrine, (s-(r*,s*))-isomer

    26. Norpseudoephedrine, Conjugate Monoacid, (r-(r*,s*))-isomer

    27. Pseudonorephedrine

    2.3.2 Depositor-Supplied Synonyms

    1. (+)-norpseudoephedrine

    2. Pseudonorephedrine

    3. Katine

    4. D-cathine

    5. Norpseudoephedrine

    6. Cathinum

    7. Exponcit

    8. Psi-norephedrine

    9. D-norpseudoephedrine

    10. D-nor-psi-ephedrine

    11. 492-39-7

    12. Minusine

    13. (1s,2s)-2-amino-1-phenylpropan-1-ol

    14. 36393-56-3

    15. Cathine [inn]

    16. D-(+)-norephedrine

    17. Racemic Norpseudoephedrine

    18. D-phenylpropanolamine

    19. Threo-1-phenyl-1-hydroxy-2-aminopropane

    20. Threo-2-amino-1-hydroxy-1-phenylpropane

    21. Norpseudoephedrine, D-

    22. (+)-norephedrin

    23. D-(+)-norpseudoephedrine

    24. 27a0hlc3hh

    25. E1l4zw2f8o

    26. (1s,2s)-pseudonorephedrine

    27. Chebi:4109

    28. Cathine (inn)

    29. L-nor-psi-ephedrine

    30. Benzenemethanol, .alpha.-[(1s)-1-aminoethyl]-, (.alpha.s)-

    31. (1s,2s)-2-amino-1-phenyl-propan-1-ol

    32. L-nor-psi-ephedrin [german]

    33. Benzenemethanol, Alpha-((1s)-1-aminoethyl)-, (alphas)-

    34. Cathina

    35. L-nor-psi-ephedrin

    36. (1s,2s)-(+)-norpseudoephedrine

    37. Norpseudoephedrine, (+)-

    38. Cathinum [inn-latin]

    39. Cathina [inn-spanish]

    40. Unii-27a0hlc3hh

    41. Unii-e1l4zw2f8o

    42. Benzenemethanol, .alpha.-(1-aminoethyl)-, [s-(r*,r*)]-

    43. Cathin

    44. Benzenemethanol, .alpha.-(1-aminoethyl)-, (s-(r*,r*))-

    45. Benzenemethanol, .alpha.-((1s)-1-aminoethyl)-, (.alpha.s)-

    46. (r*,r*)-alpha-(1-aminoethyl)benzyl Alcohol

    47. Nor-psi-ephedrine

    48. D-norpseudoephedrin

    49. Einecs 207-754-1

    50. Einecs 253-014-6

    51. Catina

    52. Dl-nor-psi-ephedrine

    53. Brn 2802895

    54. (+)-pseudonorephedrine

    55. (1s,2s)-2-amino-1-phenyl-1-propanol

    56. Cathine [mart.]

    57. Constituent Of Khat Plant

    58. Ncgc00016416-01

    59. Cathine [who-dd]

    60. Cas-154-41-6

    61. .omega.-norephedrine

    62. Norpseudoephedrine, (+-)-

    63. Schembl34132

    64. 4-13-00-01874 (beilstein Handbook Reference)

    65. Norpseudoephedrine [mi]

    66. Zinc1100

    67. 492-39-7 (free Base)

    68. Dea No. 1230

    69. Phenylpropanolamine D-threo-form

    70. Benzenemethanol, .alpha.-((1r)-1-aminoethyl)-, (.alpha.r)-rel-

    71. Cathine, (+/-)-

    72. Chembl1412041

    73. Niosh/rc9110000

    74. Dtxsid20889399

    75. Dtxsid50889347

    76. (+/-)-norpseudoephedrine

    77. Benzenemethanol, Alpha-((1r)-1-aminoethyl)-, (alphar)-rel-

    78. Bdbm50405615

    79. Mfcd01711268

    80. Pdsp1_001353

    81. Pdsp2_001337

    82. Akos015891205

    83. Db01486

    84. As-30504

    85. 2-amino-1-phenyl-1-propanol, (+)- #

    86. Threo-2-amino-1-phenylpropan-1-ol

    87. Phenylpropanolamine D-threo-form [mi]

    88. Rc91100000

    89. C08300

    90. D07627

    91. A823766

    92. Q423797

    93. Benzenemethanol, Alpha-(1-aminoethyl)-, (r*,r*)-

    94. J-500428

    95. (1s,2s)-(+)-norpseudoephedrine, >=98.0% (nt)

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 151.21 g/mol
    Molecular Formula C9H13NO
    XLogP30.8
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass151.099714038 g/mol
    Monoisotopic Mass151.099714038 g/mol
    Topological Polar Surface Area46.2 Ų
    Heavy Atom Count11
    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 Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Used to decrease appetite.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Closely related to ephedrine, cathinone and other amphetamines, it may contribute to the stimulant effect of Catha edulis, although another constituent, cathinone appears to show stronger activity.

    5.2 MeSH Pharmacological Classification

    Appetite Depressants

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

    5.3 ATC Code

    A - Alimentary tract and metabolism

    A08 - Antiobesity preparations, excl. diet products

    A08A - Antiobesity preparations, excl. diet products

    A08AA - Centrally acting antiobesity products

    A08AA07 - Cathine

    5.4 Absorption, Distribution and Excretion

    Absorption

    The mucosa of the oral cavity is considered to be the first absorption segment, where the major proportion of the alkaloids is absorbed (mean +/- SD: 84 +/- 6% for cathine). [PMID: 12848785]

    5.5 Biological Half-Life

    5.2 +/- 3.4 hours

    API Reference Price

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    28-Jun-2021
    28-Aug-2023
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