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1. Methylpseudoephedrine
2. N-methylephedrine
3. N-methylephedrine Hydrochloride, (r*,r*)-(+-)-isomer
4. N-methylephedrine Hydrochloride, (r*,s*)-(+-)-isomer
5. N-methylephedrine Hydrochloride, (r*,s*)-isomer
6. N-methylephedrine Hydrochloride, (r-(r*,s*))-isomer
7. N-methylephedrine Hydrochloride, (s-(r*,r*))-isomer
8. N-methylephedrine, (r*,r*)-isomer
9. N-methylephedrine, (r*,s*)-(+-)-isomer
10. N-methylephedrine, (r*,s*)-isomer
11. N-methylephedrine, (r-(r*,s*))-isomer
12. N-methylephedrine, (s-(r*,r*))-isomer
1. 552-79-4
2. (1r,2s)-2-(dimethylamino)-1-phenylpropan-1-ol
3. (-)-n-methylephedrine
4. Dl-methylephedrine
5. Methylephedrine, (+/-)-
6. Methylephedrine, Dl-
7. Shs9pgq2ls
8. (+/-)-methylephedrine
9. (1r,2s)-2-dimethylamino-1-phenyl-1-propanol
10. (+/-)-n-methylephedrine
11. 60vh42a1kj
12. (1r,2s)-2-(dimethylamino)-1-phenyl-1-propanol
13. N-methyl (-)ephedrine
14. Nsc-760389
15. Tybraine
16. Methylephedrine ((1r,2s)-methylephedrine)
17. (1rs,2rs)-2-dimethylamino-1-phenylpropan-1-ol
18. Einecs 209-022-7
19. Methylephedrine [inn:ban]
20. Unii-60vh42a1kj
21. L-erythro-2-dimethylamino-1-phenylpropanol
22. (1s,2s)-(+)-n-methylephedrine
23. Ncgc00095782-01
24. 1201-56-5
25. L-erythro-alpha-(1-dimethylaminoethyl)benzylalkohol
26. (-)-methylephedrine
27. Methylephedrine (ban)
28. Spectrum_000431
29. Unii-shs9pgq2ls
30. Spectrum2_001196
31. Spectrum3_000671
32. Spectrum4_000739
33. Spectrum5_001055
34. N-methylephedrine Dl-form
35. Dsstox_cid_25992
36. Dsstox_rid_81277
37. Dsstox_gsid_45992
38. Schembl99673
39. Bspbio_002361
40. Kbiogr_001038
41. Kbioss_000911
42. N-methyl(-)ephedrine
43. Zinc491
44. Divk1c_000283
45. Spectrum2300220
46. Spbio_001271
47. N-methylephedrine [mi]
48. Chembl445001
49. Dtxsid7045992
50. Methylephedrine [who-dd]
51. (1r,2s)-(-)n-methylephedrine
52. Hms500o05
53. Kbio1_000283
54. Kbio2_000911
55. Kbio2_003479
56. Kbio2_006047
57. Kbio3_001581
58. Chebi:113556
59. Ninds_000283
60. Hms3264g05
61. Pharmakon1600-02300220
62. N-methyl-(-)ephedrine-[1r,2s]
63. Einecs 214-859-6
64. Tox21_111521
65. Benzenemethanol, Alpha-((1s)-1-(dimethylamino)ethyl)-, (alphar)-
66. Ccg-39547
67. Nsc760389
68. Akos006281830
69. Db11278
70. N-methylephedrine Dl-form [mi]
71. Nsc 760389
72. Idi1_000283
73. N-methylephedrine; Aif; Ce0; Corrdec
74. Ncgc00178692-01
75. Ncgc00178692-02
76. Ncgc00178692-04
77. Ncgc00181086-01
78. Ac-15988
79. Cas-552-79-4
80. (1r,2s)-(-)-n-methylephedrine, 99%
81. Ft-0770746
82. D08206
83. Ab00052416_02
84. Q2331543
85. Brd-k82236108-001-02-3
86. Brd-k82236108-001-03-1
87. Brd-k82236108-001-04-9
88. (r*,s*)-(1)-alpha-(1-(dimethylamino)ethyl)benzyl Alcohol
89. Methylephedrine ((1r,2s)-methylephedrine) 1.0 Mg/ml In Methanol
90. Benzenemethanol, .alpha.-((1r)-1-(dimethylamino)ethyl)-, (.alpha.s)-rel-
91. Benzenemethanol, Alpha-((1s)-1-(dimethylamino)ethyl)-, (.alpha.r)-
92. (1r,2s)-(-)-n--methylephedrine Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material
| Molecular Weight | 179.26 g/mol |
|---|---|
| Molecular Formula | C11H17NO |
| XLogP3 | 1.7 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Exact Mass | 179.131014166 g/mol |
| Monoisotopic Mass | 179.131014166 g/mol |
| Topological Polar Surface Area | 23.5 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 141 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
Used as an antitussive and decongestant.
This drugs acts as an antitussive, bronchodilator, and adrenergic receptor agonist. It stimulates the alpha and beta adrenergic receptors, relieving cough and congestion. As with other adrenomimetic amines, the drugs in this class are much less potent than norepinephrine itself. Members of this class of drugs increase both systolic and diastolic blood pressure, cardiac contractility, and cardiac output; in general, however, they do not increase heart rate. Bronchial smooth muscle relaxation of prolonged duration occurs, and pupils dilate.
Absorption
Methylephedrine is rapidly absorbed following oral administration. Peak plasma concentrations of ephedrine (from which methylephedrine is derived) occur 2-3h after administration. Due to the fact that methylephedrine is a derivative of ephedrine, peak plasma concentrations are likely similar.
Route of Elimination
The primary compound excreted in urine is unchanged methylephedrine (33-40% of dose), followed by the metabolite _methylephedrine-N-oxide_ (15% of dose), and approximately 8% of the dose excreted as ephedrine after 24 hours. About 70% of the dose is excreted in the urine as metabolites over 72 hours. Alkaline urine reduces elimination to 20-35% of the dose.
Volume of Distribution
Ephedrine: 2.5-3.0 L/kg. Methylephedrine is a derivative of ephedrine and quickly distributed throughout the body.
Methylephedrine is metabolized to give ephedrine and norephedrine.
3-6 hours (Ephedrine).
The pharmacology of methylephedrine is similar to that of other members of the ephedra alkaloid class of drugs. These compounds are sympathomimetic amines because they mimic the effects of the catecholamines on the sympathetic nervous system. These alkaloids permeate the blood-brain barrier and have a direct central nervous system stimulant effect with peripheral effects; the peripheral effects are indirect and primarily mediated by norepinephrine release. Methylephedrine expands the bronchia by relaxing the bronchial muscles. The decrease in urination with sympathomimetic use is increased through activation of the alpha-adrenoceptors of the smooth muscles of the bladder.
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