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Also known as: 552-79-4, (1r,2s)-2-(dimethylamino)-1-phenylpropan-1-ol, (-)-n-methylephedrine, Dl-methylephedrine, Methylephedrine, (+/-)-, Methylephedrine, dl-
Molecular Formula
C11H17NO
Molecular Weight
179.26  g/mol
InChI Key
FMCGSUUBYTWNDP-ONGXEEELSA-N
FDA UNII
SHS9PGQ2LS

Methylephedrine
N-methylephedrine is a natural product found in Ephedra intermedia and Ephedra sinica with data available.
1 2D Structure

Methylephedrine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol
2.1.2 InChI
InChI=1S/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9-,11-/m0/s1
2.1.3 InChI Key
FMCGSUUBYTWNDP-ONGXEEELSA-N
2.1.4 Canonical SMILES
CC(C(C1=CC=CC=C1)O)N(C)C
2.1.5 Isomeric SMILES
C[C@@H]([C@@H](C1=CC=CC=C1)O)N(C)C
2.2 Other Identifiers
2.2.1 UNII
SHS9PGQ2LS
2.3 Synonyms
2.3.1 MeSH Synonyms

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

2.3.2 Depositor-Supplied Synonyms

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

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 179.26 g/mol
Molecular Formula C11H17NO
XLogP31.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass179.131014166 g/mol
Monoisotopic Mass179.131014166 g/mol
Topological Polar Surface Area23.5 Ų
Heavy Atom Count13
Formal Charge0
Complexity141
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 as an antitussive and decongestant.


5 Pharmacology and Biochemistry
5.1 Pharmacology

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.


5.2 Absorption, Distribution and Excretion

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.


5.3 Metabolism/Metabolites

Methylephedrine is metabolized to give ephedrine and norephedrine.


5.4 Biological Half-Life

3-6 hours (Ephedrine).


5.5 Mechanism of Action

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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MAHARASTRA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1729449000,"product":"DL-METHYLEPHEDRINE HYDROCHLORIDE JP BATCH NO.1003924 MFG.DT.SEPT.2024 EXP.DT.AUG.2029+(0.100 KG FREE SAMPLE)","address":"501, SENTINEL, HIRANANDANI GARDENS","city":"POWAI, MUMBAI. MAHARASTRA","supplier":"EMBIO LIMITED","supplierCountry":"INDIA","foreign_port":"SEOUL - INCHEON INT\\'","customer":"TO THE ORDER OF","customerCountry":"REPUBLIC OF KOREA","quantity":"500.00","actualQuantity":"500","unit":"KGS","unitRateFc":"39.8","totalValueFC":"19228.8","currency":"USD","unitRateINR":3231.4587000000001,"date":"21-Oct-2024","totalValueINR":"1615729.35","totalValueInUsd":"19228.8","indian_port":"Bombay Air","hs_no":"29394900","bill_no":"5000749","productDescription":"API","marketType":"REGULATED MARKET","country":"REPUBLIC OF KOREA","selfForZScoreResived":"Pharma Grade","supplierPort":"Bombay Air","supplierAddress":"501, SENTINEL, HIRANANDANI GARDENS, POWAI, MUMBAI. MAHARASTRA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1729449000,"product":"DL-METHYLEPHEDRINE HYDROCHLORIDE JP BATCH NO.1004224 MFG.DT.OCT.2024 EXP.DT.SEPT.2029+(0.100 KG FREE SAMPLE)","address":"501, SENTINEL, HIRANANDANI GARDENS","city":"POWAI, MUMBAI. MAHARASTRA","supplier":"EMBIO LIMITED","supplierCountry":"INDIA","foreign_port":"SEOUL - INCHEON INT\\'","customer":"TO THE ORDER OF","customerCountry":"REPUBLIC OF KOREA","quantity":"500.00","actualQuantity":"500","unit":"KGS","unitRateFc":"39.8","totalValueFC":"19228.8","currency":"USD","unitRateINR":3231.4587000000001,"date":"21-Oct-2024","totalValueINR":"1615729.35","totalValueInUsd":"19228.8","indian_port":"Bombay Air","hs_no":"29394900","bill_no":"5000749","productDescription":"API","marketType":"REGULATED MARKET","country":"REPUBLIC OF KOREA","selfForZScoreResived":"Pharma Grade","supplierPort":"Bombay Air","supplierAddress":"501, SENTINEL, HIRANANDANI GARDENS, POWAI, MUMBAI. MAHARASTRA","customerAddress":""}]
29-Jan-2021
21-Oct-2024
KGS
overview
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
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(USD/KGS)
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ABOUT THIS PAGE

CAS-552-79-4 Manufacturers

A CAS-552-79-4 manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of CAS-552-79-4, including repackagers and relabelers. The FDA regulates CAS-552-79-4 manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. CAS-552-79-4 API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of CAS-552-79-4 manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

CAS-552-79-4 Suppliers

A CAS-552-79-4 supplier is an individual or a company that provides CAS-552-79-4 active pharmaceutical ingredient (API) or CAS-552-79-4 finished formulations upon request. The CAS-552-79-4 suppliers may include CAS-552-79-4 API manufacturers, exporters, distributors and traders.

click here to find a list of CAS-552-79-4 suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

CAS-552-79-4 WC

A CAS-552-79-4 written confirmation (CAS-552-79-4 WC) is an official document issued by a regulatory agency to a CAS-552-79-4 manufacturer, verifying that the manufacturing facility of a CAS-552-79-4 active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting CAS-552-79-4 APIs or CAS-552-79-4 finished pharmaceutical products to another nation, regulatory agencies frequently require a CAS-552-79-4 WC (written confirmation) as part of the regulatory process.

click here to find a list of CAS-552-79-4 suppliers with Written Confirmation (WC) on PharmaCompass.

CAS-552-79-4 GMP

CAS-552-79-4 Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of CAS-552-79-4 GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right CAS-552-79-4 GMP manufacturer or CAS-552-79-4 GMP API supplier for your needs.

CAS-552-79-4 CoA

A CAS-552-79-4 CoA (Certificate of Analysis) is a formal document that attests to CAS-552-79-4's compliance with CAS-552-79-4 specifications and serves as a tool for batch-level quality control.

CAS-552-79-4 CoA mostly includes findings from lab analyses of a specific batch. For each CAS-552-79-4 CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

CAS-552-79-4 may be tested according to a variety of international standards, such as European Pharmacopoeia (CAS-552-79-4 EP), CAS-552-79-4 JP (Japanese Pharmacopeia) and the US Pharmacopoeia (CAS-552-79-4 USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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