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2D Structure
Also known as: 3092-17-9, 43218-56-0, Pro-amatine, Midodrine hcl, Amatine, Hipertan
Molecular Formula
C12H19ClN2O4
Molecular Weight
290.74  g/mol
InChI Key
MGCQZNBCJBRZDT-UHFFFAOYSA-N
FDA UNII
59JV96YTXV

An ethanolamine derivative that is an adrenergic alpha-1 agonist. It is used as a vasoconstrictor agent in the treatment of HYPOTENSION.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide;hydrochloride
2.1.2 InChI
InChI=1S/C12H18N2O4.ClH/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13;/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16);1H
2.1.3 InChI Key
MGCQZNBCJBRZDT-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=CC(=C(C=C1)OC)C(CNC(=O)CN)O.Cl
2.2 Other Identifiers
2.2.1 UNII
59JV96YTXV
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Amatine

2. Gutron

3. Midodrin

4. Midodrine

5. Midodrine Monohydrochloride

6. Midon

7. Monohydrochloride, Midodrine

8. Proamatine

9. St 1085

10. St-1085

11. St1085

2.3.2 Depositor-Supplied Synonyms

1. 3092-17-9

2. 43218-56-0

3. Pro-amatine

4. Midodrine Hcl

5. Amatine

6. Hipertan

7. Gutron

8. Proamatine

9. Midodrine (hydrochloride)

10. St. Peter 224

11. (+-)-midodrine Hydrochloride

12. Metligine

13. Midodrine Monohydrochloride

14. A-4020 Linz

15. 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide Monohydrochloride

16. (+/-)-midodrin

17. Nsc-758429

18. 59jv96ytxv

19. St-peter-224

20. St 1085 [as The Base]

21. St1085 Hydrochloride

22. (+/-)-midodrine Hydrochlorid

23. St-1085 Base

24. St-1085 Hydrochloride

25. Chebi:31847

26. (+-)-1-(2',5'-dimethoxyphenyl)-2-glycinamidoethanol Hydrochloride

27. 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide;hydrochloride

28. (+-)-2-amino-n-(beta-hydroxy-2,5-dimethoxyphenethyl)acetamide Monohydrochloride

29. Metligene

30. Midamine

31. 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide Hydrochloride

32. Dsstox_cid_27493

33. Dsstox_rid_82380

34. Dsstox_gsid_47493

35. 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)acetamide Monohydrochloride

36. Rac-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]glycinamide Hydrochloride

37. A 4020 Linz

38. Acetamide, 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]-, Hydrochloride (1:1)

39. Smr000058833

40. Midodrine Hydrochloride [usan]

41. Einecs 256-148-3

42. Ts 701

43. Unii-59jv96ytxv

44. (+-)-midodrin Hydrochloride

45. 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)acetamide Hydrochloride

46. Prestwick_625

47. Pro-amatine (tn)

48. Midodrine Hydrochloride [usan:usp:jan]

49. Midodrine, Hydrochloride

50. 1-(2',5'-dimethoxyphenyl)-2-glycinamidoethanol Hydrochloride

51. Ncgc00016620-01

52. 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hyyroxyethyl)acetamide Monohydrochloride

53. Acetamide, 2-amino-n-(beta-hydroxy-2,5-dimethoxyphenethyl)-, Hydrochloride

54. Cas-3092-17-9

55. Schembl41463

56. Mls001332567

57. Mls001332568

58. Mls002154233

59. Spectrum1503257

60. St 1085 Hydrochloride

61. Chembl1200461

62. Dtxsid1047493

63. 2-(2-chlorophenoxy)propionicacid

64. Hms1568h03

65. Hms1922o03

66. Pharmakon1600-01503257

67. Midodrine Hydrochloride (jan/usp)

68. Midodrine Hydrochloride [mi]

69. Tox21_110529

70. Tox21_302723

71. Ccg-39323

72. Hy-12749a

73. Mfcd00079455

74. Midodrine Hydrochloride [jan]

75. Nsc758429

76. S5734

77. Akos015895724

78. Tox21_110529_1

79. Cs-4689

80. Hs-0099

81. Midodrine Hydrochloride [mart.]

82. Midodrine Hydrochloride [vandf]

83. Nc00573

84. Nsc 758429

85. Acetamide, 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)-, Monohydrochloride

86. Midodrine Hydrochloride [usp-rs]

87. Midodrine Hydrochloride [who-dd]

88. Ncgc00095311-01

89. Ncgc00178238-05

90. Ncgc00256810-01

91. Db-047933

92. Ft-0603627

93. Ft-0701302

94. Midodrine Hydrochloride [orange Book]

95. D01307

96. Midodrine Hydrochloride [usp Monograph]

97. 092m179

98. 218m560

99. A820652

100. Q-201404

101. Sr-05000001847-3

102. Q27114696

103. Midodrine Hydrochloride, Analytical Standard, For Drug Analysis

104. Midodrine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

105. (+/-)-2-amino-n-(.beta.-hydroxy-2,5-dimethoxyphenethyl)acetamide Monohydrochloride

106. 2-azanyl-n-[2-(2,5-dimethoxyphenyl)-2-oxidanyl-ethyl]ethanamide Hydrochloride

107. Acetamide, 2-amino-n-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)-, Monohydrochloride, (+/-)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 290.74 g/mol
Molecular Formula C12H19ClN2O4
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass290.1033348 g/mol
Monoisotopic Mass290.1033348 g/mol
Topological Polar Surface Area93.8 Ų
Heavy Atom Count19
Formal Charge0
Complexity263
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameMidodrine hydrochloride
Drug LabelName: ProAmatine(midodrine hydrochloride) TabletsDosage Form: 2.5-mg, 5-mg and 10-mg tablets for oral administrationActive Ingredient: Midodrine hydrochloride, 2.5 mg, 5 mg and 10 mgInactive Ingredients: Colloidal Silicone Dioxide NF, Corn Starch N...
Active IngredientMidodrine hydrochloride
Dosage FormTablet
RouteOral
Strength2.5mg; 5mg; 10mg
Market StatusPrescription
CompanyMylan Pharms; Impax Pharms; Apotex; Sandoz

2 of 2  
Drug NameMidodrine hydrochloride
Drug LabelName: ProAmatine(midodrine hydrochloride) TabletsDosage Form: 2.5-mg, 5-mg and 10-mg tablets for oral administrationActive Ingredient: Midodrine hydrochloride, 2.5 mg, 5 mg and 10 mgInactive Ingredients: Colloidal Silicone Dioxide NF, Corn Starch N...
Active IngredientMidodrine hydrochloride
Dosage FormTablet
RouteOral
Strength2.5mg; 5mg; 10mg
Market StatusPrescription
CompanyMylan Pharms; Impax Pharms; Apotex; Sandoz

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

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.)


Vasoconstrictor Agents

Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)


Adrenergic alpha-1 Receptor Agonists

Compounds that bind to and activate ADRENERGIC ALPHA-1 RECEPTORS. (See all compounds classified as Adrenergic alpha-1 Receptor Agonists.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
alpha-Adrenergic Agonist [EPC]; Adrenergic alpha-Agonists [MoA]