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Midodrine

Midodrine

Synopsis, Chemistry

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TABLET;ORAL - 10MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, TABLET;ORAL - 2.5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**, TABLET;ORAL - 5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

TABLET;ORAL - 10MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
TABLET;ORAL - 2.5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
TABLET;ORAL - 5MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

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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

Midodrine

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 Formula	C₁₂H₁₉ClN₂O₄
Molecular Weight	290.74 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	290.1033348 g/mol
Monoisotopic Mass	290.1033348 g/mol
Topological Polar Surface Area	93.8 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	263
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Midodrine hydrochloride
Drug Label	Name: 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 Ingredient	Midodrine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	2.5mg; 5mg; 10mg
Market Status	Prescription
Company	Mylan Pharms; Impax Pharms; Apotex; Sandoz

2 of 2
Drug Name	Midodrine hydrochloride
Drug Label	Name: 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 Ingredient	Midodrine hydrochloride
Dosage Form	Tablet
Route	Oral
Strength	2.5mg; 5mg; 10mg
Market Status	Prescription
Company	Mylan 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]