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Chemistry

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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

Midodrine
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 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]

API SUPPLIERS

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USDMF

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Apotex Pharmachem Inc

Canada

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Edmond Pharma Srl

India

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GDUFA

DMF Review : Complete

Rev. Date : 2018-10-11

Pay. Date : 2018-10-04

DMF Number : 16017

Submission : 2002-06-21

Status : Active

Type : II

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GDUFA

DMF Review : Complete

Rev. Date : 2014-10-29

Pay. Date : 2014-05-12

DMF Number : 16006

Submission : 2002-06-13

Status : Active

Type : II

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Ipca Laboratories Ltd

India

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Nycomed Austria Gmbh

Austria

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GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 6315

Submission : 1986-03-10

Status : Inactive

Type : II

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Endo Operations Ltd

U.S.A

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GDUFA

DMF Review : Complete

Rev. Date : 2014-07-01

Pay. Date : 2014-04-29

DMF Number : 28211

Submission : 2014-04-30

Status : Active

Type : II

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Cadila Healthcare Ltd

India

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GDUFA

DMF Review : N/A

Rev. Date :

Pay. Date :

DMF Number : 15610

Submission : 2001-09-04

Status : Inactive

Type : II

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EU WC

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Midodrine Hydrochloride USP

Date of Issue : 2019-10-07

Valid Till : 2022-07-02

Written Confirmation Number : WC-0226

Address of the Firm : D-24 and D24/1 MIDC Kurkumbh Tal. Daund, Dist Pune 413 802, Maharashtra State

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Midodrine HCl USP

Date of Issue : 2018-12-03

Valid Till : 2021-07-09

Written Confirmation Number : WC-0424

Address of the Firm : Plot no. 61 Additional Ambernath Ambernath East Dist. Thane 421506 Maharashtra

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Midodrine Hydrochloride 1H

Date of Issue : 2019-07-15

Valid Till : 2022-07-14

Written Confirmation Number : WC-0084

Address of the Firm : Plot No 26, 29 & 31, Umraya Road, Village Dabhasa, Tal -Padra- 381 440, Vadodara...

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Listed Suppliers

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LGM Pharma

U.S.A
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Virtual BoothLGM Pharma accelerates & optimizes the new product pathway from early development through commercialization.

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Midodrine

About the Company : LGM Pharma is a global leader in sourcing hard-to-find APIs and intermediates for the pharmaceutical and biotech industries. LGM is also a full service CDMO providing formulation, ...

LGM Pharma is a global leader in sourcing hard-to-find APIs and intermediates for the pharmaceutical and biotech industries. LGM is also a full service CDMO providing formulation, analytical method development and testing, and commercial manufacturing. LGM Pharma offers custom API synthesis, analytical development, and regulatory services. With a network of over 300 accredited CGMP manufacturing partners, LGM provides unparalleled supply chain security. And, with over 100,000 square feet of FDA-inspected cGMP manufacturing and warehouse capacity, LGM Pharma provides a one-stop solution for solid dose, powder, semi-solid and liquid drugs.
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Virtual BoothOmgene: R&D-based biopharmaceutical company with GMP facilities, focused on innovation and high-quality, affordable medicines.

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Midodrine

About the Company : Omgene Life Sciences Private Limited is an R&D-driven biopharmaceutical company specializing in biopharmaceuticals, peptides, semi-synthetic, and synthetic actives. As a vertically...

Omgene Life Sciences Private Limited is an R&D-driven biopharmaceutical company specializing in biopharmaceuticals, peptides, semi-synthetic, and synthetic actives. As a vertically integrated company, we focus on developing high-quality formulations based on in-house-produced actives. With GMP-certified facilities and partnerships with contract manufacturers, we excel in formulation development for injectables, lyophilized injectables, complex generics, and oral peptide delivery systems, ensuring affordable, top-quality medicines.
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Midodrine

About the Company : Established in 2016, a state-of-the-art R&D facility engaged in the development of Novel processes for Bulk Actives including Deuterated Actives, Advanced Intermediates and up the ...

Established in 2016, a state-of-the-art R&D facility engaged in the development of Novel processes for Bulk Actives including Deuterated Actives, Advanced Intermediates and up the value chain. With experience, Anvitha Life Care Private Limited has knowledge and expertise as a leader in chemical research. Every decision is inspired by our main mission, which is to provide the highest standard of product and services to our clients. In this rapidly changing industry, we’ve realized the importance of continually updating our approach to stay relevant in the market, and are committed to just that.
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Midodrine

About the Company : Apotex Pharmachem is a global fully integrated API R&D and manufacturing organization with its headquarters located in Brantford, Ontario, Canada and is a member of the Apotex grou...

Apotex Pharmachem is a global fully integrated API R&D and manufacturing organization with its headquarters located in Brantford, Ontario, Canada and is a member of the Apotex group of companies. Currently employing more than 1600 highly-skilled and motivated professionals globally, Apotex Pharmachem has multiple facilities around the world located in Canada, India, Mexico, and China.
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CHEMO

Spain
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CHEMO

Spain
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Midodrine

About the Company : More than 35 years of dedication to quality, service and pursuit of excellence, CHEMO was founded by Hugo Sigman, M.D., and Silvia Gold, Biochemist, in Spain (Barcelona), in 1977, ...

More than 35 years of dedication to quality, service and pursuit of excellence, CHEMO was founded by Hugo Sigman, M.D., and Silvia Gold, Biochemist, in Spain (Barcelona), in 1977, and starts business activities trading with pharmaceutical raw materials. In the 80's, the company expanded its operations into the Industrial Business, developing and manufacturing active pharmaceutical ingredients (APIs) in Italy (Industriale Chimica) and in Spain (Quimica Sintetica). In the 90's, CHEMO starts developing and manufacturing high quality and technology finished dosage forms (FDFs).
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Midodrine

About the Company : Enaltec Labs was established in 2006 by a group of young & experienced professionals with the specific objective to develop & produce complex, small volume, technology driven produ...

Enaltec Labs was established in 2006 by a group of young & experienced professionals with the specific objective to develop & produce complex, small volume, technology driven products at competitive prices, thus providing the critical India advantage to generic formulators across the world. The paradigm shift of leading Indian pharmaceutical companies to target high volume and blockbuster products for regulated markets has been the inspiration behind the launch of Enaltec Labs.
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Hetero Drugs

India
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Midodrine

About the Company : Hetero is a research based global pharmaceutical company focused on development, manufacturing and marketing of Active Pharmaceutical Ingredients (APIs), Intermediate Chemicals & F...

Hetero is a research based global pharmaceutical company focused on development, manufacturing and marketing of Active Pharmaceutical Ingredients (APIs), Intermediate Chemicals & Finished Dosages. Ever since its establishment in 1993, Hetero showed a tradition of excellence and deep sense of commitment in developing cost effective processes to offer wide range of affordable drugs. Hetero is building on the strengths of vertical integration in discovery research, process chemistry, API manufacturing, formulation development and commercialization.
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Midodrine HCl

About the Company : Ipca Laboratories, headquartered in Mumbai, India, is a prominent pharmaceutical enterprise established in 1949. Over the years, Ipca has emerged as a leading player in India's pha...

Ipca Laboratories, headquartered in Mumbai, India, is a prominent pharmaceutical enterprise established in 1949. Over the years, Ipca has emerged as a leading player in India's pharmaceutical landscape, specializing in the manufacturing and commercialization of a diverse range of healthcare products, including APIs, formulations, and generic drugs. Renowned for its exceptional research and development capabilities, Ipca is dedicated to delivering high-quality and cost-effective medications across various therapeutic domains, including anti-malarial, anti-infective, anti-inflammatory, cardiovascular, central nervous system, among others.
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Midodrine

About the Company : Alchemia is dedicated to the production of high-quality active ingredients and intermediates for the pharmaceutical industry. Our goal is to offer products manufactured to the hig...

Alchemia is dedicated to the production of high-quality active ingredients and intermediates for the pharmaceutical industry. Our goal is to offer products manufactured to the highest standards of excellence in accordance with the following business philosophy: • State-of-the-art manufacturing facilities • Process optimization and continued improvement • Ongoing education and training of personnel • Long-term partnerships with suppliers and customers built on transparency • A constant exchange of ideas with the academic community.
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Midodrine

About the Company : Optimus is one of the fastest-growing pharmaceutical companies with 16 years of experience in providing the best quality of API, Intermediates & Finished formulations in Global mar...

Optimus is one of the fastest-growing pharmaceutical companies with 16 years of experience in providing the best quality of API, Intermediates & Finished formulations in Global markets. Our aim from day one has been to provide and ensure better healthcare across the globe through our research, Innovations, affordable products & manufacturing excellence. Optimus was established to provide quality & affordable pharmaceutical products in the global markets.
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API Reference Price

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24-Feb-2021
28-Sep-2024
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DOSAGE - TABLET;ORAL - 10MG **Federal Registe...DOSAGE - TABLET;ORAL - 10MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19815

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

USFDA APPLICATION NUMBER - 19815

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

USFDA APPLICATION NUMBER - 19815

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