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Chemistry

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Also known as: 33402-03-8, Metaraminol tartrate, Metaraminol (+)-bitartrate salt, Metaraminol (tartrate), (-)-metaraminol bitartrate, Metaradrine tartrate
Molecular Formula
C13H19NO8
Molecular Weight
317.29  g/mol
InChI Key
VENXSELNXQXCNT-IJYXXVHRSA-N
FDA UNII
ZC4202M9P3

Metaraminol Bitartrate
A sympathomimetic agent that acts predominantly at alpha-1 adrenergic receptors. It has been used primarily as a vasoconstrictor in the treatment of HYPOTENSION.
1 2D Structure

Metaraminol Bitartrate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
3-[(1R,2S)-2-amino-1-hydroxypropyl]phenol;(2R,3R)-2,3-dihydroxybutanedioic acid
2.1.2 InChI
InChI=1S/C9H13NO2.C4H6O6/c1-6(10)9(12)7-3-2-4-8(11)5-7;5-1(3(7)8)2(6)4(9)10/h2-6,9,11-12H,10H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t6-,9-;1-,2-/m01/s1
2.1.3 InChI Key
VENXSELNXQXCNT-IJYXXVHRSA-N
2.1.4 Canonical SMILES
CC(C(C1=CC(=CC=C1)O)O)N.C(C(C(=O)O)O)(C(=O)O)O
2.1.5 Isomeric SMILES
C[C@@H]([C@@H](C1=CC(=CC=C1)O)O)N.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
2.2 Other Identifiers
2.2.1 UNII
ZC4202M9P3
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aramine

2. Araminol

3. Bitartrate, Metaraminol

4. Hydroxyphenylpropanolamine

5. Isophenylephrine

6. M Hydroxynorephedrine

7. M Hydroxyphenylpropanolamine

8. M-hydroxynorephedrine

9. M-hydroxyphenylpropanolamine

10. Meta Hydroxynorephedrine

11. Meta-hydroxynorephedrine

12. Metaradrin

13. Metaraminol

14. Metaraminol Bitartrate (1:1)

15. Metaraminol Tartrate

16. Tartrate, Metaraminol

2.3.2 Depositor-Supplied Synonyms

1. 33402-03-8

2. Metaraminol Tartrate

3. Metaraminol (+)-bitartrate Salt

4. Metaraminol (tartrate)

5. (-)-metaraminol Bitartrate

6. Metaradrine Tartrate

7. Zc4202m9p3

8. Nsc-758425

9. Araminum

10. Benzenemethanol, A-[(1s)-1-aminoethyl]-3-hydroxy-, (ar)-,(2r,3r)-2,3-dihydroxybutanedioate (1:1) (salt)

11. Levicor

12. Metaramin

13. Levicor Ampullen

14. Araminum Ampullen

15. 3-[(1r,2s)-2-amino-1-hydroxypropyl]phenol;(2r,3r)-2,3-dihydroxybutanedioic Acid

16. L-metraminol Bitartrate

17. Metaradrine Bitartrate

18. Aramine (sympathominetic)

19. Metaraminol Tartrate (1:1)

20. Unii-zc4202m9p3

21. Ims Metaraminol Bitartrat Ampullen

22. Metaraminol (r,r)-hydrogentartrat

23. Metaraminol Bitartrate [usp:jan]

24. Aramine (tn)

25. Einecs 251-502-3

26. Metaraminol Bitatrate

27. Prestwick3_000197

28. Metaraminol Bitartrate Salt

29. (-)-m-hydroxyphenylpropanolamine Bitartrate Salt

30. Schembl40982

31. Bspbio_000153

32. Bspbio_003506

33. Bpbio1_000169

34. 1-alpha-(1-aminoethyl)-m-hydroxybenzyl Alcohol Bitartrate

35. (-)-alpha-(1-aminoethyl)-m-hydroxybenzyl Alcohol Bitartrate

36. Hms2093a03

37. Hms3885j21

38. L-1-(m-hydroxyphenyl)-2-amino-1-propanol-d-hydrogen Tartrate

39. Metaraminol Bitartrate (jan/usp)

40. Pharmakon1600-01503251

41. Metaraminol Bitartrate [mi]

42. Ex-a1348

43. Hy-b1116

44. Metaraminol Bitartrate [jan]

45. 1-alpha-(1-aminoethyl)-m-hydroxybenzyl Alcohol Hydrogen D-tartrate

46. Metaraminol Tartrate [mart.]

47. Nsc758425

48. Metaraminol Bitartrate [vandf]

49. Metaraminol Tartrate [who-dd]

50. (-)-alpha-(1-aminoethyl)-m-hydroxybenzyl Alcohol Tartrate (1:1) (salt)

51. Akos037515726

52. Ccg-213141

53. Cs-4715

54. Metaraminol Bitartrate [usp-rs]

55. Nsc 758425

56. Benzyl Alcohol, Alpha-(1-aminoethyl)-m-hydroxy-, (-)-, Tartrate (1:1) (salt)

57. Ac-33541

58. Benzenemethanol, Alpha-(1-aminoethyl)-3-hydroxy-, (r-(r*,s*))-, (r-(r*,r*))-2,3-dihydroxybutanedioate (1:1) (salt)

59. Bm166414

60. Metaraminol Bitartrate [orange Book]

61. Metaraminol Bitartrate (hydrogen L-tartrate)

62. Metaraminol Bitartrate [usp Impurity]

63. Metaraminol Bitartrate [usp Monograph]

64. D01019

65. F18205

66. Metaraminol Bitartrate, (r-(r*,s*))-

67. 402m038

68. Sr-05000001611

69. J-019180

70. Sr-05000001611-1

71. Q27107333

72. Metaraminol Bitartrate, United States Pharmacopeia (usp) Reference Standard

73. (-)-.alpha.-(1-aminoethyl)-m-hydroxybenzyl Alcohol Tartrate (1:1) (salt)

74. 3-((1r,2s)-2-amino-1-hydroxypropyl)phenol (2r,3r)-2,3-dihydroxysuccinate

75. Benzyl Alcohol, Alpha-(1-aminoethyl)-m-hydroxy-, Tartrate (1:1), D-(-)-

76. Benzenemethanol, Alpha-((1s)-1-aminoethyl)-3-hydroxy-, (alphar)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

2.3.3 Other Synonyms

1. (-)-metaraminol

2. Hydroxynorephedrine

3. L-metaraminol

4. Metaradrine

5. M-hydroxypropadrine

6. Pressonex

7. Metaraminol

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 317.29 g/mol
Molecular Formula C13H19NO8
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass317.11106656 g/mol
Monoisotopic Mass317.11106656 g/mol
Topological Polar Surface Area182 Ų
Heavy Atom Count22
Formal Charge0
Complexity274
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
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 NameMetaraminol bitartrate
Active IngredientMetaraminol bitartrate
Dosage FormInjectable
RouteInjection
Strengtheq 10mg base/ml
Market StatusPrescription
CompanyFresenius Kabi Usa

2 of 2  
Drug NameMetaraminol bitartrate
Active IngredientMetaraminol bitartrate
Dosage FormInjectable
RouteInjection
Strengtheq 10mg base/ml
Market StatusPrescription
CompanyFresenius Kabi Usa

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.)


API SUPPLIERS

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Malladi Drugs & Pharmaceuticals Li...

India

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Lifecare Laboratories Pvt Ltd

India

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Suzhou Ryway Biotech

China

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Suzhou Ryway Biotech

China

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Liaoyuan Silver Eagle Pharmaceutic...

China

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Clavita Pharma

India

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Clavita Pharma

India

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SMS Pharmaceuticals

India

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Anvitha Lifecare

India

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GLAND PHARMA LIMITED

India

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GLAND PHARMA LIMITED

India

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Hunan Warrant Chiral Pharmaceutica...

China

USDMF, CEP/COS, JDMF, EU-WC, NDC, KDMF, VMF, Others

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10

SM BIOMED

Malaysia

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SM BIOMED

Malaysia

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Metaraminol Tartrate BP

Date of Issue : 2025-09-24

Valid Till : 2028-09-23

Written Confirmation Number : WC-0442

Address of the Firm : D. No. 31-51-5/75, Green City,\r\nNear Apparel Export Park, Vadlapudi, Gajuwaka ...

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Metaraminol Bitartrate BP

Date of Issue : 2022-04-08

Valid Till : 2025-04-03

Written Confirmation Number : WC-0427

Address of the Firm : Plot No.49 & 50, J.N. Pharma City, Parawada (M), Visakhapatanam

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NDC API

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METARAMINOL BITARTRATE

NDC Package Code : 57218-750

Start Marketing Date : 2017-01-15

End Marketing Date : 2026-12-31

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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METARAMINOL BITARTRATE

NDC Package Code : 64274-9001

Start Marketing Date : 2021-02-08

End Marketing Date : 2026-11-09

Dosage Form (Strength) : POWDER (1kg/kg)

Marketing Category : BULK INGREDIENT

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Metaraminol Bitartrate

Brand Name :

Dosage Form : Injection

Dosage Strength : 10MG/1ML

Packaging :

Approval Date :

Application Number :

Regulatory Info :

Registration Country : China

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Metaraminol Bitartrate

Dosage : Injection

Dosage Strength : 10MG/1ML

Brand Name :

Approval Date :

Application Number :

Registration Country : China

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Metaraminol Impurity 11

CAS Number : 37951-47-6

Quantity Per Vial :

Sale Unit :

Price :

Details : In stock

Monograph :

Storage :

Code/Batch No : M0140.11

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Metaraminol Impurity 14

CAS Number :

Quantity Per Vial :

Sale Unit :

Price :

Details : In stock

Monograph :

Storage :

Code/Batch No : M0140.14

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Metaraminol Impurity 8

CAS Number :

Quantity Per Vial :

Sale Unit :

Price :

Details : In stock

Monograph :

Storage :

Code/Batch No : M0140.08

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Metaraminol Impurity A

CAS Number : 13103-80-5

Quantity Per Vial :

Sale Unit :

Price :

Details : In stock

Monograph :

Storage :

Code/Batch No : M0140.10

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CAS Number :

Quantity Per Vial :

Sale Unit :

Price :

Details : In stock

Monograph :

Storage :

Code/Batch No : M0140.13

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ABOUT THIS PAGE

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Metaraminol Bitartrate manufacturers, exporters & distributors 1

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

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API | Excipient name

Metaraminol Bitartrate

Synonyms

33402-03-8, Metaraminol tartrate, Metaraminol (+)-bitartrate salt, Metaraminol (tartrate), (-)-metaraminol bitartrate, Metaradrine tartrate

Cas Number

33402-03-8

Unique Ingredient Identifier (UNII)

ZC4202M9P3

About Metaraminol Bitartrate

A sympathomimetic agent that acts predominantly at alpha-1 adrenergic receptors. It has been used primarily as a vasoconstrictor in the treatment of HYPOTENSION.

Metaraminol Manufacturers

A Metaraminol manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Metaraminol, including repackagers and relabelers. The FDA regulates Metaraminol manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Metaraminol 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 Metaraminol manufacturers with USDMF, JDMF, KDMF, CEP, GMP, and COA related information on PhamaCompass.

Metaraminol Suppliers

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

click here to find a list of Metaraminol suppliers with USDMF, JDMF, KDMF, CEP, GMP, and COA related information on PharmaCompass.

Metaraminol USDMF

A Metaraminol DMF (Drug Master File) is a document detailing the whole manufacturing process of Metaraminol active pharmaceutical ingredient (API) in detail. Different forms of Metaraminol DMFs exist exist since differing nations have different regulations, such as Metaraminol USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Metaraminol DMF submitted to regulatory agencies in the US is known as a USDMF. Metaraminol USDMF includes data on Metaraminol's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Metaraminol USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Metaraminol suppliers with USDMF on PharmaCompass.

Metaraminol WC

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

click here to find a list of Metaraminol suppliers with Written Confirmation (WC) on PharmaCompass.

Metaraminol NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Metaraminol as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Metaraminol API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Metaraminol as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Metaraminol and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Metaraminol NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Metaraminol suppliers with NDC on PharmaCompass.

Metaraminol GMP

Metaraminol 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 Metaraminol GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, and more, enabling you to easily find the right Metaraminol GMP manufacturer or Metaraminol GMP API supplier for your needs.

Metaraminol CoA

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

Metaraminol CoA mostly includes findings from lab analyses of a specific batch. For each Metaraminol 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.

Metaraminol may be tested according to a variety of international standards, such as European Pharmacopoeia (Metaraminol EP), Metaraminol JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Metaraminol 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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