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Metaraminol Bitartrate

Metaraminol Bitartrate

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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

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 Formula	C₁₃H₁₉NO₈
Molecular Weight	317.29 g/mol
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	5
Exact Mass	317.11106656 g/mol
Monoisotopic Mass	317.11106656 g/mol
Topological Polar Surface Area	182 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	274
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
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	Metaraminol bitartrate
Active Ingredient	Metaraminol bitartrate
Dosage Form	Injectable
Route	Injection
Strength	eq 10mg base/ml
Market Status	Prescription
Company	Fresenius Kabi Usa

2 of 2
Drug Name	Metaraminol bitartrate
Active Ingredient	Metaraminol bitartrate
Dosage Form	Injectable
Route	Injection
Strength	eq 10mg base/ml
Market Status	Prescription
Company	Fresenius 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.)