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ACTIVE PHARMA INGREDIENTS

2 API Suppliers, 2 USDMF, 1 NDC API

2 API Suppliers
2 USDMF
1 NDC API

FINISHED DOSAGE FORMULATIONS

8 FDF Dossiers, 7 FDA Orange Book, 1 South Africa

8 FDF Dossiers
7 FDA Orange Book
1 South Africa

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1 USP , 1 Others

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1 Others

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

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US Patents

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3 RELATED EXCIPIENT COMPANIES

3EXCIPIENTS BY APPLICATIONS

Chemistry

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Also known as: Corbadrine, Neo-cobefrin, 829-74-3, Nordefrin, Alpha-methylnoradrenaline, Corbadrinum

Molecular Formula

C₉H₁₃NO₃

Molecular Weight

183.20 g/mol

InChI Key

GEFQWZLICWMTKF-CDUCUWFYSA-N

FDA UNII

R81X549E70

A norepinephrine derivative used as a vasoconstrictor agent.

1 2D Structure

Levonordefrin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[(1R,2S)-2-amino-1-hydroxypropyl]benzene-1,2-diol

2.1.2 InChI

InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/t5-,9-/m0/s1

2.1.3 InChI Key

GEFQWZLICWMTKF-CDUCUWFYSA-N

2.1.4 Canonical SMILES

CC(C(C1=CC(=C(C=C1)O)O)O)N

2.1.5 Isomeric SMILES

C[C@@H]([C@@H](C1=CC(=C(C=C1)O)O)O)N

2.2 Other Identifiers

2.2.1 UNII

R81X549E70

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 3,4 Dihydroxynorephedrine

2. 3,4-dihydroxynorephedrine

3. 4-(2-amino-1-hydroxypropyl)-1,2-benzenediol

4. 4-(2-amino-1-hydroxypropyl)-1,2-benzenediol Hydrochloride, (r*,r*)-(+,-)-isomer

5. 4-(2-amino-1-hydroxypropyl)-1,2-benzenediol Hydrochloride, (r*,s*)-(+-)-isomer

6. 4-(2-amino-1-hydroxypropyl)-1,2-benzenediol Tartrate, (r*,r*), (r*,r*)-isomer

7. 4-(2-amino-1-hydroxypropyl)-1,2-benzenediol Tartrate, (r*,s*), (r*,r*)-isomer

8. 4-(2-amino-1-hydroxypropyl)-1,2-benzenediol, (r*,r*)-isomer

9. 4-(2-amino-1-hydroxypropyl)-1,2-benzenediol, (r*,s*)-isomer

10. Alpha Methylnoradrenaline

11. Alpha Methylnorepinephrine

12. Alpha-methylnoradrenaline

13. Alpha-methylnorepinephrine

14. Cobefrine

15. Corbadrine

16. Hydrochloride, Nordefrin

17. Methylnorepinephrine

18. Neo Cobefrin

19. Neo-cobefrin

20. Neocobefrin

21. Nordefrin

22. Nordefrin Hydrochloride

23. Nordefrin Hydrochloride, (r*,r*)-(+,-)-isomer

24. Nordefrin Hydrochloride, (r*,s*)-(+,-)-isomer

25. Nordefrin Tartrate, (r*,r*), (r*,r*) Isomer

26. Nordefrin Tartrate, (r*,s*), (r*,r*) Isomer

27. Nordefrin, (r*,r*)-isomer

28. Nordefrin, (r*,s*)-isomer

29. Norephrine

2.3.2 Depositor-Supplied Synonyms

1. Corbadrine

2. Neo-cobefrin

3. 829-74-3

4. Nordefrin

5. Alpha-methylnoradrenaline

6. Corbadrinum

7. Corbadrina

8. L-nordefrin

9. (-)-cobefrin

10. 4-[(1r,2s)-2-amino-1-hydroxypropyl]benzene-1,2-diol

11. L-alpha-methylnoradrenaline

12. Nordefrin, L-

13. Corbadrine [inn]

14. Ba 2818

15. Levonordefrin [usp]

16. Nordefrin (-)-form

17. Chebi:10304

18. Alpha-methylnorepinephrine

19. Nsc-757084

20. Corbadrin

21. L-.alpha.-methylnoradrenaline

22. L-norephedrine, 3,4-dihydroxy-

23. Corbadrine (inn)

24. Levonordefrin (usp)

25. R81x549e70

26. V008l6478d

27. (-)-3,4-dihydroxynorephedrine

28. Ba-2818

29. Cas-829-74-3

30. Dsstox_cid_26349

31. Dsstox_rid_81553

32. Dsstox_gsid_46349

33. Dl-corbadrine

34. 4-((1r,2s)-2-amino-1-hydroxypropyl)benzene-1,2-diol

35. L-cobefrin

36. Corbadrinum [inn-latin]

37. Corbadrina [inn-spanish]

38. (-)3,4-dihydroxynorephedrine

39. Nordefrin, (-)-

40. Sr-05000002090

41. 3,4-dihydroxynorephedrin

42. (-)-alpha-(1-aminoethyl)-3,4-dihydroxybenzyl Alcohol

43. 1,2-benzenediol, 4-(2-amino-1-hydroxypropyl)-, (r-(r*,s*))-

44. Unii-r81x549e70

45. Unii-v008l6478d

46. Alpha-me-ne

47. Ncgc00163349-01

48. Neo-cobefrin (tn)

49. Levonordefrincorbadrine

50. Spectrum_001642

51. Alpha-(1-aminoethyl)-3,4-dihydroxybenzyl Alcohol

52. Nordefrin [mi]

53. Prestwick3_000739

54. Spectrum2_001055

55. Spectrum3_000480

56. Spectrum4_000032

57. Spectrum5_000912

58. Lopac-d-5290

59. Chembl677

60. Corbadrine [mart.]

61. Nordefrin [who-dd]

62. Corbadrine [who-dd]

63. (+/-)-cobefrin

64. Bspbio_000698

65. Bspbio_002220

66. Gtpl508

67. Kbiogr_000463

68. Kbioss_002122

69. Levonordefrin [vandf]

70. 74812-63-8

71. (-)-alpha-methylnoradrenaline

72. Divk1c_000315

73. Schembl119171

74. Spectrum1500365

75. Spbio_001010

76. Levonordefrin [usp-rs]

77. Bpbio1_000768

78. Dtxsid6046349

79. Hms500p17

80. Kbio1_000315

81. Kbio2_002122

82. Kbio2_004690

83. Kbio2_007258

84. Kbio3_001440

85. Zinc34157

86. (-)-3,4-dihydroxy Norephedrine

87. Chebi:141146

88. Ninds_000315

89. Erythro-(-)-alpha-(1-aminoethyl)-3,4-dihydrobenzyl Alcohol

90. Hms1920j07

91. Hms2091p13

92. Hms2097c20

93. Hms3714c20

94. Pharmakon1600-01500365

95. Levonordefrin [orange Book]

96. Nordefrin (-)-form [mi]

97. Tox21_112051

98. Bdbm50223426

99. Benzyl Alcohol, .alpha.-(1-aminoethyl)-3,4-dihydroxy-, Erythro-(-)-

100. Ccg-40121

101. Levonordefrin [usp Monograph]

102. Mfcd00008080

103. Nsc757084

104. Akos006280500

105. Tox21_112051_1

106. Db06707

107. Nsc 757084

108. Idi1_000315

109. Ncgc00015345-01

110. Ncgc00016542-01

111. Ncgc00016542-02

112. Ncgc00016542-03

113. Ncgc00016542-04

114. Ncgc00016542-05

115. Ncgc00016542-06

116. (1r,2s)-(-)-3,4-dihydroxynorephedrine

117. Sbi-0051428.p003

118. Hy-107915

119. Ab00513909

120. Cs-0030862

121. D02388

122. Ab00052030_04

123. 829d743

124. Sr-05000002090-1

125. Sr-05000002090-2

126. Q12745763

127. 4-[(1r,2s)-2-amino-1-hydroxypropyl]-1,2-benzenediol

128. (+/-)-ga-(1-aminoethyl)-3,4-dihydroxybenzyl Alcohol

129. (-)-.alpha.-(1-aminoethyl)-3,4-dihydroxybenzyl Alcohol

130. 1,2-benzenediol, 4-((1r,2s)-2-amino-1-hydroxypropyl)-

131. Levonordefrin, United States Pharmacopeia (usp) Reference Standard

132. 1,2-benzenediol, 4-((1r,2s)-2-amino-1-hydroxypropyl)-, Rel-

133. 1,2-benzenediol, 4-(2-amino-1-hydroxypropyl)-, (r*,s*)-(+/-)-

134. 1,2-benzenediol, 4-(2-amino-1-hydroxypropyl)-, (r-(r*,s*))

135. Benzyl Alcohol, .alpha.-(1-aminoethyl)-3,4-dihydroxy-, Erythro-(+/-)-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₃NO₃
Molecular Weight	183.20 g/mol
XLogP3	-0.8
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	2
Exact Mass	183.08954328 g/mol
Monoisotopic Mass	183.08954328 g/mol
Topological Polar Surface Area	86.7 Å²
Heavy Atom Count	13
Formal Charge	0
Complexity	165
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Used as a topical nasal decongestant and vasoconstrictor in dentistry.

5 Pharmacology and Biochemistry

5.1 Pharmacology

Levonordefrin is a sympathomimetic amine used as a vasoconstrictor in local anesthetic solutions. It has pharmacologic activity similar to that of Epinephrine but it is more stable than Epinephrine. In equal concentrations, Levonordefrin is less potent than Epinephrine in raising blood pressure, and as a vasoconstrictor.

5.2 MeSH Pharmacological Classification

Vasoconstrictor Agents

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

5.3 Mechanism of Action

It is designed to mimic the molecular shape of adrenaline. It binds to alpha-adrenergic receptors in the nasal mucosa. Here it can, therefore, cause vasoconstriction.

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