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Dobutamine

Dobutamine

Synopsis, Chemistry

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Also known as: 49745-95-1, Dobutamine hcl, Dobutrex, Inotrex, Dobutamine (hydrochloride), Dl-dobutamine hydrochloride

Molecular Formula

C₁₈H₂₄ClNO₃

Molecular Weight

337.8 g/mol

InChI Key

BQKADKWNRWCIJL-UHFFFAOYSA-N

FDA UNII

0WR771DJXV

A catecholamine derivative with specificity for BETA-1 ADRENERGIC RECEPTORS. It is commonly used as a cardiotonic agent after CARDIAC SURGERY and during DOBUTAMINE STRESS ECHOCARDIOGRAPHY.

1 2D Structure

Dobutamine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[2-[4-(4-hydroxyphenyl)butan-2-ylamino]ethyl]benzene-1,2-diol;hydrochloride

2.1.2 InChI

InChI=1S/C18H23NO3.ClH/c1-13(2-3-14-4-7-16(20)8-5-14)19-11-10-15-6-9-17(21)18(22)12-15;/h4-9,12-13,19-22H,2-3,10-11H2,1H3;1H

2.1.3 InChI Key

BQKADKWNRWCIJL-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(CCC1=CC=C(C=C1)O)NCCC2=CC(=C(C=C2)O)O.Cl

2.2 Other Identifiers

2.2.1 UNII

0WR771DJXV

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dobucor

2. Dobuject

3. Dobutamin Fresenius

4. Dobutamin Hexal

5. Dobutamin Ratiopharm

6. Dobutamin Solvay

7. Dobutamin-ratiopharm

8. Dobutamina Inibsa

9. Dobutamina Rovi

10. Dobutamine

11. Dobutamine (+)-isomer

12. Dobutamine Hydrobromide

13. Dobutamine Lactobionate

14. Dobutamine Phosphate (1:1) Salt, (-)-isomer

15. Dobutamine Tartrate

16. Dobutamine Tartrate (1:1), (r-(r*,r*))-isomer

17. Dobutamine Tartrate (1:1), (s-(r*,r*))-isomer

18. Dobutamine, (-)-isomer

19. Dobutamine, Phosphate (1:1) Salt (+)-isomer

20. Dobutrex

21. Hydrobromide, Dobutamine

22. Hydrochloride, Dobutamine

23. Lactobionate, Dobutamine

24. Lilly 81929

25. Oxiken

26. Posiject

27. Tartrate, Dobutamine

2.3.2 Depositor-Supplied Synonyms

1. 49745-95-1

2. Dobutamine Hcl

3. Dobutrex

4. Inotrex

5. Dobutamine (hydrochloride)

6. Dl-dobutamine Hydrochloride

7. 52663-81-7

8. Nsc-299583

9. Rac Dobutamine Hydrochloride

10. 0wr771djxv

11. 1,2-benzenediol, 4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]ethyl]-, Hydrochloride (1:1)

12. 49745-95-1 (hcl)

13. 4-[2-[4-(4-hydroxyphenyl)butan-2-ylamino]ethyl]benzene-1,2-diol Hydrochloride

14. 4-[2-[4-(4-hydroxyphenyl)butan-2-ylamino]ethyl]benzene-1,2-diol;hydrochloride

15. (+-)-4-(2-((3-(p-hydroxyphenyl)-1-methylpropyl)amino)ethyl)pyrocatechol Hydrochloride

16. Chebi:4671

17. 4-(2-((4-(4-hydroxyphenyl)butan-2-yl)amino)ethyl)benzene-1,2-diol Hydrochloride

18. Smr000058435

19. Dobutamina Clorhidrato [spanish]

20. Sr-01000075265

21. Ly 81929

22. Einecs 256-464-1

23. Unii-0wr771djxv

24. Nsc 299583

25. Ly 46236

26. Posiject

27. 1,2-benzenediol, 4-(2-((3-(4-hydroxyphenyl)-1-methylpropyl)amino)ethyl)-, Hydrochloride

28. 1,2-benzenediol, 4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]ethyl]-, Hydrochloride

29. 4-(2-(4-(4-hydroxyphenyl)butan-2-ylamino)ethyl)benzene-1,2-diol Hydrochloride

30. 4-(2-{[4-(4-hydroxyphenyl)butan-2-yl]amino}ethyl)benzene-1,2-diol Hydrochloride

31. S-1000

32. Dobutrex (tn)

33. 1,2-benzenediol, 4-(2-((3-(4-hydroxyphenyl)-1-methylpropyl)amino)ethyl)-, Hydrochloride (1:1)

34. Prestwick_741

35. Mfcd00153795

36. 1,2-benzenediol, 4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]ethyl]-

37. Dobutamine Hydrochloride In Dextrose 5%

38. Dobutamine Hydrochloride [usan:usp:ban:jan]

39. Schembl41609

40. 1,2-benzenediol, 4-(2-((3-(4-hydroxyphenyl)-1-methylpropyl)amino)ethyl)-, Hydrochloride, (+-)-

41. Mls000860012

42. Mls001332503

43. Mls001332504

44. Mls002222253

45. Regid_for_cid_65324

46. Chembl1200418

47. Dtxsid30964383

48. Dobutamine Hydrochloride, >=98%

49. Dobutamine Hydrochloride In Dextrose 5% In Plastic Container

50. Hms1569g05

51. Bcp13026

52. Tox21_500365

53. Dobutamine Hydrochloride [mi]

54. Nsc299583

55. Dobutamine Hydrochloride (jp17/usp)

56. Dobutamine Hydrochloride [jan]

57. Akos015907731

58. Ccg-220352

59. Ccg-221669

60. Dobutamine Hydrochloride [usan]

61. Ks-1050

62. Lp00365

63. (.+-.)-4-[2-[[3-(p-hydroxyphenyl)-1-methylpropyl]amino]ethyl]pyrocatechol Hydrochloride

64. 4-(2-((3-(p-hydroxyphenyl)-1-methylpropyl)amino)ethyl)pyrocatecholhydrochloride

65. Dobutamine Hydrochloride [mart.]

66. Dobutamine Hydrochloride [who-dd]

67. Ncgc00093799-01

68. Ncgc00093799-02

69. Ncgc00261050-01

70. Ac-11653

71. Hy-15746

72. Ly-46236

73. Db-051684

74. D4335

75. Eu-0100365

76. Ft-0625557

77. Ft-0681170

78. Dobutamine Hydrochloride [ep Impurity]

79. Dobutamine Hydrochloride [orange Book]

80. D 0676

81. D00632

82. Dobutamine Hydrochloride [ep Monograph]

83. Dobutamine Hydrochloride [usp Impurity]

84. Dobutamine Hydrochloride [usp Monograph]

85. 368d042

86. A827836

87. Sr-01000075265-1

88. Sr-01000075265-3

89. Sr-01000075265-6

90. W-106009

91. Q27106435

92. Dobutamine Hydrochloride, British Pharmacopoeia (bp) Reference Standard

93. Dobutamine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

94. 1, 4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]ethyl]-, Hydrochloride, (.+-.)-

95. 3,4-dihydroxy-n-[3-(4-hydroxyphenyl)-1-methylpropyl]-beta-phenethylamine Hydrochloride

96. 4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]aminoethyl-1,2-benzenediol Hydrochloride

97. Dobutamine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

98. ( Inverted Question Mark)-4-[2-[[3-(4-hydroxyphenyl)-1-methylpropyl]amino]ethyl]-1,2-benzenediol Hydrochloride

99. (+/-)-4-(2-((3-(p-hydroxyphenyl)-1-methylpropyl)amino)ethyl)pyrocatechol Hydrochloride

100. 1,2-benzenediol, 4-(2-((3-(4-hydroxyphenyl)-1-methylpropyl)amino)ethyl)-, Hydrochloride, (+/-)-

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₄ClNO₃
Molecular Weight	337.8 g/mol
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	337.1444713 g/mol
Monoisotopic Mass	337.1444713 g/mol
Topological Polar Surface Area	72.7 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	305
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	Dobutamine hydrochloride
Drug Label	Dobutamine Hydrochloride in 5% Dextrose Injection is a sterile, nonpyrogenic solution of Dobutamine Hydrochloride, USP and Dextrose, USP in Water for Injection, USP. Dobutamine hydrochloride is chemically designated as ()-4-[2-[[3-(p-hydroxyphenyl)...
Active Ingredient	Dobutamine hydrochloride
Dosage Form	Injectable
Route	Injection
Strength	eq 12.5mg base/ml
Market Status	Prescription
Company	Hospira; Eurohlth Intl

2 of 2
Drug Name	Dobutamine hydrochloride
Drug Label	Dobutamine Hydrochloride in 5% Dextrose Injection is a sterile, nonpyrogenic solution of Dobutamine Hydrochloride, USP and Dextrose, USP in Water for Injection, USP. Dobutamine hydrochloride is chemically designated as ()-4-[2-[[3-(p-hydroxyphenyl)...
Active Ingredient	Dobutamine hydrochloride
Dosage Form	Injectable
Route	Injection
Strength	eq 12.5mg base/ml
Market Status	Prescription
Company	Hospira; Eurohlth Intl

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.)

Adrenergic beta-1 Receptor Agonists

Compounds that bind to and activate ADRENERGIC BETA-1 RECEPTORS. (See all compounds classified as Adrenergic beta-1 Receptor Agonists.)

Cardiotonic Agents

Agents that have a strengthening effect on the heart or that can increase cardiac output. They may be CARDIAC GLYCOSIDES; SYMPATHOMIMETICS; or other drugs. They are used after MYOCARDIAL INFARCT; CARDIAC SURGICAL PROCEDURES; in SHOCK; or in congestive heart failure (HEART FAILURE). (See all compounds classified as Cardiotonic Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

beta-Adrenergic Agonist [EPC]; Adrenergic beta-Agonists [MoA]