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Fenoterol

Fenoterol

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Also known as: 1944-12-3, Fenoterol hbr, Fenoterol (hydrobromide), Phenoterol hydrobromide, Fenoterol bromide, Chebi:31601

Molecular Formula

C₁₇H₂₂BrNO₄

Molecular Weight

384.3 g/mol

InChI Key

SGZRQMALQBXAIQ-UHFFFAOYSA-N

A synthetic adrenergic beta-2 agonist that is used as a bronchodilator and tocolytic.

1 2D Structure

Fenoterol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-[1-hydroxy-2-[1-(4-hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,3-diol;hydrobromide

2.1.2 InChI

InChI=1S/C17H21NO4.BrH/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13;/h2-5,7-9,11,17-22H,6,10H2,1H3;1H

2.1.3 InChI Key

SGZRQMALQBXAIQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(CC1=CC=C(C=C1)O)NCC(C2=CC(=CC(=C2)O)O)O.Br

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Berotec

2. Berotek

3. Fenoterol

4. Fenoterol Hydrochloride

5. Hydrochloride, Fenoterol

6. P Hydroxyphenyl Orciprenaline

7. P Hydroxyphenylorciprenaline

8. P-hydroxyphenyl-orciprenaline

9. P-hydroxyphenylorciprenaline

10. Partusisten

11. Phenoterol

12. Th 1165a

13. Th-1165a

14. Th1165a

2.2.2 Depositor-Supplied Synonyms

1. 1944-12-3

2. Fenoterol Hbr

3. Fenoterol (hydrobromide)

4. Phenoterol Hydrobromide

5. Fenoterol Bromide

6. Chebi:31601

7. Partusisten

8. Berotec

9. 2-(3,5-dihydroxyphenyl)-2-hydroxy-2'-(4-hydroxyphenyl)-1'-methyldiethylamine Hydrobromide

10. Dsstox_cid_25419

11. Dsstox_rid_80867

12. Dsstox_gsid_45419

13. Fenoterol Bromide;th-1165a;phenoterol Hydrobromide

14. Chembl537445

15. 1,3-benzenediol,5-[1-hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-,hydrobromide

16. Cas-1944-12-3

17. Th 1165a

18. Nsc-757811

19. Sr-01000075873

20. Fenoterol Hydrobromide (jan)

21. Fenoterol Hydrobromide [jan]

22. Fenoterol-d6

23. Prestwick_667

24. Berotec (tn)

25. Ncgc00016721-01

26. Mls001056741

27. Schembl121549

28. Spectrum1501007

29. Dtxsid5045419

30. Hy-b0976a

31. Regid_for_cid_5702161

32. Hms1568j06

33. Hms1921b11

34. Pharmakon1600-01501007

35. Bcp28959

36. Einecs 217-742-8

37. Tox21_110581

38. Tox21_500544

39. Ccg-38987

40. Mfcd00079288

41. Nsc757811

42. S5768

43. Akos015909691

44. Tox21_110581_1

45. Cs-5285

46. Ks-5090

47. Lp00544

48. Ncgc00015430-06

49. Ncgc00093932-01

50. Ncgc00093932-02

51. Ncgc00093932-03

52. Ncgc00093932-04

53. Ncgc00261229-01

54. Smr000326705

55. Eu-0100544

56. Ft-0668501

57. Ft-0668502

58. Vu0243157-4

59. D01428

60. F 1016

61. J-012593

62. Sr-01000075873-1

63. Sr-01000075873-6

64. Q27114503

65. Fenoterol Hydrobromide, British Pharmacopoeia (bp) Reference Standard

66. Fenoterol Hydrobromide, European Pharmacopoeia (ep) Reference Standard

67. 1,3-benzenediol, 5-(1-hydroxy-2-((2-(4-hydroxyphenyl)-1-methylethyl)amino)ethyl)-, Hbr

68. 1-(3,5-dihydroxy-phenyl)-2-((1-(4-hydroxybenzyl)ethyl)amino)-ethanol Hydrobromide

69. 5-(1-hydroxy-2-(1-(4-hydroxyphenyl)propan-2-ylamino)ethyl)benzene-1,3-diol Hydrobromide

70. 5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol (hbr)

71. 5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol Hydrobromide

72. Fenoterol For Peak Identification, European Pharmacopoeia (ep) Reference Standard

73. 5-[1-hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]benzene-1,3-diol Hydrobromide

74. Benzyl Alcohol, 3,5-dihydroxy-alpha-(((p-hydroxy-alpha-methylphenethyl)amino)methyl)-, Hydrobromide

2.3 Create Date

2006-03-07

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₂BrNO₄
Molecular Weight	384.3 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	383.07322 g/mol
Monoisotopic Mass	383.07322 g/mol
Topological Polar Surface Area	93 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	310
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adrenergic beta-2 Receptor Agonists

Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS. (See all compounds classified as Adrenergic beta-2 Receptor Agonists.)

Tocolytic Agents

Drugs that prevent preterm labor and immature birth by suppressing uterine contractions (TOCOLYSIS). Agents used to delay premature uterine activity include magnesium sulfate, beta-mimetics, oxytocin antagonists, calcium channel inhibitors, and adrenergic beta-receptor agonists. The use of intravenous alcohol as a tocolytic is now obsolete. (See all compounds classified as Tocolytic Agents.)

Bronchodilator Agents

Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)

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.)