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Carteolol

Synopsis, Chemistry

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Also known as: 51781-21-6, Carteolol hcl, Arteoptic, Cartrol, Mikelan, Abbott-43326

Molecular Formula

C₁₆H₂₅ClN₂O₃

Molecular Weight

328.83 g/mol

InChI Key

FYBXRCFPOTXTJF-UHFFFAOYSA-N

FDA UNII

4797W6I0T4

A beta-adrenergic antagonist used as an anti-arrhythmia agent, an anti-angina agent, an antihypertensive agent, and an antiglaucoma agent.

1 2D Structure

Carteolol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-[3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-1H-quinolin-2-one;hydrochloride

2.1.2 InChI

InChI=1S/C16H24N2O3.ClH/c1-16(2,3)17-9-11(19)10-21-14-6-4-5-13-12(14)7-8-15(20)18-13;/h4-6,11,17,19H,7-10H2,1-3H3,(H,18,20);1H

2.1.3 InChI Key

FYBXRCFPOTXTJF-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(C)(C)NCC(COC1=CC=CC2=C1CCC(=O)N2)O.Cl

2.2 Other Identifiers

2.2.1 UNII

4797W6I0T4

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Carteolol

2. Carteolol Monohydrochloride

3. Hydrochloride, Carteolol

4. Monohydrochloride, Carteolol

5. Opc 1085

6. Opc-1085

7. Opc1085

2.3.2 Depositor-Supplied Synonyms

1. 51781-21-6

2. Carteolol Hcl

3. Arteoptic

4. Cartrol

5. Mikelan

6. Abbott-43326

7. Ocupress

8. Endak Hydrochloride

9. Opc-1085

10. Opc-1085 Hydrochloride

11. Carteolol (hydrochloride)

12. Nsc-300906

13. Endak

14. 5-(3-(tert-butylamino)-2-hydroxypropoxy)-3,4-dihydrocarbostyril Monohydrochloride

15. 4797w6i0t4

16. Carbonolol

17. Endak Mite

18. Abbott 43326

19. 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-2(1h)-quinolinone Hydrochloride

20. Dsstox_cid_25478

21. Dsstox_rid_80904

22. Dsstox_gsid_45478

23. 2(1h)-quinolinone, 5-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)-3,4-dihydro-, Monohydrochloride

24. 5-(2-hydroxy-3-tert-butylamino)propoxy-3,4-dihydrocarbostyril Hydrochloride

25. Teoptic

26. Chebi:3438

27. 5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydroquinolin-2-one Hydrochloride

28. 5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-3,4-dihydro-2(1h)-quinolinone Hydrochloride

29. 5-(3-tert-butylamino-2-hydroxy-propoxy)-3,4-dihydro-2(1h)-chinolinon-hydrochlorid

30. Opc 1085

31. Einecs 257-415-7

32. Dl-carteolol Hydrochloride

33. Nsc 300906

34. Arteolol

35. Carteol

36. Unii-4797w6i0t4

37. Mikelan La

38. 5-[3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydrocarbostyril Monohydrochloride

39. Ocupress (tn)

40. Cartrol (tn)

41. Carteolol Hydrochloride [usan:usp:jan]

42. 5-(3-(tert-butylamino)-2-hydroxypropoxy)-3,4-dihydroquinolin-2(1h)-one Hydrochloride

43. Ncgc00016865-01

44. 5-(3-tert-butylamino-2-hydroxy)propoxy-3,4-dihydrocarbostyril Hydrochloride

45. Cas-51781-21-6

46. 5-(3-tert-butylamino-2-hydroxy-propoxy)-3,4-dihydro-2(1h)-chinolinon-hydrochlorid [german]

47. Schembl41380

48. Mls002153816

49. Carteolol Hydrochloride ,(s)

50. Chembl1201002

51. Dtxsid4045478

52. Hms1569i14

53. Pharmakon1600-01505519

54. Bcp28338

55. Ex-a1257

56. Carteolol Hydrochloride [mi]

57. Tox21_110654

58. Carteolol Hydrochloride (jp17/usp)

59. Carteolol Hydrochloride [jan]

60. Hy-17495a

61. Mfcd00941499

62. Nsc300906

63. Nsc760060

64. S4278

65. Carteolol Hydrochloride [usan]

66. Akos027379166

67. Tox21_110654_1

68. Carteolol Hydrochloride [mart.]

69. Carteolol Hydrochloride [vandf]

70. Ccg-213475

71. Nsc-760060

72. 5-(3-((tert-butyl)amino)-2-hydroxypropoxy)-3,4-dihydro-2-quinolone Monohydrochloride

73. 5-[3-(tert-butylamino)-2-hydroxypropoxy]-3,4-dihydro-1h-quinolin-2-one;hydrochloride

74. Carteolol Hydrochloride [usp-rs]

75. Carteolol Hydrochloride [who-dd]

76. Ncgc00179541-03

77. As-74897

78. Smr001233186

79. Db-052022

80. B5944

81. Carteolol Hydrochloride [orange Book]

82. Ft-0640026

83. Sw197155-3

84. Carteolol Hydrochloride [usp Impurity]

85. C75429

86. Carteolol Hydrochloride [usp Monograph]

87. D00599

88. Wln: T66 Bmvt&j Go1yq1mx1&1&1 &gh

89. Sr-01000841202

90. Sr-01000841202-2

91. Q27106078

92. 5-(3-t-butylamino-2-hydroxypropoxy)-3,4-dihydrocarbostyril Hydrochloride

93. 2(1h)-quinolinone,1-dimethylethyl)amino]-2-hydroxypropoxy]-3,4-dihydro-, Monohydrochloride

94. 2(1h)-quinolinone, 5-[3-[(1,1-dimethylethyl)amino]-2-hydroxypropoxy]-3,4-dihydro, Monohydrochloride

95. 2(1h)-quinolinone, 5-[3-[(1,1-dimethylethyl)amino]-2hydroxypropoxy]-3,4-dihydro, Monohydrochloride

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₁₆H₂₅ClN₂O₃
Molecular Weight	328.83 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	6
Exact Mass	328.1553704 g/mol
Monoisotopic Mass	328.1553704 g/mol
Topological Polar Surface Area	70.6 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	354
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 4
Drug Name	Carteolol hydrochloride
Drug Label	Carteolol Hydrochloride Ophthalmic Solution USP, 1% is a nonselective beta-adrenoceptor blocking agent for ophthalmic use.The chemical name for carteolol hydrochloride is ()-5-[3-[(1,1-dimethylethyl) amino]-2-hydroxypropoxy]-3,4-dihydro-2(1H)-quino...
Active Ingredient	Carteolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	1%
Market Status	Prescription
Company	Alcon; Bausch And Lomb

2 of 4
Drug Name	Ocupress
PubMed Health	Carteolol
Drug Classes	Antiglaucoma, Antihypertensive, Cardiovascular Agent
Drug Label	Ocupress (carteolol hydrochloride ophthalmic solution), 1%, is a nonselective beta-adrenoceptor blocking agent for ophthalmic use.The chemical name for carteolol hydrochloride is ()5[3[(1,1dimethylethyl) amino]2 hydroxypropoxy]3...
Active Ingredient	Carteolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	1%
Market Status	Prescription
Company	Novartis

3 of 4
Drug Name	Carteolol hydrochloride
Drug Label	Carteolol Hydrochloride Ophthalmic Solution USP, 1% is a nonselective beta-adrenoceptor blocking agent for ophthalmic use.The chemical name for carteolol hydrochloride is ()-5-[3-[(1,1-dimethylethyl) amino]-2-hydroxypropoxy]-3,4-dihydro-2(1H)-quino...
Active Ingredient	Carteolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	1%
Market Status	Prescription
Company	Alcon; Bausch And Lomb

4 of 4
Drug Name	Ocupress
PubMed Health	Carteolol
Drug Classes	Antiglaucoma, Antihypertensive, Cardiovascular Agent
Drug Label	Ocupress (carteolol hydrochloride ophthalmic solution), 1%, is a nonselective beta-adrenoceptor blocking agent for ophthalmic use.The chemical name for carteolol hydrochloride is ()5[3[(1,1dimethylethyl) amino]2 hydroxypropoxy]3...
Active Ingredient	Carteolol hydrochloride
Dosage Form	Solution/drops
Route	Ophthalmic
Strength	1%
Market Status	Prescription
Company	Novartis

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Adrenergic beta-Antagonists

Drugs that bind to but do not activate beta-adrenergic receptors thereby blocking the actions of beta-adrenergic agonists. Adrenergic beta-antagonists are used for treatment of hypertension, cardiac arrhythmias, angina pectoris, glaucoma, migraine headaches, and anxiety. (See all compounds classified as Adrenergic beta-Antagonists.)

Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)

Sympatholytics

Drugs that inhibit the actions of the sympathetic nervous system by any mechanism. The most common of these are the ADRENERGIC ANTAGONISTS and drugs that deplete norepinephrine or reduce the release of transmitters from adrenergic postganglionic terminals (see ADRENERGIC AGENTS). Drugs that act in the central nervous system to reduce sympathetic activity (e.g., centrally acting alpha-2 adrenergic agonists, see ADRENERGIC ALPHA-AGONISTS) are included here. (See all compounds classified as Sympatholytics.)

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

beta-Adrenergic Blocker [EPC]; Adrenergic beta-Antagonists [MoA]