Find Nitroxoline manufacturers, exporters & distributors on PharmaCompass

Nitroxoline

Nitroxoline

Synopsis, Chemistry

APIs // Active Pharmaceutical Ingredients

1 API Suppliers, 1 EU WC

PRICE INFORMATION

API Reference Price, API Exports, API Imports

DOSSIERs // Finished Dosage Formulations

1 Dossiers, 1 Listed Dossiers

Product Search

API SUPPLIERS

API Suppliers

US DMFs Filed

CEP/COS Certifications

JDMFs Filed

EU WC

Listed Suppliers

API REF. PRICE (USD / KG)

151

API Market Place

INTERMEDIATES

DOSSIERS // FDF

USA (Orange Book)

Europe

Canada

Australia

South Africa

Uploaded Dossiers

GLOBAL SALES (USD Million)

U.S. Medicaid

Annual Reports

FDF Market Place

EXCIPIENTS

PATENTS & EXCLUSIVITIES

USFDA Orange Book Patents

USFDA Exclusivities

DIGITAL CONTENT

Blog #PharmaFlow

News

REF STANDARD

EDQM

USP

Other Listed Suppliers

SERVICES

Also known as: 5-nitroquinolin-8-ol, 8-hydroxy-5-nitroquinoline, 4008-48-4, 5-nitro-8-hydroxyquinoline, 5-nitro-8-quinolinol, Nitroxolin

Molecular Formula

C₉H₆N₂O₃

Molecular Weight

190.16 g/mol

InChI Key

RJIWZDNTCBHXAL-UHFFFAOYSA-N

FDA UNII

A8M33244M6

Nitroxoline is a urinary antibacterial agent active against susceptible gram-positive and gram-negative organisms commonly found in urinary tract infections. It is a hydroxyquinoline derivative unrelated to other classes of drugs. Nitroxoline is active against bacterial gyrases.

1 2D Structure

Nitroxoline

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

5-nitroquinolin-8-ol

2.1.2 InChI

InChI=1S/C9H6N2O3/c12-8-4-3-7(11(13)14)6-2-1-5-10-9(6)8/h1-5,12H

2.1.3 InChI Key

RJIWZDNTCBHXAL-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC2=C(C=CC(=C2N=C1)O)[N+](=O)[O-]

2.2 Other Identifiers

2.2.1 UNII

A8M33244M6

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5-nitro-8-hydroxyquinoline

2. 5-nitroquinolin-8-ol

3. 5-nitrox

4. 5-nok

5. Cysto-saar Plus

6. Nibiol

7. Nitroxoline Monofluoride

8. Nitroxoline, Potassium Salt

2.3.2 Depositor-Supplied Synonyms

1. 5-nitroquinolin-8-ol

2. 8-hydroxy-5-nitroquinoline

3. 4008-48-4

4. 5-nitro-8-hydroxyquinoline

5. 5-nitro-8-quinolinol

6. Nitroxolin

7. 5-nitrox

8. Noxibiol

9. Nibiol

10. Noxin

11. 8-quinolinol, 5-nitro-

12. 5-nitroxine

13. 5-nitroks

14. 5-nok

15. 5-nitro-8-oxyquinoline

16. 5nok

17. Nitroxolinum

18. 5-nitro-8-oxychinoline

19. Nitroxolina

20. Nitroxolinum [inn-latin]

21. Nitroxolina [inn-spanish]

22. A-82

23. Bas 58

24. Nsc 74947

25. Mls000069750

26. Nsc-74947

27. Smr000059036

28. Galinok

29. Chebi:67121

30. Isinok

31. Nicene Forte

32. Nitroxoline (inn)

33. A8m33244m6

34. Ncgc00160664-01

35. Nitroxoline [inn]

36. Uro-coli

37. Dsstox_cid_26284

38. Dsstox_rid_81510

39. Dsstox_gsid_46284

40. Cas-4008-48-4

41. Nitroxoline [inn:ban:dcf]

42. Einecs 223-662-4

43. Brn 0166146

44. Nitroxlina

45. Unii-a8m33244m6

46. Nitroxoline (tn)

47. Hnq

48. Nitrohydroxyquinoline

49. Mfcd00006791

50. 3ai8

51. 5-nitroquinoline-8-ol

52. Opera_id_204

53. 5-nitro-quinolin-8-ol

54. Nitroxoline [mi]

55. 5-nitro-8hydroxyquinoline

56. Quinolin-8-ol, 5-nitro-

57. Nitroxoline [mart.]

58. Oprea1_594857

59. 8-hydroxy-5-nitro-chinoline

60. Nitroxoline [who-dd]

61. 5-21-03-00297 (beilstein Handbook Reference)

62. Cid_19910

63. Mls001148594

64. Schembl151248

65. Regid_for_cid_19910

66. 5-nitroquinolin-8-ol, 96%

67. Wln: T66 Bnj Gnw Jq

68. Chembl1454910

69. Dtxsid4046284

70. Bdbm64987

71. Hms2230i14

72. Hms3264c05

73. Hms3374d08

74. Kuc105356n

75. Pharmakon1600-01506173

76. 8-hydroxy-5-nitroquinoline, 96%

77. Amy23308

78. Hy-b1159

79. Nsc74947

80. Tox21_111969

81. Ksc-8-140

82. Nsc760393

83. S4591

84. Stk099582

85. Zinc15831592

86. Akos001053242

87. Tox21_111969_1

88. Ac-7828

89. Ccg-213981

90. Cs-4761

91. Db01422

92. Nsc-760393

93. Ps-5547

94. Ncgc00160664-03

95. Db-049530

96. A6696

97. Ft-0621541

98. H0805

99. 08n484

100. D07245

101. 5-nitro-8-quinolinol

102. 5-nitro-8-hydroxyquinoline

103. Ab00572598_14

104. Ag-205/04556035

105. Q304570

106. Sr-01000721863

107. Sr-01000721863-4

108. W-106391

109. Z56922155

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₉H₆N₂O₃
Molecular Weight	190.16 g/mol
XLogP3	2.1
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	0
Exact Mass	190.03784206 g/mol
Monoisotopic Mass	190.03784206 g/mol
Topological Polar Surface Area	78.9 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	229
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
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

Nitroxoline is an antibiotic agent.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Anti-Infective Agents, Urinary

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading. (See all compounds classified as Anti-Infective Agents, Urinary.)

Antifungal Agents

Substances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues. (See all compounds classified as Antifungal Agents.)

5.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01X - Other antibacterials

J01XX - Other antibacterials

J01XX07 - Nitroxoline

5.3 Mechanism of Action

This drug may also have antitumor activity by inhibition of type 2 methionine aminopeptidase (MetAP2) protein which is involved in angiogenesis. Its antibacterial activity may stem from the metal ion complexation vital for bacterial growth.