Also known as: 19562-30-2, Bactramyl, Panacid, Enterol, Reelon, Urisept

Molecular Formula

C₁₄H₁₆N₄O₃

Molecular Weight

288.30 g/mol

InChI Key

RCIMBBZXSXFZBV-UHFFFAOYSA-N

FDA UNII

3I12WH4EWF

Antibacterial against mainly gram negative organisms. It is used for urinary tract and intestinal infections.

1 2D Structure

2D Structure

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

8-ethyl-5-oxo-2-pyrrolidin-1-ylpyrido[2,3-d]pyrimidine-6-carboxylic acid

2.1.2 InChI

InChI=1S/C14H16N4O3/c1-2-17-8-10(13(20)21)11(19)9-7-15-14(16-12(9)17)18-5-3-4-6-18/h7-8H,2-6H2,1H3,(H,20,21)

2.1.3 InChI Key

RCIMBBZXSXFZBV-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCN1C=C(C(=O)C2=CN=C(N=C21)N3CCCC3)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

3I12WH4EWF

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acid, Piromidic

2.3.2 Depositor-Supplied Synonyms

1. 19562-30-2

2. Bactramyl

3. Panacid

4. Enterol

5. Reelon

6. Urisept

7. Zaomeal

8. Actrun C

9. Piromidate

10. Pd 93

11. Pd-93

12. 8-ethyl-5-oxo-2-(pyrrolidin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic Acid

13. Nsc-291120

14. 3i12wh4ewf

15. 8-ethyl-5-oxo-2-pyrrolidin-1-ylpyrido[2,3-d]pyrimidine-6-carboxylic Acid

16. Nsc291120

17. 8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)pyrido(2,3-d)pyrimidine-6-carboxylic Acid

18. Pyrido(2,3-d)pyrimidine-6-carboxylic Acid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)-

19. Ncgc00016743-01

20. Gastrurol

21. Pirodal

22. Septural

23. Uropir

24. Cas-19562-30-2

25. Acido Piromidico

26. Acide Piromidique

27. Acidum Piromidicum

28. Dsstox_cid_25424

29. Dsstox_rid_80870

30. Dsstox_gsid_45424

31. Pyrido[2,3-d]pyrimidine-6-carboxylic Acid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)-

32. Piromidic Acid [inn:jan]

33. Acide Piromidique [inn-french]

34. Acido Piromidico [inn-spanish]

35. Acidum Piromidicum [inn-latin]

36. Sr-01000872672

37. Einecs 243-161-4

38. Unii-3i12wh4ewf

39. Nsc 291120

40. Brn 0625004

41. Piromidic-acid

42. Prestwick_968

43. Panacid (tn)

44. Piromidicacid

45. Spectrum_001441

46. Prestwick0_000805

47. Prestwick1_000805

48. Prestwick2_000805

49. Prestwick3_000805

50. Spectrum2_001465

51. Spectrum3_000776

52. Spectrum4_000792

53. Spectrum5_001025

54. Piromidic Acid (jan/inn)

55. 8-ethyl-5-oxo-2-(1-pyrrolidinyl)-5,8-dihydropyrido(2,3-d)pyrimidine-6-carboxylic Acid

56. Piromidic Acid [mi]

57. Oprea1_855246

58. Bspbio_000669

59. Bspbio_002452

60. Kbiogr_001264

61. Kbioss_001921

62. Piromidic Acid [inn]

63. Piromidic Acid [jan]

64. Divk1c_000510

65. Schembl134848

66. Spectrum1502045

67. Spbio_001389

68. Spbio_002590

69. Bpbio1_000737

70. Chembl311350

71. Piromidic Acid [mart.]

72. Dtxsid4045424

73. Piromidic Acid [who-dd]

74. Chebi:32019

75. Hms501j12

76. Kbio1_000510

77. Kbio2_001921

78. Kbio2_004489

79. Kbio2_007057

80. Kbio3_001672

81. Zinc57461

82. Ninds_000510

83. Hms1570b11

84. Hms1921h14

85. Hms2097b11

86. Hms3714b11

87. Pharmakon1600-01502045

88. Hy-b1043

89. Tox21_110587

90. Ccg-39222

91. Nsc758179

92. Akos030239809

93. Tox21_110587_1

94. Cs-4564

95. Db13744

96. Nsc-758179

97. Idi1_000510

98. Pyrido(2,3-d)pyrimidine-6-carboxylic Acid, 5,8-dihydro-8-ethyl-5-oxo-2-(1-pyrrolidinyl)-

99. Pyrido[2,3-d]pyrimidine-6-carboxylicacid, 8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)-

100. Ncgc00016743-02

101. Ncgc00016743-03

102. Ncgc00016743-04

103. Ncgc00016743-05

104. Ncgc00016743-08

105. Ncgc00094954-01

106. Ncgc00094954-02

107. Ncgc00178647-01

108. Ncgc00178647-02

109. Bs-49295

110. Sbi-0051714.p002

111. Ft-0673948

112. Sw197054-3

113. D01431

114. E78426

115. Ab00052264_04

116. Ab00052264_05

117. A919659

118. Q745206

119. Sr-01000872672-1

120. Sr-01000872672-2

121. Brd-k37682401-001-05-1

122. Brd-k37682401-001-06-9

123. Pyrido[2, 8-ethyl-5,8-dihydro-5-oxo-2-(1-pyrrolidinyl)-

124. 8-ethyl-5-oxo-2-pyrrolidin-1-yl-pyrido[2,3-d]pyrimidine-6-carboxylic Acid

125. 2-pyrrolidino-5-oxo-8-ethyl-5,8-dihydro-pyrido[2,3 -d]pyrimidine-6-carboxylic Acid

126. 8-ethyl-5,8-dihydro-5-oxo-2-(-1-pyrrolidinyl)pyrido[2,3-d]pyrimidine-6- Carboxylic Acid

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₁₆N₄O₃
Molecular Weight	288.30 g/mol
XLogP3	1.3
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	3
Exact Mass	288.12224039 g/mol
Monoisotopic Mass	288.12224039 g/mol
Topological Polar Surface Area	86.6 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	473
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 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Infective Agents

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)

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.)

4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01M - Quinolone antibacterials

J01MB - Other quinolones

J01MB03 - Piromidic acid

Enterol

Enterol

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