Prestwick2_000897

Synopsis, Chemistry

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Also known as: 51940-44-4, Pipedac, Deblaston, Pipemid, Acido pipemidico, Dolcol

Molecular Formula

C₁₄H₁₇N₅O₃

Molecular Weight

303.32 g/mol

InChI Key

JOHZPMXAZQZXHR-UHFFFAOYSA-N

FDA UNII

LT12J5HVR8

Antimicrobial against Gram negative and some Gram positive bacteria. It is protein bound and concentrated in bile and urine and used for gastrointestinal, biliary, and urinary infections.

1 2D Structure

Prestwick2_000897

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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

2.1.2 InChI

InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)

2.1.3 InChI Key

JOHZPMXAZQZXHR-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCN1C=C(C(=O)C2=CN=C(N=C21)N3CCNCC3)C(=O)O

2.2 Other Identifiers

2.2.1 UNII

LT12J5HVR8

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Acid, Pipemidic

2. Acid, Piperamic

3. Deblaston

4. Galusan

5. Nuril

6. Palin

7. Piperamic Acid

8. Pipram

9. Urisan

10. Uropipemid

2.3.2 Depositor-Supplied Synonyms

1. 51940-44-4

2. Pipedac

3. Deblaston

4. Pipemid

5. Acido Pipemidico

6. Dolcol

7. Acide Pipemidique

8. Acidum Pipemidicum

9. Pipeacid

10. Pipram

11. Uropimid

12. Nuril

13. Pipemidate

14. Filtrax

15. Pipurin

16. Tractur

17. Urosten

18. Uroval

19. Pi-coli

20. 8-ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic Acid

21. Memento 400

22. Pipemidic Acid Anhydrous

23. Pipemidic Acid Hydrate

24. Nsc-758160

25. Lt12j5hvr8

26. 5,8-dihydro-8-ethyl-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic Acid

27. Mls000028608

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

29. Chebi:75250

30. Palin

31. 8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic Acid

32. Ncgc00016866-01

33. Pipemidic Acid (inn)

34. Smr000058711

35. Uromidin

36. Cas-51940-44-4

37. Dsstox_cid_3479

38. 8-ethyl-5-oxo-2-piperazin-1-yl-pyrido[2,3-d]pyrimidine-6-carboxylic Acid

39. Dsstox_rid_77045

40. Dsstox_gsid_23479

41. Pipemidic Acid [inn]

42. Pipemidicacid

43. 8-ethyl-5-oxo-2-piperazin-1-ylpyrido[2,3-d]pyrimidine-6-carboxylic Acid

44. Acido Pipemidico [spanish]

45. 1489 Rb

46. Rb 1489

47. Acide Pipemidique [inn-french]

48. Acido Pipemidico [inn-spanish]

49. Acidum Pipemidicum [inn-latin]

50. Sr-01000000245

51. Einecs 257-530-2

52. Unii-lt12j5hvr8

53. Brn 0626575

54. Pipemidic

55. Pipemidic-acid

56. Ccris 8517

57. Pipemidic Acid [inn:ban:dcf]

58. Nuril (tn)

59. Pipemidic Acid,(s)

60. Spectrum_001387

61. 8-ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido[2,3-d]pyrimidine-6-carboxylicacidtrihydrate

62. Opera_id_1142

63. Prestwick0_000897

64. Prestwick1_000897

65. Prestwick2_000897

66. Prestwick3_000897

67. Spectrum2_001185

68. Spectrum3_001487

69. Spectrum4_000155

70. Spectrum5_001214

71. Acide Ethyl-8 Oxo-5 Piperazinyl-2 Dihydro-5,8 Pyrido(2,3-d)pyrimidine-6 Carboxylique [french]

72. Pipemidic Acid [mi]

73. Bspbio_000714

74. Bspbio_003073

75. Kbiogr_000630

76. Kbioss_001867

77. Pipemidic Acid [jan]

78. Bidd:gt0126

79. Chembl30116

80. Divk1c_000651

81. Schembl135557

82. Spectrum1502024

83. Spbio_001229

84. Spbio_002923

85. Bpbio1_000786

86. Pipemidic Acid [mart.]

87. Dtxsid3023479

88. Pipemidic Acid [who-dd]

89. Hms502a13

90. Kbio1_000651

91. Kbio2_001867

92. Kbio2_004435

93. Kbio2_007003

94. Kbio3_002573

95. Zinc57466

96. Ninds_000651

97. Hms1570d16

98. Hms1921f04

99. Hms2097d16

100. Hms3714d16

101. Pharmakon1600-01502024

102. Bcp13633

103. Hy-b1210

104. Tox21_110655

105. Nsc758160

106. S5051

107. Stk686262

108. Akos005599752

109. Tox21_110655_1

110. Ccg-220897

111. Cs-4838

112. Db13823

113. Nsc 758160

114. 8-ethyl-5-oxo-2-(piperazin-1-yl)-5h,8h-pyrido[2,3-d]pyrimidine-6-carboxylic Acid

115. 8-ethyl-5-oxo-2-piperazinyl-8-hydropyridino[2,3-d]pyrimidine-6-carboxylic Acid

116. Acide Ethyl-8 Oxo-5 Piperazinyl-2 Dihydro-5,8 Pyrido(2,3-d)pyrimidine-6 Carboxylique

117. Idi1_000651

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

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

120. Smp1_000242

121. Ncgc00016866-02

122. Ncgc00016866-03

123. Ncgc00016866-04

124. Ncgc00016866-05

125. Ncgc00016866-06

126. Ncgc00016866-07

127. Ncgc00016866-08

128. Ncgc00016866-11

129. Ncgc00023999-03

130. Ncgc00023999-04

131. Ncgc00178314-01

132. Ncgc00178314-02

133. As-47690

134. Pipemidic Acid 100 Microg/ml In Methanol

135. Sbi-0051703.p002

136. Ab00490004

137. D08379

138. F15437

139. P-6835

140. Ab00052258_14

141. A828860

142. Q754986

143. Sr-01000000245-2

144. Sr-01000000245-3

145. Sr-01000000245-4

146. Brd-k08999871-001-05-5

147. Brd-k08999871-001-13-9

148. Pipemidic Acid, Antibiotic For Culture Media Use Only

149. Deblaston; Pipram; Uromidin; Rb 1489; Rb-1489; Rb1489

150. 2-(1-piperazinyl)-5,8-dihydro-8-ethyl-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic Acid

151. 2-(1-piperazinyl)-8-ethyl-5,8-dihydro-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic Acid

152. 5,8-dihydro-8-ethyl-2-(1-piperazinyl)-5-oxopyrido-[2,3-d]pyrimidine-6-carboxylic Acid

153. 5,8-dihydro-8-ethyl-2-(1-piperazinyl)-5-oxopyrido[2,3-d]pyrimidine-6-carboxylic Acid

154. 7-(1-piperazinyl)-1-ethyl-4-oxo-1,4-dihydro-6,8-diazaquinoline-3-carboxylic Acid

155. 8-ethyl-5-oxo-2-piperazin-1-yl-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylic Acid

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₁₇N₅O₃
Molecular Weight	303.32 g/mol
XLogP3	-2.1
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	3
Exact Mass	303.13313942 g/mol
Monoisotopic Mass	303.13313942 g/mol
Topological Polar Surface Area	98.7 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	489
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-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial 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

J01MB04 - Pipemidic acid