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Proglumide

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Chemistry

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Also known as: 6620-60-6, 4-benzamido-5-(dipropylamino)-5-oxopentanoic acid, Binoside, Xylamide, Dl-proglumide, Nulsa

Molecular Formula

C₁₈H₂₆N₂O₄

Molecular Weight

334.4 g/mol

InChI Key

DGMKFQYCZXERLX-UHFFFAOYSA-N

FDA UNII

EPL8W5565D

A drug that exerts an inhibitory effect on gastric secretion and reduces gastrointestinal motility. It is used clinically in the drug therapy of gastrointestinal ulcers.

1 2D Structure

Proglumide

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-benzamido-5-(dipropylamino)-5-oxopentanoic acid

2.1.2 InChI

InChI=1S/C18H26N2O4/c1-3-12-20(13-4-2)18(24)15(10-11-16(21)22)19-17(23)14-8-6-5-7-9-14/h5-9,15H,3-4,10-13H2,1-2H3,(H,19,23)(H,21,22)

2.1.3 InChI Key

DGMKFQYCZXERLX-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCN(CCC)C(=O)C(CCC(=O)O)NC(=O)C1=CC=CC=C1

2.2 Other Identifiers

2.2.1 UNII

EPL8W5565D

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Milid

2. Xilamide

3. Xylamide

2.3.2 Depositor-Supplied Synonyms

1. 6620-60-6

2. 4-benzamido-5-(dipropylamino)-5-oxopentanoic Acid

3. Binoside

4. Xylamide

5. Dl-proglumide

6. Nulsa

7. Gastrotopic

8. Midelid

9. Ulcutin

10. Milid

11. Xyde

12. Proglumidum

13. Proglumida

14. Pentanoic Acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo-

15. Promid

16. W-5219

17. (+-)-4-benzamido-n,n-dipropylglutaramic Acid

18. Cr-242

19. Nsc-757841

20. Glutaramic Acid, 4-benzamido-n,n-dipropyl-, Dl-

21. Pentanoic Acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo-, (+-)-

22. 4-(benzoylamino)-5-(dipropylamino)-5-oxopentanoic Acid

23. Chembl316561

24. Epl8w5565d

25. Chebi:32058

26. Milide

27. Dsstox_cid_3516

28. Dsstox_rid_77060

29. Dsstox_gsid_23516

30. Progumide

31. Proglumidum [inn-latin]

32. Proglumida [inn-spanish]

33. Promide (parasympatholytic)

34. Cr 242

35. 24485-90-3

36. Xylamide (gastroprotective Agent)

37. Sr-01000002970

38. Einecs 229-567-4

39. 242 Dl

40. W 5219

41. Brn 4151696

42. Unii-epl8w5565d

43. Racemic Proglumide

44. (rs)-proglumide

45. Proglumide,(s)

46. Proglumide [usan:inn:ban:jan]

47. Ncgc00016676-01

48. (+-)-proglumide

49. Prestwick_602

50. Cas-6620-60-6

51. Nulsa (tn)

52. Spectrum_001332

53. Proglumide [mi]

54. Dl-4-benzamido-n,n-dipropylglutaramic Acid

55. Proglumide [inn]

56. Proglumide [jan]

57. Prestwick0_000240

58. Prestwick1_000240

59. Prestwick2_000240

60. Prestwick3_000240

61. Spectrum2_001406

62. Spectrum3_001444

63. Spectrum4_000425

64. Spectrum5_001591

65. Proglumide [usan]

66. Proglumide [mart.]

67. (+/-)-4-benzamido-n,n-dipropylglutaramic Acid

68. Proglumide [who-dd]

69. Lopac0_000832

70. Schembl93339

71. Bspbio_000319

72. Bspbio_002907

73. Gtpl893

74. Kbiogr_000750

75. Kbioss_001812

76. Mls002154246

77. Divk1c_000684

78. Spectrum1501119

79. Spbio_001452

80. Spbio_002240

81. Amy374

82. Bpbio1_000351

83. Dtxsid7023516

84. Proglumide (jp17/usan/inn)

85. Schembl19994752

86. Chebi:76266

87. Hms502c06

88. Kbio1_000684

89. Kbio2_001812

90. Kbio2_004380

91. Kbio2_006948

92. Kbio3_002407

93. Ninds_000684

94. Hms1568p21

95. Hms1921f19

96. Hms2092d13

97. Hms2095p21

98. Hms2235b24

99. Hms3262h05

100. Hms3369d14

101. Hms3712p21

102. Pharmakon1600-01501119

103. Hy-b1330

104. Tox21_110557

105. Tox21_500832

106. Bdbm50014888

107. Ccg-39024

108. Mfcd00055071

109. Nsc757841

110. Akos015895810

111. Tox21_110557_1

112. Ac-1274

113. Cs-8029

114. Db13431

115. Ks-1212

116. Lp00832

117. Nsc 757841

118. Sdccgsbi-0050809.p004

119. 4-benzamido-n,n-dipropylglutaramic Acid

120. Idi1_000684

121. N2-benzoyl-n,n-dipropyl-alpha-glutamine

122. Ncgc00015623-03

123. Ncgc00015623-04

124. Ncgc00015623-05

125. Ncgc00015623-06

126. Ncgc00015623-07

127. Ncgc00015623-10

128. Ncgc00015623-14

129. Ncgc00094163-01

130. Ncgc00094163-02

131. Ncgc00094163-03

132. Ncgc00094163-04

133. Ncgc00261517-01

134. Bp166197

135. Smr001233513

136. Sbi-0050809.p003

137. N(2)-benzoyl-n,n-dipropyl-alpha-glutamine

138. Ab00052206

139. Eu-0100832

140. Ft-0654938

141. M-001

142. N2-(phenylcarbonyl)-n,n-dipropyl-a-glutamine

143. 4-benzoylamino-4-dipropylcarbamoyl-butyric Acid

144. D01818

145. Rac-n(2)-benzoyl-n,n-dipropyl-alpha-glutamine

146. Ab00052206_08

147. 4-benzoylamino-5-dipropylamino-5-oxopentanoic Acid

148. 620p606

149. N~2~-(phenylcarbonyl)-n,n-dipropyl-alpha-glutamine

150. Q7248362

151. Sr-01000002970-2

152. Sr-01000002970-4

153. Sr-01000002970-7

154. W-104770

155. 4-(benzoylamino)-5-(dipropylamino)-5-oxovaleric Acid

156. Brd-a44863528-001-05-8

157. Brd-a44863528-001-08-2

158. 4-(benzoylamino)-5-(dipropylamino)-5-oxo-pentanoic Acid

159. Pentanoic Acid, 4-(benzoylamino)-5-(dipropylamino)-5-oxo-, (+/-)-

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₆N₂O₄
Molecular Weight	334.4 g/mol
XLogP3	2.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	10
Exact Mass	334.18925731 g/mol
Monoisotopic Mass	334.18925731 g/mol
Topological Polar Surface Area	86.7 Å²
Heavy Atom Count	24
Formal Charge	0
Complexity	413
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	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)

4.2 ATC Code

A - Alimentary tract and metabolism

A02 - Drugs for acid related disorders

A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)

A02BX - Other drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)

A02BX06 - Proglumide

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