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Pentamidine Isethionate

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Also known as: 140-64-7, Pentamidine isethionate salt, 4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonate), Pentamidine diisethionate, Pentamidine isetionate, Pentacarinat

Molecular Formula

C₂₃H₃₆N₄O₁₀S₂

Molecular Weight

592.7 g/mol

InChI Key

YBVNFKZSMZGRAD-UHFFFAOYSA-N

FDA UNII

V2P3K60DA2

Antiprotozoal agent effective in trypanosomiasis, leishmaniasis, and some fungal infections; used in treatment of PNEUMOCYSTIS pneumonia in HIV-infected patients. It may cause diabetes mellitus, central nervous system damage, and other toxic effects.

1 2D Structure

Pentamidine Isethionate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide;2-hydroxyethanesulfonic acid

2.1.2 InChI

InChI=1S/C19H24N4O2.2C2H6O4S/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23;2*3-1-2-7(4,5)6/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23);2*3H,1-2H2,(H,4,5,6)

2.1.3 InChI Key

YBVNFKZSMZGRAD-UHFFFAOYSA-N

2.1.4 Canonical SMILES

C1=CC(=CC=C1C(=N)N)OCCCCCOC2=CC=C(C=C2)C(=N)N.C(CS(=O)(=O)O)O.C(CS(=O)(=O)O)O

2.2 Other Identifiers

2.2.1 UNII

V2P3K60DA2

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Diamidine

2. Lomidine

3. Nebupent

4. Pentacarinat

5. Pentam

6. Pentamidin

7. Pentamidine

8. Pentamidine Mesylate

2.3.2 Depositor-Supplied Synonyms

1. 140-64-7

2. Pentamidine Isethionate Salt

3. 4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamide Bis(2-hydroxyethanesulfonate)

4. Pentamidine Diisethionate

5. Pentamidine Isetionate

6. Pentacarinat

7. Nebupent

8. Pentamidine Diisetionate

9. Pentamidine (isethionate)

10. Lomidine

11. Rp 2512

12. Pentamidine Isothionate

13. 1,5-bis(p-amidinophenoxy)pentane Bis(2-hydroxyethanesulfonate Salt)

14. Ocz103-os

15. Chebi:7977

16. V2p3k60da2

17. 4,4'-(pentamethylenedioxy)dibenzamidine Bis(2-hydroxyethanesulfonate)

18. Mb 800

19. Nsc-620107

20. Nsc-757400

21. 4,4'-diamidino-alpha,omega-diphenoxypentane Isethionate

22. Ncgc00017022-05

23. Cas-140-64-7

24. 4,4'-diamidinodiphenoxypentane Di(beta-hydroxyethanesulfonate)

25. Dsstox_cid_3796

26. P,p'-(pentamethylenedioxy)dibenzamidine Bis(beta-hydroxyethanesulfonate)

27. Dsstox_rid_77194

28. Dsstox_gsid_23796

29. Pentamidine Isetionate (jan)

30. Pneumopent

31. Diamidine

32. Lomidin

33. 4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide;2-hydroxyethanesulfonic Acid

34. Pentamidine Isetionate [jan]

35. 4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamide Bis(2-hydroxyethane-1-sulfonate)

36. 4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamide Bis(2-hydroxyethanesulfonate);4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamide Bis(2-hydroxyethanesulfonate)

37. Ethanesulfonic Acid, 2-hydroxy-, Compd. With 4,4'-(1,5-pentanediylbis(oxy))bis(benzenecarboximidamide) (2:1)

38. Lomidine Isoethionate

39. Pentam

40. Pentaminide Isetionate

41. Sr-01000075174

42. Unii-v2p3k60da2

43. Usaf Xr-10

44. Ccris 1660

45. Pentamidine Isethionate [usan]

46. 4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide Bis(2-hydroxyethanesulfonic Acid)

47. Ethanesulfonic Acid, 2-hydroxy-, Compd. With 4,4'-[1,5-pentanediylbis(oxy)]bis[benzenecarboximidamide] (2:1)

48. Prestwick_857

49. Einecs 205-424-1

50. Pentamidine Isethionate [usan:usp]

51. Pentamidini Isetionas

52. Mfcd00079213

53. Pentamidin-isethionat

54. Wr 4931

55. 2512 R.p.

56. M & B 800

57. R.p. 2512

58. Pentam 300 (tn)

59. Schembl33615

60. 4,4'-(pentamethylenedioxy)dibenzamidine Bis(2-hyd

61. Spectrum1500641

62. Pentamidine Isethionate (usp)

63. Chembl361506

64. Dtxsid5023796

65. Hms501d11

66. Hy-b0537b

67. Hms1569p07

68. Hms1921m19

69. Hms2096p07

70. Hms3713p07

71. Pentamidine Isethionate [mi]

72. Pentamidine Isethionate Salt, Powder

73. Tox21_110742

74. Tox21_201722

75. Tox21_300312

76. 4,4'-(pentamethylenedioxy)-dibenzamidine Bis(2-hydroxyethanesulfonate)

77. Ccg-39715

78. S4007

79. Akos015914189

80. Pentamidine Isetionate [mart.]

81. Tox21_110742_1

82. Cs-4133

83. Ks-5289

84. Nsc 620107

85. Nsc 757400

86. Pentamidine Isethionate [vandf]

87. Pentamidine Isetionate [who-ip]

88. Pentamidine Isethionate [usp-rs]

89. Pentamidine Isethionate [who-dd]

90. Ncgc00017022-01

91. Ncgc00017022-02

92. Ncgc00017022-03

93. Ncgc00017022-04

94. Ncgc00091927-01

95. Ncgc00091927-02

96. Ncgc00091927-03

97. Ncgc00091927-04

98. Ncgc00179034-07

99. Ncgc00254121-01

100. Ncgc00259271-01

101. Bis(2-hydroxyethane-1-sulfonic Acid); 4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide

102. Ft-0631814

103. P-155

104. Pentamidine Isethionate [orange Book]

105. Pentamidini Isetionas [who-ip Latin]

106. Pentamidine Diisetionate [ep Impurity]

107. C72610

108. D00834

109. Pentamidine Diisetionate [ep Monograph]

110. Pentamidine Isethionate [usp Monograph]

111. Pentamidine Bis(2-hydroxyethanesulfonate)

112. 140p647

113. Sr-01000075174-1

114. Sr-01000075174-6

115. Sr-01000075174-7

116. W-108199

117. Q26841221

118. Z1558572531

119. 1,5-bis(p-amidinophenoxy)pentane Bis(2-hydroxyethanesulfonate Salt).

120. 4,4'-(pentamethylenedioxy)dibenzamidine Bis-2-hydroxyethanesulfonate Salt

121. Pentamidine Diisetionate, European Pharmacopoeia (ep) Reference Standard

122. Pentamidine Isethionate, United States Pharmacopeia (usp) Reference Standard

123. 4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamide Bis(2-hydroxyethanesulphonate)

124. 4,4'-(pentane-1,5-diylbis(oxy))dibenzimidamidebis(2-hydroxyethanesulfonate)

125. 4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide Bis(2-hydroxyethylsulfonate)

126. Benzamidine, 4,4'-(pentamethylenedioxy)di-, Bis(beta-hydroxyethanesulfonate)

127. [pentane-1,5-diylbis(oxy-4,1-phenylene)]bis(aminomethaniminium) Bis(2-hydroxyethanesulfonate)

128. Ethanesulfonic Acid, 2-hydroxy-, Compd. With 4,4'-(1,5-pentanediylbis(oxy))bis (benzenecarboximidamide)

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₃₆N₄O₁₀S₂
Molecular Weight	592.7 g/mol
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	14
Exact Mass	592.18728571 g/mol
Monoisotopic Mass	592.18728571 g/mol
Topological Polar Surface Area	284 Å²
Heavy Atom Count	39
Formal Charge	0
Complexity	493
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	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

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.)

Antiprotozoal Agents

Substances that are destructive to protozoans. (See all compounds classified as Antiprotozoal Agents.)

Trypanocidal Agents

Agents destructive to the protozoal organisms belonging to the suborder TRYPANOSOMATINA. (See all compounds classified as Trypanocidal Agents.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Antiprotozoal [EPC]

4.3 ATC Code

P01CX01

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

P - Antiparasitic products, insecticides and repellents

P01 - Antiprotozoals

P01C - Agents against leishmaniasis and trypanosomiasis

P01CX - Other agents against leishmaniasis and trypanosomiasis

P01CX01 - Pentamidine isethionate