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    Chemistry

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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
    Pentamidine Isethionate
    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 Weight 592.7 g/mol
    Molecular Formula C23H36N4O10S2
    Hydrogen Bond Donor Count8
    Hydrogen Bond Acceptor Count12
    Rotatable Bond Count14
    Exact Mass592.18728571 g/mol
    Monoisotopic Mass592.18728571 g/mol
    Topological Polar Surface Area284 Ų
    Heavy Atom Count39
    Formal Charge0
    Complexity493
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    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

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