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    Proguanil

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    2D Structure
    Also known as: Proguanil hydrochloride, Chloroguanide hydrochloride, 637-32-1, Diguanyl, Chlorguanide hydrochloride, Chloroquanil
    Molecular Formula
    C11H17Cl2N5
    Molecular Weight
    290.19  g/mol
    InChI Key
    SARMGXPVOFNNNG-UHFFFAOYSA-N
    FDA UNII
    R71Y86M0WT
    A biguanide compound which metabolizes in the body to form cycloguanil, an anti-malaria agent.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1E)-1-[amino-(4-chloroanilino)methylidene]-2-propan-2-ylguanidine;hydrochloride
    2.1.2 InChI
    InChI=1S/C11H16ClN5.ClH/c1-7(2)15-10(13)17-11(14)16-9-5-3-8(12)4-6-9;/h3-7H,1-2H3,(H5,13,14,15,16,17);1H
    2.1.3 InChI Key
    SARMGXPVOFNNNG-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(C)N=C(N)N=C(N)NC1=CC=C(C=C1)Cl.Cl
    2.1.5 Isomeric SMILES
    CC(C)N=C(N)/N=C(\N)/NC1=CC=C(C=C1)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    R71Y86M0WT
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bigumal

    2. Chlorguanid

    3. Chloriguane

    4. Chloroguanide

    5. Chloroguanide Hydrochloride

    6. Hydrochloride, Chloroguanide

    7. Hydrochloride, Proguanil

    8. Paludrin

    9. Proguanil

    10. Proguanil Hydrochloride

    2.3.2 Depositor-Supplied Synonyms

    1. Proguanil Hydrochloride

    2. Chloroguanide Hydrochloride

    3. 637-32-1

    4. Diguanyl

    5. Chlorguanide Hydrochloride

    6. Chloroquanil

    7. Proguanil Hcl

    8. Proguanilhydrochloride

    9. 1-(p-chlorophenyl)-5-isopropylbiguanide Hydrochloride

    10. Drinupal

    11. Guanatol

    12. Palusil

    13. Gw Ah7673a

    14. Tirian Hydrochloride

    15. Proguanil (hydrochloride)

    16. 336u50

    17. Palusil Hydrochloride

    18. Drinupal Hydrochloride

    19. Guanatol Hydrochloride

    20. Gwah7673a

    21. Gw-ah7673a

    22. R71y86m0wt

    23. M-4888

    24. Nsc-12977

    25. Nsc-26614

    26. Rp-3359

    27. Bigumalum

    28. Sn-12837

    29. 3359 Rp

    30. Dsstox_cid_27756

    31. Dsstox_rid_82533

    32. Dsstox_gsid_47776

    33. 336-u-50

    34. Sn 12,837

    35. 1-(4-chlorophenyl)-5-isopropylbiguanide Hydrochloride

    36. M 4888

    37. Chloroguanidine Hydrochloride

    38. Imidodicarbonimidic Diamide, N-(4-chlorophenyl)-n'-(1-methylethyl)-,monohydrochloride

    39. N-(4-chlorophenyl)-n(sup5)-isopropyldiguanide Hydrochloride

    40. Ncgc00016528-01

    41. Cas-637-32-1

    42. Einecs 211-283-7

    43. Nsc 12977

    44. Nsc 26614

    45. Unii-r71y86m0wt

    46. Sr-05000001973

    47. Proguanil Hydrochloride [usan]

    48. 1-(4-chlorophenyl)-3-(n-propan-2-ylcarbamimidoyl)guanidine;hydrochloride

    49. Proguanil Chloride

    50. Paludrine (tn)

    51. Proguanil Hydrochloride [usan:usp]

    52. N-4-chlorophenyl-n(sup 5)-isopropyldiguanide Hydrochloride

    53. Proguanili Hydrochloridum

    54. Biguanide, 1-(p-chlorophenyl)-5-isopropyl-, Monohydrochloride

    55. Imidodicarbonimidic Diamide, N-(4-chlorophenyl)-n'-(1-methylethyl)-, Monohydrochloride

    56. Schembl218859

    57. Ambz0378

    58. Proguanil For System Suitability

    59. Chembl1201059

    60. Dtxsid7047776

    61. Hy-b0806a

    62. Hms1571g19

    63. Pharmakon1600-01504211

    64. Proguanil Hydrochloride (jan/usp)

    65. Tox21_110476

    66. Ccg-39555

    67. Nsc758688

    68. Proguanil Hydrochloride [jan]

    69. Akos024255720

    70. Tox21_110476_1

    71. Am85857

    72. Chlorguanide Hydrochloride [mi]

    73. Hs-0102

    74. Nsc-758688

    75. Proguanil Hydrochloride [mart.]

    76. Proguanil Hydrochloride [usp-rs]

    77. Proguanil Hydrochloride [who-dd]

    78. Proguanil Hydrochloride [who-ip]

    79. Ncgc00016528-05

    80. Proguanil Hydrochloride, >=95% (hplc)

    81. Cs-0031267

    82. Proguanil Hydrochloride [orange Book]

    83. Proguanil Hydrochloride [ep Monograph]

    84. D02487

    85. Proguanil Hydrochloride [usp Monograph]

    86. Malarone Component Proguanil Hydrochloride

    87. Proguanili Hydrochloridum [who-ip Latin]

    88. 637p321

    89. A923181

    90. Proguanil Hydrochloride Component Of Malarone

    91. Sr-05000001973-3

    92. W-109585

    93. Malarone Pediatric Component Proguanil Hydrochloride

    94. Proguanil Hydrochloride Component Of Malarone Pediatric

    95. 1-(p-chlorophenyl)-5-isopropylbiguanide Monohydrochloride

    96. Proguanil Hydrochloride, British Pharmacopoeia (bp) Reference Standard

    97. Proguanil Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    98. Proguanil Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    99. (1e)-1-[amino-[(4-chlorophenyl)amino]methylidene]-2-propan-2-ylguanidine Hydrochloride

    100. Proguanil For System Suitability, European Pharmacopoeia (ep) Reference Standard

    101. Proguanil Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    102. Imidodicarbonimidic Diamide, N-(4-chlorophenyl)-n'-(1-methylethyl)-, Hydrochloride (1:1)

    2.4 Create Date
    2006-10-24
    3 Chemical and Physical Properties
    Molecular Weight 290.19 g/mol
    Molecular Formula C11H17Cl2N5
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count4
    Exact Mass289.0861010 g/mol
    Monoisotopic Mass289.0861010 g/mol
    Topological Polar Surface Area88.8 Ų
    Heavy Atom Count18
    Formal Charge0
    Complexity292
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antimalarials

    Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)

    Antimetabolites

    Drugs that are chemically similar to naturally occurring metabolites, but differ enough to interfere with normal metabolic pathways. (From AMA Drug Evaluations Annual, 1994, p2033) (See all compounds classified as Antimetabolites.)