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    Chemistry

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    Also known as: 56-92-8, Histamine 2hcl, Ceplene, Peremin, 1h-imidazole-4-ethanamine dihydrochloride, 2-(1h-imidazol-4-yl)ethanamine dihydrochloride
    Molecular Formula
    C5H11Cl2N3
    Molecular Weight
    184.06  g/mol
    InChI Key
    PPZMYIBUHIPZOS-UHFFFAOYSA-N
    FDA UNII
    3POA0Q644U
    Histamine Dihydrochloride
    An amine derived by enzymatic decarboxylation of HISTIDINE. It is a powerful stimulant of gastric secretion, a constrictor of bronchial smooth muscle, a vasodilator, and also a centrally acting neurotransmitter.
    1 2D Structure

    Histamine Dihydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-(1H-imidazol-5-yl)ethanamine;dihydrochloride
    2.1.2 InChI
    InChI=1S/C5H9N3.2ClH/c6-2-1-5-3-7-4-8-5;;/h3-4H,1-2,6H2,(H,7,8);2*1H
    2.1.3 InChI Key
    PPZMYIBUHIPZOS-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1=C(NC=N1)CCN.Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    3POA0Q644U
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Ceplene

    2. Histamine

    3. Histamine Hydrochloride

    4. Peremin

    2.3.2 Depositor-Supplied Synonyms

    1. 56-92-8

    2. Histamine 2hcl

    3. Ceplene

    4. Peremin

    5. 1h-imidazole-4-ethanamine Dihydrochloride

    6. 2-(1h-imidazol-4-yl)ethanamine Dihydrochloride

    7. 1h-imidazole-4-ethanamine, Dihydrochloride

    8. 2-(4-imidazolyl)ethylamine Dihydrochloride

    9. 2-(1h-imidazol-4-yl)ethylamine Dihydrochloride

    10. Histaminedihydrochloride

    11. Mfcd00012703

    12. Histamine Chloride

    13. Histamine Dihcl

    14. Histamine Dichloride

    15. Histamine Dihydrochloride [usan]

    16. 2-imidazol-4-ylethylamine Dihydrochloride

    17. Histaminedium Dichloride

    18. Histamine Hcl

    19. 4-(2-aminoethyl)imidazole Dihydrochloride

    20. Histamine Dichlorhydrate

    21. Histaminum Hydrochloricum

    22. 2-(1h-imidazol-5-yl)ethanamine Dihydrochloride

    23. Histamine (dihydrochloride)

    24. 2-(1h-imidazol-4-yl)ethan-1-amine Dihydrochloride

    25. Histamine, Dihydrochloride

    26. 3poa0q644u

    27. Nsc-257873

    28. 1h-imidazole-5-ethanamine, Hydrochloride (1:2)

    29. Bichlorhydrated'histamine

    30. Histamine Dihydrochloride (usan)

    31. 2-(1h-imidazol-4-yl)ethanamine;dihydrochloride

    32. Sr-01000075270

    33. Bichlorhydrate D'histamine [french]

    34. Einecs 200-298-4

    35. Bichlorhydrate D'histamine

    36. Nsc 257873

    37. Unii-3poa0q644u

    38. Ai3-24394

    39. Ceplene (tn)

    40. Histamine Dihydrocloride

    41. 2-(1h-imidazol-5-yl)ethanamine;dihydrochloride

    42. C5h9n3.2hcl

    43. Schembl58710

    44. Spectrum1500331

    45. Chembl1533310

    46. Dtxsid1058767

    47. Schembl16778301

    48. Timtec-bb Sbb003722

    49. Hms1920d11

    50. Act02743

    51. Bcp16313

    52. Hy-b0722

    53. Str02021

    54. Tox21_500595

    55. Ccg-38567

    56. Mfcd08060928

    57. S4118

    58. Histamine Dihydrochloride [mi]

    59. Akos015894236

    60. Akos016353223

    61. Ac-7507

    62. Bs-3141

    63. Cs-w020699

    64. Histamine Hydrochloride [mart.]

    65. Ks-5310

    66. Lp00595

    67. Histamine Hydrochloride [who-dd]

    68. Histaminum Hydrochloricum [hpus]

    69. Ncgc00093973-01

    70. Ncgc00093973-02

    71. Ncgc00093973-03

    72. Ncgc00261280-01

    73. 2-(4-imidazolyl)ethylaminedihydrochloride

    74. 4-(2-aminoethyl)imidazole Dihydorchloride

    75. Bp-12001

    76. Histamine Dihydrochloride [usp-rs]

    77. Sy012860

    78. Db-019204

    79. Histamine Dihydrochloride [ema Epar]

    80. Histamine Dihydrochloride, >=99.0% (at)

    81. Eu-0100595

    82. Ft-0627074

    83. H0146

    84. Sw219552-1

    85. En300-75558

    86. 4-(2-aminoethyl)-1h-imidazole Dihydrochloride

    87. D04444

    88. Edihydrochlorideavailablefrom1kgto100kg.

    89. H 7250

    90. H-2250

    91. H-2255

    92. Histamine Dihydrochloride [ep Monograph]

    93. 012h703

    94. A831236

    95. Histamine Dihydrochloride, >=99% (tlc), Powder

    96. 1h-imidazole-4-ethanamine, Chloride (1:1)

    97. 2-(1h-imidazol-5-yl)ethan-1-amine Dihydrochloride

    98. Q5772985

    99. Sr-01000075270-1

    100. Sr-01000075270-7

    101. Histamine Dihydrochloride, Tested According To Ph Eur

    102. F2191-0277

    103. Histamine Dihydrochloride, Saj Special Grade, >=98.0%

    104. Histamine Dihydrochloride, Vetec(tm) Reagent Grade, 98%

    105. Z1267773750

    106. 2-(1h-imidazol-5-yl)ethanamine Dihydrochloride, Aldrichcpr

    107. 2-(1h-imidazol-5-yl)ethanamine Hydrochloride (1:1)

    108. Histamine Dihydrochloride 100 Microg/ml In Acetonitrile:water

    109. Histamine Dihydrochloride, European Pharmacopoeia (ep) Reference Standard

    110. Allergen Scratch Extract Positive Control 'torii' Histamine Dihydrochloride

    111. Histamine Dihydrochloride, United States Pharmacopeia (usp) Reference Standard

    112. 2-(4-imidazolyl)ethylamine Dihydrochloride; 2-(1h-imidazol-4-yl)ethylamine Dihydrochloride;histamine 2hcl

    2.3.3 Other Synonyms

    1. Ergamine

    2. Ergotidine

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 184.06 g/mol
    Molecular Formula C5H11Cl2N3
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count2
    Exact Mass183.0330028 g/mol
    Monoisotopic Mass183.0330028 g/mol
    Topological Polar Surface Area54.7 Ų
    Heavy Atom Count10
    Formal Charge0
    Complexity64.7
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Drug and Medication Information
    4.1 Drug Indication

    Ceplene maintenance therapy is indicated for adult patients with acute myeloid leukaemia in first remission concomitantly treated with interleukin-2 (IL-2). The efficacy of Ceplene has not been fully demonstrated in patients older than age 60.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Histamine Agonists

    Drugs that bind to and activate histamine receptors. Although they have been suggested for a variety of clinical applications histamine agonists have so far been more widely used in research than therapeutically. (See all compounds classified as Histamine Agonists.)

    5.2 ATC Code

    L03AX14

    L - Antineoplastic and immunomodulating agents

    L03 - Immunostimulants

    L03A - Immunostimulants

    L03AX - Other immunostimulants

    L03AX14 - Histamine dihydrochloride

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    10-Dec-2021
    03-Jun-2024
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