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    Technical details about DSSTox_CID_3533, learn more about the structure, uses, toxicity, action, side effects and more

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    DSSTox_CID_3533

    APIs // Active Pharmaceutical Ingredients

    DOSSIERs // Finished Dosage Forms

    RELATED EXCIPIENT COMPANIES

    GLOBAL SALES INFORMATION

    ANALYTICAL SOLUTION(s)

    DIGITAL CONTENT

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    2D Structure
    Also known as: 24305-27-9, Thyroliberin, Thyrotropin-releasing hormone, Lopremone, Thyrotropin releasing hormone, Synthetic trh
    Molecular Formula
    C16H22N6O4
    Molecular Weight
    362.38  g/mol
    InChI Key
    XNSAINXGIQZQOO-SRVKXCTJSA-N
    FDA UNII
    5Y5F15120W
    A tripeptide that stimulates the release of THYROTROPIN and PROLACTIN. It is synthesized by the neurons in the PARAVENTRICULAR NUCLEUS of the HYPOTHALAMUS. After being released into the pituitary portal circulation, TRH (was called TRF) stimulates the release of TSH and PRL from the ANTERIOR PITUITARY GLAND.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-N-[(2S)-1-[(2S)-2-carbamoylpyrrolidin-1-yl]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide
    2.1.2 InChI
    InChI=1S/C16H22N6O4/c17-14(24)12-2-1-5-22(12)16(26)11(6-9-7-18-8-19-9)21-15(25)10-3-4-13(23)20-10/h7-8,10-12H,1-6H2,(H2,17,24)(H,18,19)(H,20,23)(H,21,25)/t10-,11-,12-/m0/s1
    2.1.3 InChI Key
    XNSAINXGIQZQOO-SRVKXCTJSA-N
    2.1.4 Canonical SMILES
    C1CC(N(C1)C(=O)C(CC2=CN=CN2)NC(=O)C3CCC(=O)N3)C(=O)N
    2.1.5 Isomeric SMILES
    C1C[C@H](N(C1)C(=O)[C@H](CC2=CN=CN2)NC(=O)[C@@H]3CCC(=O)N3)C(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    5Y5F15120W
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Abbott 38579

    2. Abbott-38579

    3. Abbott38579

    4. Antepan

    5. Hydrate, Proterelin Tartrate

    6. Prem, Trh

    7. Proterelin Tartrate

    8. Proterelin Tartrate Hydrate

    9. Protirelin Tartrate (1:1)

    10. Relefact Trh

    11. Stimu Tsh

    12. Stimu-tsh

    13. Stimutsh

    14. Tartrate Hydrate, Proterelin

    15. Thypinone

    16. Thyroliberin

    17. Thyroliberin Trh Merck

    18. Thyrotropin Releasing Factor

    19. Thyrotropin Releasing Hormone

    20. Thyrotropin Releasing Hormone Tartrate

    21. Thyrotropin-releasing Factor

    22. Thyrotropin-releasing Hormone

    23. Thyrotropin-releasing Hormone Tartrate

    24. Trh Ferring

    25. Trh Prem

    26. Trh, Relefact

    2.3.2 Depositor-Supplied Synonyms

    1. 24305-27-9

    2. Thyroliberin

    3. Thyrotropin-releasing Hormone

    4. Lopremone

    5. Thyrotropin Releasing Hormone

    6. Synthetic Trh

    7. Rifathyroin

    8. Thypinone

    9. Thyrotropin-releasing Factor

    10. Trh

    11. Tsh-releasing Hormone

    12. Tsh-releasing Factor

    13. 5-oxo-l-prolyl-l-histidyl-l-prolinamide

    14. Thyrotropic-releasing Factor

    15. Thyrotropic Releasing Hormone

    16. Thyroid Releasing Hormone

    17. Abbott-38579

    18. 11096-37-0

    19. Abbott 38579

    20. Relefact Trh

    21. Thyrotropin-releasinghormone

    22. Synthetic Tsh-releasing Factor

    23. Synthetic Tsh-releasing Hormone

    24. Protirelin, Synthetic

    25. L-pyroglutamyl-l-histidyl-l-prolineamide

    26. L-prolinamide, 5-oxo-l-prolyl-l-histidyl-

    27. Protirelin Tartrate

    28. Fda 1725

    29. 5-oxo-pro-his-pro-nh2

    30. 117217-40-0

    31. Protirelina

    32. Ro 8-6270/9

    33. Chebi:35940

    34. 24305-27-9 (free Base)

    35. L-pyroglutamyl-l-histidyl-l-prolinamide

    36. 5y5f15120w

    37. Nsc-760113

    38. Synthetic Thyrotropin-releasing Hormone

    39. (2s)-n-[(2s)-1-[(2s)-2-carbamoylpyrrolidin-1-yl]-3-(1h-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

    40. Ncgc00160616-01

    41. L-pyroglutamyl-l-histidinyl-l-prolinamide

    42. A-38579

    43. (s)-n-((s)-1-((s)-2-carbamoylpyrrolidin-1-yl)-3-(1h-imidazol-4-yl)-1-oxopropan-2-yl)-5-oxopyrrolidine-2-carboxamide

    44. Thyrel Trh

    45. Protireline

    46. Protirelinum

    47. Transferrin

    48. Trf

    49. Protireline [inn-french]

    50. Protirelinum [inn-latin]

    51. Protirelina [inn-spanish]

    52. Thyrothropin Relasing Hormone

    53. Thyrefact

    54. Ccris 2593

    55. Trh-sr

    56. Synthetic Trf

    57. Unii-5y5f15120w

    58. Human Transferrin

    59. Relefact-trh

    60. Protirelin [usan:inn:ban:jan]

    61. Stimu-tsh

    62. Thyrotropin-releasing Factor (pig)

    63. Einecs 246-143-4

    64. Pr 546

    65. Pr-546

    66. Pyr-his-pro-nh2

    67. Pglu-his-pro-nh2

    68. Relefact Trh (tn)

    69. Holo-transferrin

    70. Pyroglu-his-prolinamide

    71. Tsh-rf

    72. Protirelin [inn]

    73. Protirelin [jan]

    74. Protirelin [usan]

    75. Dsstox_cid_3533

    76. Protirelin [vandf]

    77. Protirelin [mart.]

    78. Trh [mi]

    79. Chembl1472

    80. Dsstox_rid_77067

    81. Protirelin [who-dd]

    82. Dsstox_gsid_23533

    83. Schembl33419

    84. Thyrotrophin Releasing Hormone

    85. [3h]-trh

    86. Gtpl2139

    87. Gtpl3836

    88. Siderophilin;partially Saturated

    89. Pyroglutamyl-histidyl-prolinamide

    90. Dtxsid0023533

    91. Protirelin (jp17/usan/inn)

    92. Protirelin [orange Book]

    93. Schembl19825647

    94. [3h]trh (human, Mouse, Rat)

    95. Protirelin [ep Monograph]

    96. [3h]-thyrotropin-releasing Hormone

    97. Bcp12450

    98. Hy-p0002

    99. Thyrotropic Hormone-releasing Factor

    100. Zinc4096261

    101. Synthetic Thyrotopin Releasing Factor

    102. Thyrotropic Hormone-releasing Hormone

    103. Tox21_111939

    104. Bdbm50072394

    105. Mfcd00038640

    106. S4680

    107. Synthetic Thyrotropin-releasing Factor

    108. Thyrotrophic Hormone Releasing Hormone

    109. Akos015994636

    110. Ccg-268193

    111. Db09421

    112. Hs-2023

    113. Nsc 760113

    114. (2s)-n-[(2s)-1-[(2s)-2-carbamoylpyrrolidin-1-yl]-3-(3h-imidazol-4-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

    115. L-pyroglutamyl-l-histidyl-l-proline Amide

    116. Cas-24305-27-9

    117. Thyroid-stimulating Hormone-releasing Factor

    118. C03958

    119. C74244

    120. D00176

    121. Prolinamide, 5-oxo-l-prolyl-l-histidyl-, L-

    122. (pyro)-l-glutamic Acid-l-histidine-l-proline-nh2

    123. 305t279

    124. A858244

    125. Q24726011

    126. Thyrotropin Releasing Hormone, >=98% (hplc), Powder

    127. Prolinamide, 1-[n-(5-oxo-l-prolyl)-l-histidyl]-, L-

    128. Protirelin, European Pharmacopoeia (ep) Reference Standard

    129. Thyrotropin Releasing Hormone, Powder, Gamma-irradiated, Cell Culture Tested

    130. Thyroliberin;lopremone;synthetic Trh;thyrotropin-releasing Hormone; Rifathyroin

    131. (2s)-n-[(1s)-2-[(2s)-2-carbamoylpyrrolidino]-1-(1h-imidazol-5-ylmethyl)-2-keto-ethyl]-5-keto-pyrrolidine-2-carboxamide

    132. (2s)-n-[(2s)-1-[(2s)-2-aminocarbonylpyrrolidin-1-yl]-3-(1h-imidazol-5-yl)-1-oxidanylidene-propan-2-yl]-5-oxidanylidene-pyrrolidine-2-carboxamide

    133. (2s)-n-[(2s)-1-[(2s)-2-carbamoylpyrrolidin-1-yl]-3-(1h-imidazol-4-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide

    134. (s)-n-((s)-1-((s)-2-carbamoylpyrrolidin-1-yl)-3-(1h-imidazol-5-yl)-1-oxopropan-2-yl)-5-oxopyrrolidine-2-carboxamide

    135. 1-(3-(1h-imidazol-5-yl)-2-([(5-oxo-2-pyrrolidinyl)carbonyl]amino)propanoyl)-2-pyrrolidinecarboxamide #

    136. 1-[3-(1h-4-imidazolyl)-2-(5-oxotetrahydro-1h-2-pyrrolylcarboxamido)propanoyl]tetrahydro-1h-2-pyrrolecarboxamide

    137. 2-pyrrolidinecarboxamide, N-[1-[(2-carbamoyl-1-pyrrolidinyl)carbonyl]-2-imidazol-4-ylethyl]-5-oxo-,

    138. 2-pyrrolidinecarboxamide, N-[1-[(2-carbamoyl-1-pyrrolidinyl)carbonyl]-2-imidazol-4-ylethyl]-5-oxo-, (s,s,s)-

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 362.38 g/mol
    Molecular Formula C16H22N6O4
    XLogP3-2.5
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count6
    Exact Mass362.17025320 g/mol
    Monoisotopic Mass362.17025320 g/mol
    Topological Polar Surface Area150 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity597
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Hormones

    Chemical substances having a specific regulatory effect on the activity of a certain organ or organs. The term was originally applied to substances secreted by various ENDOCRINE GLANDS and transported in the bloodstream to the target organs. It is sometimes extended to include those substances that are not produced by the endocrine glands but that have similar effects. (See all compounds classified as Hormones.)

    4.2 ATC Code

    V - Various

    V04 - Diagnostic agents

    V04C - Other diagnostic agents

    V04CJ - Tests for thyreoidea function

    V04CJ02 - Protirelin

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