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ACTIVE PHARMA INGREDIENTS

12 API Suppliers, 5 USDMF, 4 CEP/COS, 1 NDC API, 4 Listed Suppliers

12 API Suppliers
5 USDMF
4 CEP/COS
1 NDC API
4 Listed Suppliers

FINISHED DOSAGE FORMULATIONS

5 FDF Dossiers, 2 FDA Orange Book, 3 Europe

5 FDF Dossiers
2 FDA Orange Book
3 Europe

RELATED EXCIPIENT COMPANIES

2 Actylis

relatedExcipients
2 Actylis

DIGITAL CONTENT

1 NEWS #PharmaBuzz

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1 NEWS #PharmaBuzz

GLOBAL SALES INFORMATION

3 Finished Drug Prices

globalSalesInformation
3 Finished Drug Prices

REF. STANDARDS & IMPURITIES

2 EDQM , 2 Others

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2 EDQM
2 Others

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

0 DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

2 RELATED EXCIPIENT COMPANIES

2EXCIPIENTS BY APPLICATIONS

Chemistry

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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

Thyrotropin-Releasing Hormone

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 Formula	C₁₆H₂₂N₆O₄
Molecular Weight	362.38 g/mol
XLogP3	-2.5
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	362.17025320 g/mol
Monoisotopic Mass	362.17025320 g/mol
Topological Polar Surface Area	150 Å²
Heavy Atom Count	26
Formal Charge	0
Complexity	597
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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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