1-[3-(1-methyl-1H-imidazol-5-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide

• ChemBase ID: 131700
• Molecular Formular: C17H24N6O4
• Molecular Mass: 376.41026
• Monoisotopic Mass: 376.18590328
• SMILES: Cn1cncc1CC(C(=O)N1CCCC1C(=O)N)NC(=O)C1CCC(=O)N1
• Canonical SMILES: O=C1CCC(N1)C(=O)NC(C(=O)N1CCCC1C(=O)N)Cc1cncn1C
• InChI: InChI=1S/C17H24N6O4/c1-22-9-19-8-10(22)7-12(21-16(26)11-4-5-14(24)20-11)17(27)23-6-2-3-13(23)15(18)25/h8-9,11-13H,2-7H2,1H3,(H2,18,25)(H,20,24)(H,21,26)
• InChIKey: GRVNJOGSEQKVQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[3-(1-methyl-1H-imidazol-5-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide
• IUPAC Traditional name: 1-[3-(3-methylimidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanoyl]pyrrolidine-2-carboxamide
• Synonyms: (His[T-Me])-TRH; [3-Methyl-His2]-Thyrotropin releasing hormone; pGlu-3-Methyl-His-Pro Amide

Database IDs

• CAS Number: 34367-54-9
• MDL Number: MFCD00151509
• PubChem SID: 24898606; 162225977
• PubChem CID: 3548445

CALCULATED PROPERTIES

• Acid pKa: 11.204177
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.5495477
• LogD (pH = 7.4): -3.0901554
• Log P: -3.0441527
• Molar Refractivity: 94.6523 cm^3
• Polarizability: 36.376553 Å^3
• Polar Surface Area: 139.42 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... TRH(7200)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - P5173

Biochem/physiol Actions
Analog of thyrotropin releasing hormone (TRH) that is ten-times more potent than TRH in releasing thyrotropin (TSH) from the anterior pituitary.