107052-56-2

Basic information

• Product Name: Romergoline
• Synonyms: Romergoline;FCE 23884;4-[(9,10-Didehydro-6-methylergolin-8β-yl)methyl]piperazine-2,6-dione;6-Methyl-8β-[(3,5-dioxopiperazine-1-yl)methyl]ergoline-9-ene
• CAS NO: 107052-56-2
• Molecular Formula: C₂₀H₂₂N₄O₂
• Molecular Weight: 350.42
• Mol File: 107052-56-2.mol

Chemical Properties

• Boiling Point: 629.7°C at 760 mmHg
• Flash Point: 334.6°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 9.09E-16mmHg at 25°C
• Refractive Index: 1.715
• CAS DataBase Reference: Romergoline(CAS DataBase Reference)
• NIST Chemistry Reference: Romergoline(107052-56-2)
• EPA Substance Registry System: Romergoline(107052-56-2)

Safety Data

• Hazardous Substances Data: 107052-56-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C20H22N4O2/c1-23-8-12(9-24-10-18(25)22-19(26)11-24)5-15-14-3-2-4-16-20(14)13(7-21-16)6-17(15)23/h2-5,7,12,17,21H,6,8-11H2,1H3,(H,22,25,26)/t12-,17-/m1/s1

Upstream product

• 229156-14-3 N-<(9,10-didehydro-6-methylergolin-8β-yl)methyl>-iminodiacetic acid diethyl ester 
• 5878-41-1 lysergamine 
• 229156-15-4 N-<(9,10-didehydro-6-methylergolin-8β-yl)methyl>-iminodiacetamide 

Downstream Products

• 131816-89-2 8β-(3,5-dioxopiperazin-1-ylmethyl)-9,10-didehydro-ergoline 

Relevant articles and documents

D1 agonist and/or D2 antagonist dopamine receptor properties of a series of ergoline derivatives: A structure-activity study

A series of (3,5-dioxopiperazin-1-yl)ergoline derivatives has been synthesised and evaluated in vitro and in vivo for their dopaminergic D1 and D2 components. The structural contributions to the pharmacological profile of the ergoline skeleton, its substituents on positions 1, 2, 6, 9, and the 3,5-dioxopiperazin-1-yl portion of the molecule were examined. Structure- activity relationships within this series suggested that substitution on the ergoline skeleton in position 1 or 2 and on the 3,5-dioxopiperazin-4-nitrogen generated compounds with a spectrum of dopamine agonistic/antagonistic activity sensitive to both the nature and position of substituents.

3-oxo-piperazin-1-yl-ergolines exhibiting antidopaminergic activity

The invention relates to ergoline derivatives having the general formula (I): STR1 where R=H, CH3 ; R1 =H, halogen, CH3, phenylthio, C1 -C4 alkylthio; R2 =H, CH3 O, and R3 =H or R2 +R3 =chemical bond; R4 =C1 -C4 hydrocarbon; R5, R6, R8, R9 independently=H, C1 -C4 alkyl, or R5, R8 independently=H, C1 -C4 alkyl and R6 +R9 =CH2 CH2, CH2 CH2 CH2 ; R7 =H, C1 -C4 alkyl, phenyl, NR'R"; R',R" independently=H, C1 -C4 alkyl, acyl or NR'R"=heterocyclic ring; W=0, H2 ; n=0, 1, 2, and their pharmaceutically acceptable salts, these compounds exhibiting antihypertensive activity making them useful anxiolytic and antipsychotic agents. A process for their preparation and pharmaceutical compositions containing them are also described.