Potential neuroleptic agents. 3. Chemistry and antidopaminergic properties of substituted 6-methoxysalicylamides.
@article{dePaulis1985PotentialNA, title={Potential neuroleptic agents. 3. Chemistry and antidopaminergic properties of substituted 6-methoxysalicylamides.}, author={Tomas de Paulis and Yatendra Kumar and Lars George Johansson and Sten R{\"a}msby and Lennart Florvall and H{\aa}kan Hall and K Angeby-M{\"o}ller and Sven Ove Ogren}, journal={Journal of medicinal chemistry}, year={1985}, volume={28 9}, pages={ 1263-9 } }
A series of substituted 6-methoxysalicylamides were synthesized from their corresponding 2,6-dimethoxybenzamides by demethylation of one methoxy group with boron tribromide. Substituted 6-methoxysalicylamides having a lipophilic aromatic substituent in the 3-position para with respect to the methoxy group, e.g. a bromo or an iodo atom or an ethyl or a propyl group, and having an (S)-N-(1-alkyl-2-pyrrolidinyl)methyl moiety as the side chain were found to be potent blockers of [3H]spiperone…
73 Citations
Potential antipsychotic agents. 6. Synthesis and antidopaminergic properties of substituted N-(1-benzyl-4-piperidinyl)salicylamides and related compounds. QSAR based design of more active members
- Chemistry, Biology
- 1990
Fluorinated benzamide neuroleptics--III. Development of (S)-N-[(1-allyl-2-pyrrolidinyl)methyl]-5-(3-[18F]fluoropropyl)-2, 3-dimethoxybenzamide as an improved dopamine D-2 receptor tracer.
- Chemistry, BiologyNuclear medicine and biology
- 1995
Chapter 6 Derivatives of Nemonapride ( YM-09151-2 ) . Attempts to Develop a Selective Dopamine D 4 Antagonist
- Biology, Chemistry
Nemonapride (3, YM-09151-2) is a well-known dopamine (DA) receptor antagonist, with high affinity for DA D2, D3 and D4 receptors. By synthesizing derivatives (substituted…
Potential antipsychotic agents. Part 8. Antidopaminergic properties of a potent series of 5-substituted (−)-(S)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,3-dimethoxybcnzaimides. Synthesis via common lithio intermediates†
- Chemistry
- 1990
A series of 5-substituted (−)-(S)-N-[(1-ethylpyrrolidin-2-yl)methyl]-2,3-diniethoxybenzanndes were made by reaction of the corresponding benzoyl chlorides with (S)-1-ethylpyrrolidine-2-methylaruine (…
Aromatic and amine substituent effects on the apparent lipophilicities of N-[(2-pyrrolidinyl)methyl]-substituted benzamides.
- ChemistryJournal of pharmaceutical sciences
- 1994
Lipophilic properties of 92 dopamine D-2 receptor antagonists belonging to the substituted benzamide class of compounds were determined by octadecylsilane reversed-phase HPLC and multiple regression analysis showed that log kwo can be expressed as the sum of pi contributions and a cross correlation term (sigma rho sigma) for interactions between the aromatic substituents.
Synthesis and evaluation of high affinity, aryl-substituted [18F]fluoropropylbenzamides for dopamine D-2 receptor studies.
- Biology, ChemistryInternational journal of radiation applications and instrumentation. Part B, Nuclear medicine and biology
- 1992
NCQ 298, a new selective iodinated salicylamide ligand for the labelling of dopamine D2 receptors
- Biology, ChemistryPsychopharmacology
- 2005
The specific properties of [123I]NCQ 298 suggest that this compound is a useful ligand for quantitative SPECT studies of dopamine D2 receptors in man.
Quantitative Structure‐Affinity Relationships of Dopamine D2 Receptor Antagonists: A Comparison between Orthopramides and 6‐Methoxysalicylamides
- Chemistry
- 1991
A large series of orthopramides (= 2-methoxybenzamides), 6-methoxysalicylamides, and 2,6-dimethoxybenzamides were examined for their affinity to the dopamine D2 receptor. The binding data were…
Effects of remoxipride and some related new substituted salicylamides on rat brain receptors.
- Biology, ChemistryActa pharmacologica et toxicologica
- 1986
A number of potential neuroleptic drugs of the substituted benzamide type have been compared with some reference neuroleptic drugs regarding their affinities for rat brain receptors using in vitro…
Synthesis, in vitro binding profile and biodistribution of a 125I-labeled N-benzyl pyrrolidinyl benzamide derivative: a potential radioligand for mapping dopamine D2 receptors.
- Biology, ChemistryNuclear medicine and biology
- 1996