(−)-5-Methyl-8-hydroxy-(di-n-propylamino)tetralin: A new 5-HT1A receptor antagonist

Trillat, Anne-Cécile; Mathé-Allainmat, Monique; Brémont, Béatrice; Malagié, Isabelle; Jacquot, C.; Gardier, Alain M.; Langlois, Michel

doi:10.1016/s0223-5234(98)80044-5

Cited by 5 publications

(3 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The compound has also affinity for dopamine D 2 receptors (pKi = 6.4). Additional information on the influence of a structural modification of 8-OH-DPAT to obtain an antagonist derivative was obtained by introducing a small hydrophobic group such as a methyl in 5-position [43] ( Table 3). The affinities and the preliminary evaluation of the The antipode cis(2S)-2 is hardly active.…”

Section: -Htmentioning

confidence: 99%

Derivatives as 5HT1A Receptor Ligands-Past and Present

Caliendo¹,

Santagada²,

Perissutti³

et al. 2005

CMC

View full text Add to dashboard Cite

Serotonin is a neuromediator, well-know for its implication in mood regulation, anxiety, depression and, insomnia as well as in normal human function such as sleep, sexual activity and appetite. In this way, serotonin (5-hydroxytryptamine, 5-HT) is one of the most attractive targets for medicinal chemists and pharmaceutical companies. Among 5-HTRs, the 5-HT1A subtype is the best studied, and it is generally accepted that it is involved in psychiatric disorders such as anxiety and depression. Several structurally different compounds are known to bind 5-HT1A receptor sites such as aminotetralins, ergolines, arylpiperazines, indolylalkylamines, aporphines and aryloxyalkyl-amines. In this review, we report an overview of the 5-HT1A receptor ligands, belonging to different chemical classes.

show abstract

Section: -Htmentioning

confidence: 99%

Derivatives as 5HT1A Receptor Ligands-Past and Present

Caliendo¹,

Santagada²,

Perissutti³

et al. 2005

CMC

View full text Add to dashboard Cite

show abstract

“…The TDDFT‐ECD calculations of (+)‐lugikangtinol ( 1 ) confirmed that the sign of the 1 L b band CE is characteristic of the helicity and hence the absolute configuration of the fused nonaromatic ring and the semiempirical helicity rules of chiral substituted tetralins are useful in determining the absolute configuration when the effect of the aromatic substitution pattern on the sign of the 1 L b band CE is properly considered. The substituted chiral tetralin chromophore is found in pharmacologically active derivatives, the absolute configuration of which could have been readily determined by means of the tetralin helicity rules …”

Section: Discussionmentioning

confidence: 99%

“…The substituted chiral tetralin chromophore is found in pharmacologically active derivatives, the absolute configuration of which could have been readily determined by means of the tetralin helicity rules. [19][20][21][22][23][24]…”

Section: Discussionmentioning

confidence: 99%

Structural and Stereochemical Studies of a Tetralin Norsesquiterpenoid from Ligularia kangtingensis

et al. 2014

View full text Add to dashboard Cite

A chiral tetralin norsesquiterpenoid, ligukangtinol, was isolated from the plant Ligularia kangtingensis. Its planar structure was determined by extensive analysis of spectroscopic data (MS, IR, and NMR), and (1S,3R) absolute configuration of the tetralin ring was established by TDDFT-ECD calculations of the solution conformers. Conformational analysis and ECD calculations proved that the semiempirical helicity rules of 6-hydroxytetralins correlating the 1 L b Cotton effect and P/M helicity of the fused carbocyclic ring correctly predicts the absolute configuration and thus can be used for the configurational assignment of related substituted tetralin derivatives. Chirality 00:000-000, 2014.

show abstract

Electronic CD of Benzene and other Aromatic Chromophores for Determination of Absolute Configuration

Kurtán

Antus

2012

Comprehensive Chiroptical Spectroscopy

View full text Add to dashboard Cite

(−)-5-Methyl-8-hydroxy-(di-n-propylamino)tetralin: A new 5-HT1A receptor antagonist

Cited by 5 publications

References 22 publications

Derivatives as 5HT1A Receptor Ligands-Past and Present

Derivatives as 5HT1A Receptor Ligands-Past and Present

Structural and Stereochemical Studies of a Tetralin Norsesquiterpenoid from Ligularia kangtingensis

Electronic CD of Benzene and other Aromatic Chromophores for Determination of Absolute Configuration

Contact Info

Product

Resources

About