135709-66-9

Basic information

• Product Name: 3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE
• Synonyms: 3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE;Pyrrolidin-1-yl(1,2,3,4-tetrahydroisoquinolin-3-yl)Methanone
• CAS NO: 135709-66-9
• Molecular Formula: C₁₄H₁₈N₂O
• Molecular Weight: 230.31
• Mol File: 135709-66-9.mol

Chemical Properties

• Boiling Point: 426.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1.155±0.06 g/cm3(Predicted)
• PKA: 8.18±0.40(Predicted)
• CAS DataBase Reference: 3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE(135709-66-9)
• EPA Substance Registry System: 3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE(135709-66-9)

Safety Data

• Hazardous Substances Data: 135709-66-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE is used as a chemical intermediate for the development of new drugs due to its potential biological activity and structural properties that may contribute to medicinal chemistry advancements.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE is utilized as a compound of interest for studying its structure-activity relationships and exploring its potential therapeutic uses.
Used in Drug Discovery:
3-(PYRROLIDIN-1-YLCARBONYL)-1,2,3,4-TETRAHYDROISOQUINOLINE is employed as a starting point in drug discovery, where its properties and potential effects are investigated to identify new therapeutic agents.

Upstream product

• 135710-21-3 3-(Pyrrolidine-1-carbonyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester 
• 67123-97-1 (R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 82716-88-9 N-benzyloxycarbonyl-1,2,3,4-tetrahydro-3(S)-isoquinolinecarboxylic acid 

Downstream Products

• 111317-66-9 2-(3,4-Dichloro-phenyl)-1-(3-pyrrolidin-1-ylmethyl-3,4-dihydro-1H-isoquinolin-2-yl)-ethanone 

Relevant articles and documents

(1S)-1-(Aminomethyl)-2-(arylacetyl)-1,2,3,4-tetrahydroisoquinoline and heterocycle-condensed tetrahydropyridine derivatives: Members of a novel class of very potent κ opioid analgesics

The synthesis and structure-activity relationship (SAR) of a novel class of κ opioid analgesics, 1-(amino-methyl)-2-(arylacetyl)-1,2,3,4-tetrahydroisoquinolines and (aminomethyl)-N-(arylacetyl)-4,5,6,7-tetrahydrothienopyridines, are described. These compounds, formally derived by the condensation of a benzene or thiophene ring on the piperidine nucleus of the recently described compounds 1, are from 3 to 7 times more potent as antinociceptive agents and with a longer duration of action than the original lead compounds. A similar N2-C1-C9-N10 pharmacophore torsional angle of approximately 60° was also found for this class of compounds by using X-ray and 1H NMR analyses. The same absolute configuration (S) at the chiral center of the active (-) enantiomers was determined by X-ray crystallographic analysis. A varied degree of κ receptor selectivity was a feature of this novel class of antinociceptive agents (μ/κ ratio from 44 to 950 according to the nature of the basic moiety). A SAR analysis indicated that the presence of electron-withdrawing and lipophilic substituents in para and/or meta positions in the arylacetic moiety and the pyrrolidino or dimethylamino basic groups are required to optimize biological activity. The lead compounds 28, 30, and 48 are among the most potent antinociceptive agents (ED50 ca. 0.020 μM/kg sc) and κ ligands (K(i)(κ) ca. 0.20 nM) identified so far.