134732-98-2 Usage
Description
(3S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxamide is an organic compound belonging to the class of tetrahydroisoquinolines. It is characterized by its unique stereochemistry, with the 3S configuration, and features a carboxamide functional group. (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide is known for its potential applications in various fields due to its structural properties and reactivity.
Uses
Used in Chemical Synthesis:
(3S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxamide is used as an organocatalyst for asymmetric aldol reactions. As an organocatalyst, it plays a crucial role in facilitating the selective formation of chiral molecules, which are essential in the pharmaceutical industry for the production of enantiomerically pure drugs. The compound's ability to induce asymmetry in chemical reactions makes it a valuable tool in the synthesis of complex organic molecules with specific stereochemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxamide is used as a key intermediate in the synthesis of various drugs. Its unique structural features allow for the development of new drug candidates with potential therapeutic applications. The compound's reactivity and stereochemistry can be exploited to create novel molecules with improved pharmacological properties, such as increased potency, selectivity, and reduced side effects.
Used in Research and Development:
(3S)-1,2,3,4-Tetrahydroisoquinoline-3-carboxamide is also utilized in research and development for the study of various chemical reactions and processes. Its application as an organocatalyst in asymmetric aldol reactions provides valuable insights into the mechanisms of enantioselective catalysis, which is essential for the advancement of synthetic methodologies and the development of new chiral compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 134732-98-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,4,7,3 and 2 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 134732-98:
(8*1)+(7*3)+(6*4)+(5*7)+(4*3)+(3*2)+(2*9)+(1*8)=132
132 % 10 = 2
So 134732-98-2 is a valid CAS Registry Number.
134732-98-2Relevant articles and documents
Towards novel 5-HT7 versus 5-HT1A receptor ligands among LCAPs with cyclic amino acid amide fragments: Design, synthesis, and antidepressant properties. Part II
Canale, Vittorio,Kurczab, Rafa?,Partyka, Anna,Sata?a, Grzegorz,Witek, Jagna,Jastrz?bska-Wi?sek, Magdalena,Paw?owski, Maciej,Bojarski, Andrzej J.,Weso?owska, Anna,Zajdel, Pawe?
supporting information, p. 202 - 211 (2015/03/18)
A 26-membered library of novel long-chain arylpiperazines, which contained primary and tertiary amides of cyclic amino acids (proline and 1,2,3,4-tetrahydroisoquinoline-3-carboxamide) in the terminal fragment was synthesized and biologically evaluated for binding affinity for 5-HT7 and 5-HT1A receptors. Docking studies confirmed advantages of Tic-amide over Pro-amide fragment for interaction with 5-HT7 receptors. Selected compounds 32 and 28, which behaved as 5-HT7Rs antagonist and 5-HT1A partial agonist, respectively, produced antidepressant-like effects in the forced swim test in mice after acute treatment in doses of 10 mg/kg (32) and 1.25 mg/kg (28). Compound 32 reduced immobility in a manner similar to the selective 5-HT7 antagonist SB-269970.
Synthesis of (S)-3-aminoethyl-1,2,3,4-tetrahydroisoquinoline (TIQ-diamine) via the Mitsunobu protocol
Kawthekar, Rahul B.,Peters, Byron K.,Govender, Thavendran,Kruger, Hendrik G.,Maguire, Glenn E.M.
, p. 195 - 198 (2013/01/09)
The synthesis of (S)-3-Aminoethyl-1, 2, 3, 4-tetrahydroisoquinoline (TIQ-diamine) was successfully achieved via the Mitsunobu protocol. The method from earlier reports utilizing aminolysis of commercially available TIQ-amino methyl ester, and reduction of
The reversed binding of β-phenethylamine inhibitors of DPP-IV: X-ray structures and properties of novel fragment and elaborated inhibitors
Nordhoff, Sonja,Cerezo-Galvez, Silvia,Feurer, Achim,Hill, Oliver,Matassa, Victor G.,Metz, Guenther,Rummey, Christian,Thiemann, Meinolf,Edwards, Paul J.
, p. 1744 - 1748 (2007/10/03)
The co-crystal structure of β-phenethylamine fragment inhibitor 5 bound to DPP-IV revealed that the phenyl ring occupied the proline pocket of the enzyme. This finding provided the basis for a general hypothesis of a reverse binding mode for β-phenethylam
