75416-50-1 Usage
General Description
8-Chloro-1,2,3,4-tetrahydro-isoquinoline is a chemical compound with the molecular formula C9H10ClN. It is a chlorinated derivative of tetrahydroisoquinoline, a structural motif present in various natural and synthetic alkaloids. 8-CHLORO-1,2,3,4-TETRAHYDRO-ISOQUINOLINE has potential applications in pharmaceutical research, particularly in the development of new drugs targeting the central nervous system or as a building block for the synthesis of other biologically active molecules. Its specific pharmacological and toxicological properties have not been extensively studied, but its structural features suggest that it may interact with neurotransmitter receptors or other molecular targets relevant to the treatment of neurological disorders. Due to its molecular complexity and potential biological activity, 8-chloro-1,2,3,4-tetrahydro-isoquinoline is a subject of interest in medicinal chemistry and pharmacology.
Check Digit Verification of cas no
The CAS Registry Mumber 75416-50-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,5,4,1 and 6 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 75416-50:
(7*7)+(6*5)+(5*4)+(4*1)+(3*6)+(2*5)+(1*0)=131
131 % 10 = 1
So 75416-50-1 is a valid CAS Registry Number.
InChI:InChI=1S/C9H10ClN/c10-9-3-1-2-7-4-5-11-6-8(7)9/h1-3,11H,4-6H2
75416-50-1Relevant articles and documents
Synthesis and further transformations of 8-chloro-3,4-dihydroisoquinoline
Hargitai, Csilla,Nagy, Tamás,Halász, Judit,Koványi-Lax, Gy?rgyi,Németh, Gábor,Simig, Gyula,Volk, Balázs
, p. 7009 - 7017 (2018/10/24)
Two procedures for the synthesis of barely accessible 8-chloro-3,4-dihydroisoquinoline were investigated. The first approach is based on a directed ortho-lithiation of N-pivaloyl meta-chlorophenylethylamine, followed by formylation and subsequent ring closure under acidic conditions. In the second, more advantageous variant, the N-hydroxyethyl ortho-chlorobenzylamine intermediate undergoes a Friedel-Crafts reaction, and the resulting tetrahydro derivative is oxidized with N-bromosuccinimide. The 8-chloro-3,4-dihydroisoquinoline key intermediate is then applied in Suzuki reactions to give various 8-aryl-3,4-dihydroisoquinolines, which are finally treated with alkyl or aryllithiums to give 1-substituted 8-aryl-1,2,3,4-tetrahydroisoquinolines. These novel 1,2,3,4-tetrahydroisoquinoline derivatives can be used as building blocks in the synthesis of potential drug candidates.
