73075-59-9 Usage
Description
5,8-Dichloroisoquinoline, with the molecular formula C9H5Cl2N, is a heterocyclic compound characterized by a fused isoquinoline structure with chlorine atoms at positions 5 and 8. It is known for its versatile reactivity, allowing the formation of various functional groups, and is recognized for its potential in medicinal chemistry due to its biological activities and the antimalarial, antiviral, and anticancer properties of its derivatives.
Uses
Used in Pharmaceutical and Agrochemical Industries:
5,8-Dichloroisoquinoline is utilized as a building block in the synthesis of pharmaceuticals and agrochemicals, leveraging its reactivity to create a range of functional groups that contribute to the development of new drugs and pesticides.
Used in Organic Compound Preparation:
5,8-DICHLOROISOQUINOLINE serves as a precursor in the preparation of organic compounds such as dyes, pigments, and fluorescent materials, where its unique structure and reactivity are essential for the desired properties of these products.
Used in Medicinal Chemistry Research:
5,8-Dichloroisoquinoline and its derivatives are under investigation for their potential applications in medicinal chemistry, particularly for their antimalarial, antiviral, and anticancer properties, making it a valuable compound in the search for new therapeutic agents.
Check Digit Verification of cas no
The CAS Registry Mumber 73075-59-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,3,0,7 and 5 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 73075-59:
(7*7)+(6*3)+(5*0)+(4*7)+(3*5)+(2*5)+(1*9)=129
129 % 10 = 9
So 73075-59-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H5Cl2N/c10-8-1-2-9(11)7-5-12-4-3-6(7)8/h1-5H
73075-59-9Relevant articles and documents
Regioexhaustive Functionalization of the Carbocyclic Core of Isoquinoline: Concise Synthesis of Oxoaporphine Core and Ellipticine
Horváth, Dániel Vajk,Domonyi, Frigyes,Palkó, Roberta,Lomoschitz, Andrea,Soós, Tibor
, p. 2181 - 2190 (2018/03/21)
A general and versatile strategy has been developed for the functionalization of the carbocyclic core of the isoquinoline. This regioexhaustive approach employs electrophilic halogenation as a toolbox methodology and delivers highly decorated intermediates that can be further elaborated toward medicinally relevant building blocks or natural products.
Inhibitors of phenylethanolamine N-methyltransferase and epinephrine biosynthesis: I. Chloro-substituted 1,2,3,4-tetrahydroisoquinolines
Bondinell,Chapin,Girard,Kaiser,Krog,Pavloff,Schwartz,Silvestri,Vaidya,Lam,Wellman,Pendleton
, p. 506 - 511 (2007/10/02)
In a search for inhibitors of epinephrine biosynthesis as potential therapeutic agents, a series of 13 ring-chlorinated 1,2,3,4-tetrahydroisoquinolines was prepared. These compounds were tested initially for their ability to inhibit rabbit adrenal phenylethanolamine N-methyltransferase (PNMT) in vitro. Enzyme-inhibitor dissociation constants, determined for the six most potent members of the series, indicated the following order of decreasing potency: 7,8-Cl2>6,7,8-Cl3>7-Cl~8-Cl>5,6,7,8-Cl4>5,7,8-Cl3. These compounds were subsequently examined for PNMT-inhibiting activity in intact rats and mice. 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline (SK&F 64139) was the most potent member of the series both in vitro and in vivo and is currently undergoing clinical investigation.
