4793-24-2 Usage
Description
2-Chloro-4-fluoro-5-sulfamoylbenzoic acid, also known as 5-(aminosulfonyl)-2-chloro-4-fluorobenzoic acid, is an aryl fluorinated building block that plays a significant role in organic synthesis. It is characterized by the presence of a chlorine atom at the 2nd position, a fluorine atom at the 4th position, and a sulfamoyl group at the 5th position of the benzoic acid structure. This unique arrangement of functional groups endows it with versatile reactivity and potential applications in various chemical and pharmaceutical processes.
Uses
Used in Pharmaceutical Industry:
2-Chloro-4-fluoro-5-sulfamoylbenzoic acid is used as a reagent for the synthesis of N-benzyl-N''-(4-piperidinyl)urea CCR5 antagonists, which are anti-HIV-1 agents. These antagonists are crucial in the development of medications that target the CCR5 co-receptor, a protein found on the surface of immune cells that the HIV-1 virus uses to enter and infect the cells. By blocking this receptor, the spread of the virus can be significantly reduced, offering a promising therapeutic approach to combat HIV-1.
As an Aryl Fluorinated Building Block:
In the field of organic synthesis, 2-chloro-4-fluoro-5-sulfamoylbenzoic acid serves as a valuable aryl fluorinated building block. Its unique structural features, including the presence of fluorine and chlorine atoms, make it an attractive candidate for the development of novel compounds with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science. The fluorine atom, in particular, can influence the reactivity, stability, and lipophilicity of the resulting molecules, while the chlorine atom can be further functionalized to introduce additional functional groups or used in cross-coupling reactions to form new carbon-carbon bonds.
Check Digit Verification of cas no
The CAS Registry Mumber 4793-24-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,9 and 3 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4793-24:
(6*4)+(5*7)+(4*9)+(3*3)+(2*2)+(1*4)=112
112 % 10 = 2
So 4793-24-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H5ClFNO4S/c8-4-2-5(9)6(15(10,13)14)1-3(4)7(11)12/h1-2H,(H,11,12)(H2,10,13,14)
4793-24-2Relevant articles and documents
Novel 4,4-disubstituted piperidine-based C-C chemokine receptor-5 inhibitors with high potency against human immunodeficiency virus-1 and an improved human ether-a-go-go related gene (hERG) profile
Kazmierski, Wieslaw M.,Anderson, Don L.,Aquino, Christopher,Chauder, Brian A.,Duan, Maosheng,Ferris, Robert,Kenakin, Terrence,Koble, Cecilia S.,Lang, Dan G.,Mcintyre, Maggie S,Peckham, Jennifer,Watson, Christian,Wheelan, Pat,Spaltenstein, Andrew,Wire, Mary B.,Svolto, Angilique,Youngman, Michael
scheme or table, p. 3756 - 3767 (2011/07/30)
We recently described (J. Med. Chem. 2008, 51, 6538-6546) a novel class of CCR5 antagonists with strong anti-HIV potency. Herein, we detail SAR converting leads 1 and 2 to druglike molecules. The pivotal structural motif enabling this transition was the secondary sulfonamide substituent. Further finetuning of the substituent pattern in the sulfonamide paved the way to enhancing potency and bioavailability and minimizing hERG inhibition, resulting in discovery of clinical compound 122 (GSK163929).