189454-43-1 Usage
Description
3-AZIDO-2,3-DIDEOXY-1-O-(T-BUTYLDIMETHY&, with the molecular formula C15H25N3O4, is a chemical compound that serves as a derivative of 3-azido-3-deoxythymidine. This nucleoside reverse transcriptase inhibitor is integral in the treatment of HIV/AIDS. The t-butyldimethylsilyl (TBDMS) group present in the compound acts as a protecting group for alcohols and amines in organic chemistry. Recognized for its potential in the development of new drugs and therapeutic agents, 3-AZIDO-2,3-DIDEOXY-1-O-(T-BUTYLDIMETHY& is a valuable asset in both organic synthesis and pharmaceutical research.
Uses
Used in Pharmaceutical Research:
3-AZIDO-2,3-DIDEOXY-1-O-(T-BUTYLDIMETHY& is utilized as a key intermediate in the synthesis of new drugs and therapeutic agents, particularly for the development of treatments targeting HIV/AIDS. Its role in creating nucleoside reverse transcriptase inhibitors contributes to its significance in this field.
Used in Organic Synthesis:
In the realm of organic synthesis, 3-AZIDO-2,3-DIDEOXY-1-O-(T-BUTYLDIMETHY& is employed as a building block for the creation of complex organic molecules. The t-butyldimethylsilyl (TBDMS) group allows for selective protection of alcohols and amines, facilitating controlled reactions and the synthesis of desired products.
Used in Chemical Protection:
The t-butyldimethylsilyl (TBDMS) group in 3-AZIDO-2,3-DIDEOXY-1-O-(T-BUTYLDIMETHY& is used as a protecting group for alcohols and amines during chemical reactions. This feature is crucial for preventing unwanted side reactions and ensuring the successful synthesis of target compounds in organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 189454-43-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,9,4,5 and 4 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 189454-43:
(8*1)+(7*8)+(6*9)+(5*4)+(4*5)+(3*4)+(2*4)+(1*3)=181
181 % 10 = 1
So 189454-43-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H25N3O4Si/c1-12(2,3)20(4,5)19-10-6-8(14-15-13)11(17)9(7-16)18-10/h8-11,16-17H,6-7H2,1-5H3/t8-,9-,10+,11+/m1/s1
189454-43-1Relevant articles and documents
Synthesis and antitumor activity of new glycosides of epipodophyllotoxin, analogues of etoposide, and NK 611
Daley, Laurent,Guminski, Yves,Demerseman, Pierre,Kruczynski, Anna,Etiévant, Chantal,Imbert, Thierry,Hill, Bridget T.,Monneret, Claude
, p. 4475 - 4485 (2007/10/03)
A series of 3-amino- and 3-alkylamino-2-deoxy-β-D-ribo- and β-D- arabino-glycosides of 4'-demethylepipodophyllotoxin have been synthesized by means of an improved trimethylsilyl-iodide procedure for the podophyllotoxin- 4'-demethylepipodophyllotoxin conversion, an efficient and high yielding synthesis of silyl glycoside donors of 3-azido-2,3-dideoxy-β-D-ribo-and β- D-arabino-hexopyranosides and stereoselective glycosylations. In vitro evaluation of cytotoxic effects against murine L1210 leukemia critically demonstrates the essential role played by a 4,6-acetal for biological activity. Among the most cytotoxic compounds, 3-amino-2,3-dideoxy-and 3-N,N- (dimethylamino)-2,3-dideoxy etoposide analogues, 17 and 27-29 are at least as potent as etoposide on the in vivo P388 (iv/ip) murine leukemia models. However, surprisingly enough, none of these compounds inhibits the human DNA topoisomerases I or II or binds to tubulin to prevent its polymerization and microtubule assembly. Therefore, their mechanism of action remains to be cleared up.
