144822-48-0 Usage
Chemical class
Pyrimidine nucleoside analogs
Application
Antiviral drug for HIV and hepatitis B treatment
Mechanism of action
Interferes with viral replication
Target enzyme
Reverse transcriptase
Potency
Potent inhibitor of reverse transcriptase
Structure
Allows effective binding to the active site of the enzyme
Function
Inhibits enzyme function and suppresses viral replication
Components
a. 5-O-[Bis(4-methoxyphenyl)phenylmethyl] group
b. 2-deoxy-2-fluoro-beta-D-arabinofuranosyl sugar moiety
c. 5-methyl-2,4(1H,3H)-pyrimidinedione base
Fluorination
Presence of a 2-fluoro group in the sugar moiety
Methylation
Presence of a 5-methyl group in the base
Phenyl groups
Bis(4-methoxyphenyl)phenylmethyl group attached to the sugar moiety
Methoxy groups
Two 4-methoxy groups on the phenyl rings of the bis(4-methoxyphenyl)phenylmethyl group
Stereochemistry
beta-D-arabinofuranosyl configuration in the sugar moiety
Check Digit Verification of cas no
The CAS Registry Mumber 144822-48-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,4,8,2 and 2 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 144822-48:
(8*1)+(7*4)+(6*4)+(5*8)+(4*2)+(3*2)+(2*4)+(1*8)=130
130 % 10 = 0
So 144822-48-0 is a valid CAS Registry Number.
InChI:InChI=1/C31H31FN2O7/c1-19-17-34(30(37)33-28(19)36)29-26(32)27(35)25(41-29)18-40-31(20-7-5-4-6-8-20,21-9-13-23(38-2)14-10-21)22-11-15-24(39-3)16-12-22/h4-17,25-27,29,35H,18H2,1-3H3,(H,33,36,37)/t25-,26+,27-,29?/m1/s1
144822-48-0Relevant articles and documents
S-ANTIGEN TRANSPORT INHIBITING OLIGONUCLEOTIDE POLYMERS AND METHODS
-
, (2021/06/22)
Various embodiments provide STOPS? polymers that are S-antigen transport inhibiting oligonucleotide polymers, processes for making them and methods of using them to treat diseases and conditions. In some embodiments the STOPS? modified oligonucleotides include an at least partially phosphorothioated sequence of alternating A and C units having modifications as described herein. The sequence independent antiviral activity against hepatitis B of embodiments of STOPS? modified oligonucleotides, as determined by HBsAg Secretion Assay, is an EC50 that is less than 100 nM.
Synthesis and anti-HIV activity of 2′-deoxy-2′-fluoro-4′-C-ethynyl nucleoside analogs
Wang, Qiang,Li, Yanfeng,Song, Chuanjun,Qian, Keduo,Chen, Chin-Ho,Lee, Kuo-Hsiung,Chang, Junbiao
supporting information; experimental part, p. 4053 - 4056 (2010/08/19)
Based on the favorable antiviral profiles of 4′-substituted nucleosides, novel 1-(2′-deoxy-2′-fluoro-4′-C-ethynyl-β-d-arabinofuranosyl)-uracil (1a), -thymine (1b), and -cytosine (2) analogs were synthesized. Compounds 1b and 2 exhibited potent anti-HIV-1 activity with IC50 values of 86 and 1.34 nM, respectively, without significant cytotoxicity. Compound 2 was 35-fold more potent than AZT against wild-type virus, and also retained nanomolar antiviral activity against resistant strains, NL4-3 (K101E) and RTMDR. Thus, 2 merits further development as a novel NRTI drug.