Two short approaches to the COVID-19 drug β-<sc>d</sc>-N4-hydroxycytidine and its prodrug molnupiravir

被引：1

作者：

Persaud, Kevin E. ^{[1
]}

Sahu, Rajesh R. ^{[2
]}

Neary, Michelle C. ^{[3
]}

Kapdi, Anant R. ^{[2
]}

Lakshman, Mahesh K. ^{[1
]}

机构：

[1] CUNY City Coll, Dept Chem & Biochem, 160 Convent Ave, New York, NY 10031 USA

[2] Inst Chem Technol, Dept Chem, Nathalal Parekh Rd, Mumbai 400019, India

[3] Hunter Coll, Dept Chem, 695 Pk Ave, New York, NY 10065 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 04期

关键词：

SCALE SYNTHESIS; EIDD-2801; FACILE; NUCLEOSIDE; MK-4482; ROUTE;

D O I：

10.1039/d3ob02039h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Molnupiravir, the prodrug for beta-d-N-4-hydroxycytidine (NHC), is marketed by Merck as Lagevrio (TM) against mild-moderate COVID-19, under FDA emergency use authorization. It is the first oral drug against the disease. This work describes two synthetic approaches to NHC and molnupiravir by amide activation in uridine with a peptide-coupling agent and with a 4-chloropyrimidinone nucleoside intermediate.

引用

页码：735 / 740

页数：6

共 21 条

[1] Transfer and biotransformation of the COVID-19 prodrug molnupiravir and its metabolite β-D-N4-hydroxycytidine across the blood-placenta barrier
Chang, Chun-Hao
Peng, Wen-Ya
Lee, Wan-Hsin
Lin, Tung-Yi
Yang, Muh-Hwa
Dalley, Jeffrey W.
Tsai, Tung-Hu
EBIOMEDICINE, 2023, 95
[2] Reactive oxygen species-mediated cytotoxic and DNA-damaging mechanism of N4-hydroxycytidine, a metabolite of the COVID-19 therapeutic drug molnupiravir
Mori, Yurie
Yogo, Rinya
Kobayashi, Hatasu
Katsuzaki, Hirotaka
Hirao, Yuichiro
Kato, Shinya
Kotani, Hirokazu
Kawanishi, Shosuke
Murata, Mariko
Oikawa, Shinji
FREE RADICAL RESEARCH, 2025,
[3] IN VIVO AND IN VITRO BIOTRANSFORMATION OF MOLNUPIRAVIR (MOV), AN ORAL PRODRUG OF THE ANTIVIRAL RIBONUCLEOSIDE ANALOG.-D-N4-HYDROXYCYTIDINE (NHC)
Lu, Ping
Miller, Randy
Pang, Jianmei
Smith, Sheri
Hoar, Jason
Concilla, Mark
DRUG METABOLISM AND PHARMACOKINETICS, 2024, 55
[4] Complexation of drug amifampridine with Cu(<sc>ii</sc>), Zn(<sc>ii</sc>) and Cd(<sc>ii</sc>) ions, and its dimerization with the magic of Mn(<sc>ii</sc>) salts. Potential anti-COVID-19 and anticancer activities
Hajibabaei, Farshid
Movafagh, Samaneh Sanei
Salehzadeh, Sadegh
Gable, Robert William
DALTON TRANSACTIONS, 2024, 53 (03) : 1066 - 1086
[5] Transporter modulation of molnupiravir and its metabolite β-D-N4-hydroxycytidine across the blood-brain barrier in a rat
Chang, Chun-Hao
Peng, Wen-Ya
Lee, Wan-Hsin
Yang, Ling
Lin, Tung-Yi
Yang, Muh-Hwa
Tsai, Tung-Hu
COMMUNICATIONS MEDICINE, 2023, 3 (01):
[6] Transporter modulation of molnupiravir and its metabolite β-D-N4-hydroxycytidine across the blood-brain barrier in a rat
Chun-Hao Chang
Wen-Ya Peng
Wan-Hsin Lee
Ling Yang
Tung-Yi Lin
Muh-Hwa Yang
Tung-Hu Tsai
Communications Medicine, 3
[7] Pharmacokinetics of ss-d-N4-Hydroxycytidine, the Parent Nucleoside of Prodrug Molnupiravir, in Nonplasma Compartments of Patients With Severe Acute Respiratory Syndrome Coronavirus 2 Infection
FitzGerald, Richard
Dickinson, Laura
Else, Laura
Fletcher, Thomas
Hale, Colin
Amara, Alieu
Walker, Lauren
Penchala, Sujan Dilly
Lyon, Rebecca
Shaw, Victoria
Greenhalf, William
Bullock, Katie
Lavelle-Langham, Lara
Reynolds, Helen
Painter, Wendy
Holman, Wayne
Ewings, Sean
Griffiths, Gareth
Khoo, Saye
CLINICAL INFECTIOUS DISEASES, 2022, 75 (01) : E525 - E528
[8] A Feature Extraction Method for sc RNA-seq Processing and Its Application on COVID-19 Data Analysis
Xiumin Shi
Xiyuan Wu
Hengyu Qin
JournalofBeijingInstituteofTechnology, 2022, 31 (03) : 285 - 292
[9] The development and validation of a novel LC-MS/MS method for the simultaneous quantification of Molnupiravir and its metabolite β-d-N4-hydroxycytidine in human plasma and saliva
Amara, Alieu
Penchala, Sujan Dilly
Else, Laura
Hale, Colin
FitzGerald, Richard
Walker, Lauren
Lyons, Rebecca
Fletcher, Tom
Khoo, Saye
JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2021, 206
[10] Drug discovery to treat COVID-19 two years after its outbreak
Gao, Jianjun
Sun, Fusheng
DRUG DISCOVERIES AND THERAPEUTICS, 2021, 15 (06): : 281 - 288

← 1 2 3 →