Azacitidine is a pyrimidine nucleoside analogue of cytidine with antineoplastic activity. Azacitidine is incorporated into DNA, where it reversibly inhibits DNA methyltransferase, thereby blocking DNA methylation. Hypomethylation of DNA by azacitidine may activate tumor suppressor genes silenced by hypermethylation, resulting in an antitumor effect. This agent is also incorporated into RNA, thereby disrupting normal RNA function and impairing tRNA cytosine-5-methyltransferase activity.
Vujjini, Satish Kumar; Varanasi, Ganesh; Arevelli, Srinivas; Kandala, Sreenatha Charyulu; Tirumalaraju, Satyanarayana Raju; Bandichhor, Rakeshwar; Kagga, Mukkanti; Cherukupally, Praveen. An Improved and Scalable Process for the Synthesis of 5-Azacytidine: An Antineoplastic Drug. Organic Process Research & Development. API-Research and Development, Integrated Product Development. Dr. Reddy's Laboratories Ltd. Bachupally, India 500072. Volume 17. Issue 2. Pages 303-306. 2013
Bozhok, T. S.; Kalinichenko, E. N.; Kuz'mitskii, B. B.; Golubeva, M. B. Synthesis, Hydrolytic Stability, and Antileukemic Activity of Azacytidine Nucleoside Analogs. Pharmaceutical Chemistry Journal. Institute of Bioorganic Chemistry. National Academy of Sciences of Belarus. Minsk, Belarus 220141. Volume 49. Issue 12. Pages 804-809. 2016
Guo, Gang; Yang, Qianjiao; Zhao, Lihui; Liu, Dan; Zhao, Linxiang. Improved synthesis of azacytidine. Zhongguo Yaowu Huaxue Zazhi. School of Pharmaceutical Engineering. Shenyang Pharmaceutical University. Shenyang, Liaoning Province, Peop. Rep. China 110016. Volume 18. Issue 5. Pages 377-378, 383. 2008
Daifuku, Richard; Gall, Alexander; Sergueev, Dmitri. Treatment of viral diseases by 1,3,5-triazine nucleoside and nucleotide analogs, and preparation thereof. Assignee Koronis Pharmaceuticals, Incorporated, USA. WO 2004028454. 2004
Cherukupally, Praveen; Vujjini, Satish Kumar; Varanasi, Ganesh; Kandala, Sreenadha Charyulu; Areveli, Srinivas; Tirumalaraju, Satyanarayana Raju. Azacytidine process and polymorphs. Assignee Dr. Reddy's Laboratories Ltd., India; Dr. Reddy's Laboratories, Inc. WO 2010014883. 2010
Yao, Quanxing; Li, Jing; Yang, Junbo. Method for synthesizing azacytidine from hexamethyldisilazane and 5-azacytosine. Assignee Chongqing Taihao Pharmaceutical Co., Ltd., Peop. Rep. China. CN 101974051. 2011
Liu, Guanghai; Jin, Xiaomin. Process for preparation of azacitidine. Assignee Huzhou Zhanwang Pharmaceutical Co., Ltd., Peop. Rep. China. CN 102702292. 2012
Ionescu, Dumitru; Blumbergs, Peter. Synthesis of 5-azacytidine via ribosylation of azacytosine. Assignee Pharmion Corporation, USA. US 20040186283. 2004
Bigatti, Ettore; Lux, Giovanna; Paiocchi, Maurizio; Giolito, Andrea; Tosi, Simone. Process for preparing azacytidine intermediates. Assignee Sicor Inc., USA. WO 2010017374. 2010