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Pralatrexate

CAT#: H206221

CAS#: 146464-95-1

Description: Pralatrexate is a folate analogue inhibitor of dihydrofolate reductase (DHFR) exhibiting high affinity for reduced folate carrier-1 (RFC-1) with antineoplastic and immunosuppressive activities. Pralatrexate selectively enters cells expressing RFC-1; intracellularly, this agent is highly polyglutamylated and competes for the folate binding site of DHFR, blocking tetrahydrofolate synthesis, which may result in depletion of nucleotide precursors; inhibition of DNA, RNA and protein synthesis; and apoptotic tumor cell death.

Synthetic Routes

Pralatrexate - Synthetic Route 1

Synthetic reference

DeGraw, Joseph I.; Colwell, William T.; Piper, James R.; Sirotnak, Francis M. Synthesis and antitumor activity of 10-propargyl-10-deazaaminopterin. Journal of Medicinal Chemistry. Volume 36. Issue 15. Pages 2228-31. 1993.

Pralatrexate - Synthetic Route 2

Synthetic reference

Sirotnak, Francis M.; Piper, James R.; Degraw, Joseph I.; Colwell, William T. Combinations of 10-propargyl-10-deazaaminopterin and taxols and methods of using same in the treatment of tumors. Assignee Sloan-Kettering Institute for Cancer Research, USA; SRI International; Southern Research Institute. US 6323205. (2001).

Pralatrexate - Synthetic Route 3

Synthetic reference

O'Connor, Owen A.; Sirotnak, Francis. Methods to treat cancer with 10-propargyl-10-deazaaminopterin and methods for assessing cancer for increased sensitivity to 10-propargyl-10-deazaaminopterin. Assignee Sloan-Kettering Institute for Cancer Research, USA. US 20110111436. (2011).

Pralatrexate - Synthetic Route 4

Synthetic reference

Ramarao, Chandrashekar; Michel, Patrick Thomas; Nitlikar, Lakshmikant Hanumanthrao; Kalam, Bhupathi Reddy; Duduka, Ramprasad; Alla, Rama Rao Venkata. A process for preparing intermediates of 10-propargyl-10-deazaaminopterin (pralatrexate). Assignee Avra Laboratories Private Limited, India. IN 2012CH01728. (2014).

Pralatrexate - Synthetic Route 5

Synthetic reference

Lahiri, Saswata; Gupta, Nitin; Singh, Hemant Kumar; Panda, Nilendu; Handa, Vishal; Abul, Azim; Gupta, Chandan Kumar; Sanghani, Sunil; Madhukar, Sonavane Ghanashyam. Improved process for the preparation of pralatrexate. Assignee Fresenius Kabi Oncology Ltd., India. IN 2012DE02271. (2014).

Pralatrexate - Synthetic Route 6

Synthetic reference

Giust, Walter; Burton, Ryan; Gorin, Boris; Clayton, Joshua. Process for preparation of an amino acid antifolate agents via coupling reaction. Assignee Alphora Research Inc., Can. WO 2013177713. (2013).

Pralatrexate - Synthetic Route 7

Synthetic reference

Alla, Rama Rao Venkata; Ramarao, Chandrashekar; Michel, Patrick Thomas; Nitlikar, Lakshmikant Hanumanthrao; Kalam, Bhupathi Reddy; Duduka, Ramprasad. A process for preparing intermediates of 10-propargyl-10-deazaaminopterin (pralatrexate). Assignee Avra Laboratories Private Limited, India. WO 2013164856. (2013).