Mechanism of Action: an intravenously administered anticoagulant Reversal Agent
Blood coagulation factor modulators; Factor Xa inhibitors
Indication: Anticoagulant Reversal
Development Stage: Phase II
Developer:Perosphere, Inc..Perosphere Inc.
Highest Development Phases
- Phase IIHaemorrhage
Most Recent Events
- 02 Apr 2015Ciraparantag receives Fast Track designation for Haemorrhage [IV] (In volunteers) in USA
- 05 Nov 2014Efficacy and adverse events data from a phase I/II trial in Haemorrhage released by Perosphere
- 06 Oct 2014Aripazine is available for licensing as of 06 Oct 2014. http://www.perosphere.com/
Ciraparantag, also known as PER977, is a A Small Molecule Reversal Agent for New Oral Anticoagulants and Heparins. PER977 is water-soluble, cationic molecule that is designed to bind specifically to unfractionated heparin and low-molecular-weight heparin through noncovalent hydrogen bonding and charge–charge interactions.
PER-977 is an intravenous heparin neutralizer in phase II clinical trials at Perosphere to reverse edoxaban’s induced anticoagulation.
In April 2015, fast track designation was assigned in the U.S. as an investigational anticoagulant reversal agent.
In one scheme, the compound of Formula V (DAP)
is synthesized by reacting excess equivalents (e.g., at least about two equivalents) of compound 1
with one equivalent of compound 2
in the presence of a peptide coupling reagent, to obtain a compound 3
wherein PI is a protecting group and P2 is a protecting group or is a hydrogen.
the coupling involved reacting compound 1, wherein PI was Boc and P2 was a hydrogen (depicted as Boc-Arg-OH HCl below), with compound 2 as depicted below:
The resultant crude product was more than 95% pure by thin layer
Subsequently, the deprotection step was carried out as depicted below:
The deprotected product was purified by preparative HPLC using 1% acetic acid buffer. Product purity of >98% was observed. Residual TFA was removed by low quantity of DOWEX resin. The molecular weight of DAP (the compound of Formula V) is 512.4, and the compound synthesized according to the above scheme exhibited the following primary peak by mass spectroscopy: [M+H]+=513.4.
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