Ciraparantag

Ciraparantag
	File:Ciraparantag skeletal.svg
Clinical data
Other names	PER977
Routes of; administration	Intravenous
ATC code	none;
Legal status
Legal status	Investigational;
Pharmacokinetic data
Onset of action	10 min
Duration of action	24 hrs
Identifiers
	IUPAC name N,N'-(1,4-piperazinediyldi-3,1-propanediyl)bis[2-amino-5-[(aminoiminomethyl)amino]-, (2S,2'S)-pentanamide;
CAS Number	1438492-26-2;
PubChem CID	71576543;
ChemSpider	33427375;
UNII	U2R67KV65Q;
CompTox Dashboard (EPA)	DTXSID701045783 ;
Chemical and physical data
Formula	C22H48N12O2
Molar mass	512.708 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1CN(CCN1CCCNC(=O)[C@H](CCCNC(=N)N)N)CCCNC(=O)[C@H](CCCNC(=N)N)N;
	InChI InChI=1S/C22H48N12O2/c23-17(5-1-7-31-21(25)26)19(35)29-9-3-11-33-13-15-34(16-14-33)12-4-10-30-20(36)18(24)6-2-8-32-22(27)28/h17-18H,1-16,23-24H2,(H,29,35)(H,30,36)(H4,25,26,31)(H4,27,28,32)/t17-,18-/m0/s1; Key:HRDUUSCYRPOMSO-ROUUACIJSA-N;

Ciraparantag (INN/USAN, or aripazine) is a drug under investigation as an antidote for a number of anticoagulant (anti–blood clotting) drugs, including factor Xa inhibitors (rivaroxaban, apixaban and edoxaban), dabigatran, low molecular weight heparins and unfractionated heparin.^[1]^[2]

Mechanism of action

According to in vitro studies, the substance binds directly to anticoagulants via hydrogen bonds from or to various parts of the molecule:^[1]

Hydrogen bonds	Rivaroxaban	Apixaban	Edoxaban	Dabigatran	Heparins
Guanidine part	Y		Y	Y	Y
α-Amino group	Y	Y		Y	Y
Amide nitrogen	Y			Y	Y
Amide oxygen		Y	Y

Ciraparantag consists of two L-arginine units connected with a piperazine containing linker chain.^[1]

^ ^a ^b ^c Schubert-Zsilavecz, M, Wurglics, M, Neue Arzneimittel Herbst 2015 Template:De icon
^ Ansell, J. E. (2015). "Universal, class-specific and drug-specific reversal agents for the new oral anticoagulants". Journal of Thrombosis and Thrombolysis. doi:10.1007/s11239-015-1288-1. PMID 26449414.

This drug article relating to the blood and blood forming organs is a stub. You can help Wikipedia by expanding it.