Ciraparantag

Ciraparantag is a small molecule featuring heterocyclic, aromatic, and polar regions that modulate binding orientation and electronic distribution. Researchers use it to explore noncovalent interaction networks, conformational constraints, and solvation dynamics. Its structure supports mechanistic modeling and ligand-engineering approaches.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.
Ciraparantag(CAS 1438492-26-2)

CAT No: R2256

CAS No:1438492-26-2

Synonyms/Alias:Ciraparantag;1438492-26-2;PER-977;Aripazine;Ciraparantag [USAN];PER977;UNII-U2R67KV65Q;U2R67KV65Q;Ciraparantag (USAN);PER 977;CIRAPARANTAG [INN];CIRAPARANTAG [WHO-DD];N1,N1'-(Piperazine-1,4-diylbis(propane-1,3-diyl))bis-L-argininamide;1438492-26-2 (free base);(2S)-2-amino-N-[3-[4-[3-[[(2S)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]propyl]piperazin-1-yl]propyl]-5-(diaminomethylideneamino)pentanamide;Pentanamide, N,N'-(1,4-piperazinediyldi-3,1-propanediyl)bis(2-amino-5-((aminoiminomethyl)amino)-, (2S,2'S)-;(2S,2'S)-N,N'-(piperazine-1,4-diylbis(propane-3,1-diyl))bis(2-amino-5-guanidinopentanamide);(2S)-2-amino-N-[3-(4-{3-[(2S)-2-amino-5-carbamimidamidopentanamido]propyl}piperazin-1-yl)propyl]-5-carbamimidamidopentanamide;Ciraparantag(PER977);ciraparantagum;(2S)-2-amino-N-(3-(4-(3-((2S)-2-amino-5-carbamimidamidopentanamido)propyl)piperazin-1-yl)propyl)-5-carbamimidamidopentanamide;Pentanamide, N,N'-(1,4-piperazinediyldi-3,1-propanediyl)bis[2-amino-5-[(aminoiminomethyl)amino]-, (2S,2'S)-;Ciraparantag(PER977)?;CHEMBL3544919;SCHEMBL14985871;CHEBI:230136;DTXSID701045783;AKOS030526536;CS-5640;DB15199;DA-51926;HY-18660;D10868;Q27290602;

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M.F/Formula
C22H48N12O2
M.W/Mr.
512.7

Ciraparantag, also known as PER977, represents a novel synthetic small molecule designed to bind and neutralize a broad spectrum of anticoagulant agents. Structurally distinct from traditional reversal agents, Ciraparantag features a unique cationic backbone that allows it to interact electrostatically with various anticoagulant drugs, including direct oral anticoagulants and heparins. Its water solubility and rapid onset of binding activity have made it a subject of significant interest in research settings focused on reversing anticoagulant effects. Unlike conventional agents that may target only a single class of anticoagulants, this compound's versatility emerges from its ability to form stable, non-covalent complexes with multiple drug types, thereby sequestering them and reducing their bioavailability. The compound is typically provided as a lyophilized powder, allowing for convenient reconstitution and use in laboratory protocols that investigate anticoagulation dynamics.

Anticoagulant Reversal Research: In experimental anticoagulation models, PER977 is extensively utilized to study reversal mechanisms for both direct factor Xa inhibitors and direct thrombin inhibitors. Researchers employ it to simulate rapid neutralization of anticoagulant drugs in plasma or whole blood samples, enabling detailed analysis of coagulation restoration and the pharmacodynamics of reversal. By binding to the anticoagulant molecules, the compound effectively blocks their interaction with target enzymes, allowing for real-time assessment of clotting recovery and the development of new reversal strategies. Drug Interaction Studies: Ciraparantag plays a critical role in preclinical investigations of drug-drug interactions involving anticoagulants. Scientists use it to evaluate the potential for cross-reactivity with other medications, as well as to explore the impact of concomitant administration on the pharmacokinetics and pharmacodynamics of anticoagulant agents. These studies provide valuable insights into how the compound modulates the bioavailability of various drugs and informs the design of safer therapeutic regimens. Mechanistic Biochemistry: The unique electrostatic binding properties of this molecule make it an important tool in mechanistic studies of anticoagulant neutralization. Researchers leverage its ability to form non-covalent complexes to probe the molecular interactions between anticoagulants and their reversal agents. Such studies contribute to a deeper understanding of the structural determinants of binding affinity and specificity, facilitating the rational design of next-generation reversal compounds with enhanced efficacy and safety profiles. Analytical Method Development: In laboratory settings, PER977 is frequently incorporated into the development and validation of analytical assays for anticoagulant detection and quantification. By providing a means to selectively neutralize anticoagulant activity in biological samples, it enables accurate measurement of residual drug concentrations and assessment of assay sensitivity. These applications are essential for advancing pharmacological research and for ensuring the reliability of laboratory diagnostics.

Pharmacological Modeling: Researchers incorporate this compound into in vitro and ex vivo pharmacological models to simulate the reversal of anticoagulation and predict drug behavior under varying experimental conditions. Its rapid and predictable binding kinetics make it ideal for modeling dose-response relationships and for evaluating the efficacy of reversal protocols. These models support the optimization of dosing strategies and the refinement of experimental designs in anticoagulant research. Ciraparantag's broad spectrum of applications underscores its significance as a versatile research tool in the fields of anticoagulation, drug interaction analysis, molecular pharmacology, and analytical science. As ongoing studies continue to elucidate its mechanisms and expand its utility, it remains at the forefront of innovations aimed at understanding and controlling the effects of anticoagulant agents in laboratory environments.

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
InChI Key
HRDUUSCYRPOMSO-ROUUACIJSA-N

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