Delving into the Latest Updates on Idraparinux Sodium with Synapse

Overview

Basic Info

Drug Type

Chemical drugs

Synonyms

Idraparinux, Idraparinux sodium (USAN), 艾卓肝素

+ [6]

Target

factor Xa

Mechanism

factor Xa inhibitors(Factor Xa inhibitors)

Therapeutic Areas

Cardiovascular DiseasesRespiratory Diseases

Active Indication-

Inactive Indication

Atrial FibrillationPulmonary EmbolismVenous Thromboembolism+ [1]

Originator Organization

Sanofi

Active Organization-

Inactive Organization

Sanofi

Drug Highest PhasePendingPhase 3

First Approval Date-

Regulation-

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Structure

Molecular FormulaC38H64NaO49S7

InChIKeyLRWRCXOPMFQZNL-QIEZGXCVSA-N

CAS Registry149920-56-9

The Van Gogh-PE Trial, a Multicenter, International, Randomized, Open-Label, Assessor-Blind, Non-Inferiority Study Comparing the Efficacy and Safety of Once-Weekly Subcutaneous SR34006 With the Combination of (LMW)Heparin and Vitamin K Antagonist (VKA) in the Treatment of Acute Symptomatic Pulmonary Embolism

Patients who have a pulmonary embolism (blood clot in the lung) will be treated in this study. The purpose of the study is to compare the safety and effectiveness of a new injectable anticoagulant (blood-thinning) drug, SR34006, with the standard way of treating a pulmonary embolism. The standard treatment includes injections or infusions of an anticoagulant drug, (LMW)heparin, for about a week followed by anticoagulant tablets (warfarin or acenocoumarol) which are taken by mouth.
Assignment to either SR34006 or (LMW)heparin plus warfarin or acenocoumarol will be purely by chance and will be known by both patients and their doctors.

Start Date01 Jun 2003

Sponsor / Collaborator

Sanofi

NCT00067093 / CompletedPhase 3

Safety and Efficacy Trial Evaluating the Use of SR34006 in the Treatment of Deep Vein Thrombosis (DVT)

Patients who have deep vein thrombosis (blood clot in the leg) will be treated in this study. The purpose of the study is to compare the safety and effectiveness of a new injectable anticoagulant (blood thinning) drug administered once each week, SanOrg34006, with the standard way of treating deep vein thrombosis. The standard treatment includes injections or infusions of an anticoagulant drug (Unfractionated Heparin or low molecular weight heparin) for about a week, followed by vitamin K antagonist (VKA) anticoagulant tablets (warfarin or acenocoumarol) which are taken by mouth. Eligible patients will be assigned to treatment with either SanOrg34006 or the combination of Unfractionated Heparin or low molecular weight heparin plus a VKA (warfarin or acenocoumarol) by random chance. Treatment will be known to both patients and their doctors.

Start Date01 May 2003

Sponsor / Collaborator

Sanofi

100 Clinical Results associated with Idraparinux Sodium

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100 Translational Medicine associated with Idraparinux Sodium

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100 Patents (Medical) associated with Idraparinux Sodium

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161

Literatures (Medical) associated with Idraparinux Sodium

01 Apr 2023·Proteins: Structure, Function, and Bioinformatics

Interactions of heparin derivatives with recombinant human keratinocyte growth factor: Structural stability and bioactivity effect study

Article

Author: Abolhasani, Hoda ; komeili Movahhed, Tahereh ; Kalhor, Reyhaneh ; Rahimi, Hamzeh ; Kalhor, Hourieh

AbstractHeparin and heparan sulfate are important glycosaminoglycans that can regulate the activities of many vital proteins, especially the fibroblast growth factor (FGF) family. Because FGF7 (KGF) has an important role in tissue repair and maintaining the integrity of the mucosal barrier, recombinant human keratinocyte growth factor (rhKGF, palifermin) has been approved for the treatment of wound healing and oral cavity. Due to heparin plays an important role in the KGF signaling pathway, a more detailed study of the drug–drug interactions (DDIs) between rhKGF and heparin at the atomic level and investigating their synergistic effect on each other in terms of biology, especially in silico, is necessary for a better understanding of DDIs. In this study, DDIs between rhKGF and low‐molecular weight heparin types (LMWH) were investigated. In this regard, scrutiny of the influence of the synergistic heparin types on the structure and biostability of rhKGF is accomplished using computational methods such as molecular docking and molecular dynamic simulations (MDs). Subsequently, the motion behavior of rhKGF in interaction with LMWHs was evaluated based on eigenvectors by using principal component analysis (PCA). Also, the binding free energies of rhKGF‐LMWH complexes were calculated by the molecular mechanics/Poisson–Boltzmann surface area (MM‐BPSA) method. The result showed that rhKGF‐idraparinux (−6.9 kcal/mol) and rhKGF‐heparin (−6.0 kcal/mol) complexes had significant binding affinity as well as they had a more stable binding to rhKGF than to other LMWH during 100 ns simulation. However, in order to confirm the curative effect of these drugs, clinical trials must be done.

02 Dec 2022·The Journal of Organic Chemistry

Synthesis of a Heparinoid Pentasaccharide Containing l-Guluronic Acid Instead of l-Iduronic Acid with Preserved Anticoagulant Activity

Article

Author: Timári, István ; Bereczky, Zsuzsanna ; Kövér, Katalin E. ; Borbás, Anikó ; Racskó, Márk ; Tóth, Balázs István ; Lisztes, Erika ; Herczeg, Mihály ; Demeter, Fruzsina

l-Iduronic acid is a key constituent of heparin and heparan sulfate polysaccharides due to its unique conformational plasticity, which facilitates the binding of polysaccharides to proteins. At the same time, this is the synthetically most challenging unit of heparinoid oligosaccharides; therefore, there is a high demand for its replacement with a more easily accessible sugar unit. In the case of idraparinux, an excellent anticoagulant heparinoid pentasaccharide, we demonstrated that l-iduronic acid can be replaced by an easier-to-produce l-sugar while maintaining its essential biological activity. From the inexpensive d-mannose, through a highly functionalized phenylthio mannoside, the l-gulose donor was prepared by C-5 epimerization in 10 steps with excellent yield. This unit was incorporated into the pentasaccharide by α-selective glycosylation and oxidized to l-guluronic acid. The complete synthesis required only 36 steps, with 21 steps for the longest linear route. The guluronate containing pentasaccharide inhibited coagulation factor Xa by 50% relative to the parent compound, representing an excellent anticoagulant activity. To the best of our knowledge, this is the first biologically active heparinoid anticoagulant which contains a different sugar unit instead of l-iduronic acid.

28 Jun 2021·Journal of Chemical Information and ModelingQ2 · CHEMISTRY

Conformational Analysis of Heparin-Analogue Pentasaccharides by Nuclear Magnetic Resonance Spectroscopy and Molecular Dynamics Simulations

Q2 · CHEMISTRY

Article

Author: Borbás, Anikó ; Timári, István ; Balogh, Gábor ; Kövér, Katalin E. ; Sadiq, S. Kashif ; Fehér, Krisztina ; Gyöngyösi, Tamás ; Herczeg, Mihály

Elucidation and improvement of the blood coagulant properties of heparin are the focus of intense research. In this study, we performed conformational analysis using nuclear magnetic resonance (NMR) spectroscopy and molecular dynamics (MD) simulations on the heparin pentasaccharide analogue idraparinux, its disulfonatomethyl analogue, which features a slightly improved blood coagulation property, and a trisulfonatomethyl analogue, in which the activity has been totally abolished. As the ring conformation of the G subunit has been suggested as a major determinant of the biological properties, we analyzed the sugar ring conformations and dynamics of the interglycosidic linkages. We found that the conformation of the G ring is dominated by the ²S_O skewed boat next to the ¹C₄ chair in all three derivatives. Both the thermodynamics and the kinetics of the conformational states were found to be highly similar in the three derivatives. Molecular kinetic analysis showed that the ²S_O skewed boat state of the G ring is equally favorable in the three analogues, resulting in similar ²S_O populations. Also, the transition kinetics from the ¹C₄ chair to the ²S_O skewed boat was found to be comparable in the derivatives, which indicates a similar energy barrier between the two states of the G subunit. We also identified a slower conformational transition between the dominant ⁴C₁ chair and the boat conformations on the E subunit. Both G and E ring flips are also accompanied by changes along the interglycosidic linkages, which take place highly synchronously with the ring flips. These findings indicate that conformational plasticity of the G ring and the dominance of the ²S_O skewed boat populations do not necessarily warrant the biological activity of the derivatives and hence the impact of other factors also needs to be considered.

100 Deals associated with Idraparinux Sodium

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External Link

KEGG	Wiki	ATC	Drug Bank
D10471	Idraparinux Sodium	-	DB06406

R&D Status

10 top R&D records.

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Indication	Highest Phase	Country/Location	Organization	Date
Pulmonary Embolism	Phase 3	NO	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	DE	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	GB	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	CZ	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	AR	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	AT	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	FR	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	US	Sanofi	01 Jun 2003
Pulmonary Embolism	Phase 3	BR	Sanofi	01 Jun 2003
Venous Thrombosis	Phase 3	US	Sanofi	01 May 2003

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Clinical Result

Indication

Phase

Evaluation

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Study	Phase	Population	Analyzed Enrollment	Group	Results	Evaluation	Publication Date


NCT00311090 (EQUINOX, Pubmed \| Br J Clin Pharmacol)	Phase 1	Venous Thrombosis	757	idrabiotaparinux	trqadftfoj(orzgwxyhye): ratio estimate = 0.95 (90% CI, 0.87 - 1.04) View more	-	01 May 2013
				idraparinux
NCT00311090 (Pubmed \| J Thromb Haemost)	Phase 3	Venous Thrombosis	757	Idrabiotaparinux (3 mg)	fwpbmwkajs(hrvtcmzeru) = gssohdujaz rankxciggz (wcqvjgmolw ) View more	-	01 Jan 2011
				Idraparinux (2.5 mg)	fwpbmwkajs(hrvtcmzeru) = nnsgiqvids rankxciggz (wcqvjgmolw ) View more
Pubmed \| Br Dent J	Not Applicable	Venous Thromboembolism	-	Idraparinux	osixcvzgvh(rujqpmygie) = ciivjgiojh vaolkddxtd (alwenuvdyx ) View more	-	13 Sep 2007
				Standard therapy	osixcvzgvh(rujqpmygie) = nfspbsyrph vaolkddxtd (alwenuvdyx ) View more