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Merck

A0487

Sigma-Aldrich

Argatroban Monohydrat

≥98% (HPLC)

Synonym(e):

(2R,4R)-1-[(2S)-5-[(Aminoiminomethyl)-amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8-chinolinyl)-sulfonyl]-amino]-pentyl]-4-methyl-2-piperidincarbonsäure Monohydrat

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About This Item

Empirische Formel (Hill-System):
C23H36N6O5S · H2O
CAS-Nummer:
Molekulargewicht:
526.65
MDL-Nummer:
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

desiccated

Farbe

white to off-white

Löslichkeit

DMSO: ≥20 mg/mL

Ersteller

Baxter

Lagertemp.

2-8°C

SMILES String

[S](=O)(=O)(NC(CCCNC(=N)N)C(=O)N3[C@H](C[C@@H](CC3)C)C(=O)O)c1c2c(ccc1)CC(CN2)C.O

InChI

1S/C23H36N6O5S.H2O/c1-14-8-10-29(18(12-14)22(31)32)21(30)17(6-4-9-26-23(24)25)28-35(33,34)19-7-3-5-16-11-15(2)13-27-20(16)19;/h3,5,7,14-15,17-18,27-28H,4,6,8-13H2,1-2H3,(H,31,32)(H4,24,25,26);1H2/t14-,15?,17?,18-;/m1./s1

InChIKey

AIEZTKLTLCMZIA-LINCPPCXSA-N

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Allgemeine Beschreibung

Argatroban anticoagulant is synthesized from L-arginine and photodegrades under light exposure.

Anwendung

Argatroban monohydrate has been used as a thrombin-selective inhibitor in the thrombin assay of platelet poor plasma samples. It may be used as a standard in gradient reversed-phase liquid chromatography coupled with high-resolution multistage mass spectrometry (LC/HR-MSn) for photoproducts fragmentation analysis and as a thrombin inhibitor competitive assay with fullerene-based C60 nanoparticle (NPs).

Biochem./physiol. Wirkung

Argatroban has a high affinity and binds to arginine in thrombin active site resulting in steric hindrance for substrate binding. Argatroban is effective in preventing thrombus formation and favors thrombolysis than unfractionated heparin. It is recommended for acute ischemic stroke treatment.
Argatroban is a potent, selective, direct inhibitor of thrombin and a clinical anticoagulant.
Argatroban is a potent, seletive, univalent direct inhibitor of thrombin. It directly inhibits thrombin by binding only to its active site (thus univalent) as compared to Bivalent DTIs (hirudin and analogs) which bind both to the active site and exosite 1.

Leistungsmerkmale und Vorteile

This compound was developed by Baxter. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Solution-Mediated Phase Transformation of Argatroban: Ternary Phase Diagram, Rate-Determining Step, and Transformation Kinetics
Wang Y, et al.
Industrial & Engineering Chemistry Research, 56(15), 4539-4548 (2017)
Photodegradation of aqueous argatroban investigated by LC/MSn: Photoproducts, transformation processes and potential implications
Secretan PH, et al.
Journal of Pharmaceutical and Biomedical Analysis, 131(29387), 223-232 (2016)
Yanyan Ding et al.
eLife, 10 (2021-10-27)
Although thrombosis has been extensively studied using various animal models, our understanding of the underlying mechanism remains elusive. Here, using zebrafish model, we demonstrated that smarca5-deficient red blood cells (RBCs) formed blood clots in the caudal vein plexus. We further

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