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Merck

A0487

Argatroban monohydrate

≥98% (HPLC), thrombin inhibitor, powder

Synonym(s):

(2R,4R)-1-[(2S)-5-[(Aminoiminomethyl)amino]-1-oxo-2-[[(1,2,3,4-tetrahydro-3-methyl-8-quinolinyl)sulfonyl]amino]pentyl]-4-methyl-2-piperidinecarboxylic Acid, Argipidine, MQPA

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About This Item

Empirical Formula (Hill Notation):
C23H36N6O5S · H2O
CAS Number:
Molecular Weight:
526.65
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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Product Name

Argatroban monohydrate, ≥98% (HPLC)

Quality Segment

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: ≥20 mg/mL

originator

Baxter

storage temp.

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

InChI key

AIEZTKLTLCMZIA-LINCPPCXSA-N

General description

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

Application

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 Actions

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.
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.

Features and Benefits

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


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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