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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
Quality level:
Storage condition:
desiccated
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Product Name

Argatroban monohydrate, ≥98% (HPLC)

Quality Level

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[1]. 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).[2]

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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This Item
PHR34021042408PZ0038
assay

≥98% (HPLC)

assay

-

assay

-

assay

≥98% (HPLC)

form

powder

form

-

form

-

form

powder

Quality Level

100

Quality Level

300

Quality Level

-

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

storage condition

desiccated

storage condition

-

storage condition

-

storage condition

-

solubility

DMSO: ≥20 mg/mL

solubility

-

solubility

-

solubility

DMSO: 2 mg/mL, clear (warmed)


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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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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)
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)
Effects of argatroban and heparin on thrombus formation and tissue plasminogen activator-induced thrombolysis in a microvascular thrombosis model
Yamada K, et al.
Thrombosis Research, 109(1), 55-64 (2003)



Global Trade Item Number

SKUGTIN
A0487-25MG04061833217139
A0487-5MG04061833217146

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