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SML3058

Diquafosol tetrasodium

Name: Diquafosol tetrasodium
Brand: SIGMA

>95% (HPLC), purinergic receptor P2Y2 agonist, powder

Synonym(s):

Diuridine 5′-tetraphosphate, sodium salt, INS365, KPY 998, P ,P -Diuridine 5′-tetraphosphate tetrasodium salt, Up4U 4Na, Uridine 5′-(pentahydrogen tetraphosphate), P′′′→5′-ester with uridine, sodium salt (1:4), Diuridine 5′-tetraphosphate, Up4U tetrasodium

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₂₂N₄Na₄O₂₃P₄

CAS Number:

211427-08-6

Molecular Weight:

878.23

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

>95% (HPLC)

Form:

powder

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Properties

Product Name

Diquafosol tetrasodium, >95% (HPLC)

Quality Segment

100

assay

>95% (HPLC)

form

powder

optical activity

[α]/D -12.0 to -8.0°, c = 1.0 in H₂O

color

white to beige

solubility

H₂O: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

[Na].[Na].[Na].[Na].[P](=O)(O[P](=O)(O[P](=O)(OC[C@H]3O[C@H]([C@@H]([C@@H]3O)O)N4C=CC(=O)NC4=O)O)O)(O[P](=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N2C=CC(=O)NC2=O)O)O

InChI

1S/C18H26N4O23P4.4Na/c23-9-1-3-21(17(29)19-9)15-13(27)11(25)7(41-15)5-39-46(31,32)43-48(35,36)45-49(37,38)44-47(33,34)40-6-8-12(26)14(28)16(42-8)22-4-2-10(24)20-18(22)30;;;;/h1-4,7-8,11-16,25-28H,5-6H2,(H,31,32)(H,33,34)(H,35,36)(H,37,38)(H,19,23,29)(H,20

InChI key

MHPMESDJCUICEY-FNXFGIETSA-N

Description

General description

In clinical development for the treatment of dry eye and chronic lung disease, such as cystic fibrosis

Biochem/physiol Actions

Diquafosol (Up4U, INS365) is a selective purinergic receptor P2Y2 agonist (EC50 = 100 nM/P2Y2, 400 nM/P2Y4, 20 μM/P2Y6, >100 μM/P2Y1 by calcium mobilization using respective 1321N P2Y subtype transfectants). In addition to its in vivo efficacy in anmial dry eye models, diquafosol is also shown to enhance mucociliary clearance in sheep and stimulate vaginal moisture in ovariectomized rabbits.

P2Y₂/P2Y₄ purinoceptor agonist: EC₅₀ = 0.10 μM at P2Y₂, 0.4 μM at P2Y₄(20 μM at P2Y₆) in 1321N astrocytoma cells infected with a retrovirus encoding the human P2Y_1,P2Y_2,P2Y₄and P2Y₆

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c