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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H26N4O23P4
Molecular Weight 790.3079
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIQUAFOSOL

SMILES

c1cn([C@@]2([H])[C@@]([H])([C@@]([H])([C@@]([H])(COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@]3([H])[C@]([H])([C@]([H])([C@]([H])(n4ccc(nc4=O)O)O3)O)O)O2)O)O)c(=O)nc1O

InChI

InChIKey=NMLMACJWHPHKGR-NCOIDOBVSA-N
InChI=1S/C18H26N4O23P4/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,20,24,30)/t7-,8-,11-,12-,13-,14-,15-,16-/m1/s1

HIDE SMILES / InChI

Description
Curator's Comment:: Description was created based on several sources, including http://www.santeninc.com/newsroom/press-releases/10_04_DIQUAS.pdf | http://www.santen.com/en/therapeutic-areas/asia/dryeye/diquas/

Diquafosol, a dinucleotide Up4U, is an agonist for purinergic P2Y2 receptor. Diquafosol stimulated water and mucin secretion by acting on P2Y2 receptors on the conjunctival epithelial and goblet cell membrane and elevating intracellular calcium ion concentrations. The Japanese Ministry of Health, Labour and Welfare granted approval for DIQUAS Ophthalmic Solution 3% (diquafosol tetrasodium) for the treatment of dry eye.

Originator

Approval Year

Unknown
81255
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2451
 0.1 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
7968
DIQUAS

Approved Use

DIQUAS Ophthalmic Solution 3% (generic name: diquafosol tetrasodium) should be used in patients diagnosed with dry eye, associated with keratoconjunctival epithelium disorders that accompany lacrimal fluid abnormality.

Launch Date

1.27128961E12
PubMed

PubMed

TitleDatePubMed
The medicinal chemistry of the P2 receptor family.
2001
Ocular safety of INS365 ophthalmic solution: a P2Y(2) agonist in healthy subjects.
2001 Apr
Potency and duration of action of synthetic P2Y2 receptor agonists on Schirmer scores in rabbits.
2002
INS365 suppresses loss of corneal epithelial integrity by secretion of mucin-like glycoprotein in a rabbit short-term dry eye model.
2002 Aug
Diquafosol tetrasodium: a novel dry eye therapy.
2004 Jan
Recent advances in the management of ocular complications of Sjögren's syndrome.
2005 Jul
Therapeutic targets in dry eye syndrome.
2008 Apr
Patents

Patents

EP2659894A1
2
JP2013227291A
2
US20060062787A1
2

Sample Use Guides

In Vivo Use Guide
DIQUAS Ophthalmic Solution 3% (generic name: diquafosol tetrasodium). Usually, instill 1 drop a time 6 times daily.
Route of Administration: Topical
In Vitro Use Guide
3% diquafosol tetrasodium had a significant, time-dependent, inhibitory effect on human corneal epithelial cells (HCEC) proliferation and cytotoxicity. HCECs treated with diquafosol detached more from the bottoms of dishes and damaged cells showed degenerative changes, such as, reduced numbers of microvilli, vacuole formation, and chromatin of the nuclear remnant condensed along the nuclear periphery.
Name Type Language
DIQUAFOSOL
INN   MI   WHO-DD  
INN  
Official Name English
P1,P4-DI(URIDINE 5'-TETRAPHOSPHATE), TETRASODIUM SALT
Common Name English
URIDINE, 5'-(PENTAHYDROGEN TETRAPHOSPHATE), P'''->5'-ESTER WITH URIDINE
Common Name English
DIQUAFOSOL [MI]
Common Name English
DIQUAFOSOL [INN]
Common Name English
DIQUAFOSOL [WHO-DD]
Common Name English
P1, P4-DI(URIDINE 5'-TETRAPHOSPHATE), TETRASODIUM SALT
Common Name English
URIDINE(5')TETRAPHOSPHO(5')URIDINE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C78283
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
Code System Code Type Description
MESH
C403315
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
CAS
59985-21-6
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
EVMPD
SUB87041
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
ChEMBL
CHEMBL221326
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
FDA UNII
7828VC80FJ
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
DRUG CENTRAL
4900
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
PUBCHEM
148197
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
MERCK INDEX
M4661
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY Merck Index
INN
8326
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
NCI_THESAURUS
C65436
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
EPA CompTox
59985-21-6
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
WIKIPEDIA
DIQUAFOSOL
Created by admin on Sat Jun 26 07:18:17 UTC 2021 , Edited by admin on Sat Jun 26 07:18:17 UTC 2021
PRIMARY
ACTIVE MOIETY
Structure of DIQUAFOSOL
SALT/SOLVATE (PARENT)
Structure of DIQUAFOSOL TETRASODIUM
NIH
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