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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H22N4O23P4.4Na
Molecular Weight 878.2344
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIQUAFOSOL TETRASODIUM

SMILES

[Na+].[Na+].[Na+].[Na+].O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)N4C=CC(=O)NC4=O

InChI

InChIKey=OWTGMPPCCUSXIP-FNXFGIETSA-J
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,20,24,30);;;;/q;4*+1/p-4/t7-,8-,11-,12-,13-,14-,15-,16-;;;;/m1..../s1

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C18H22N4O23P4
Molecular Weight 786.2753
Charge -4
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.1 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
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

2010
PubMed

PubMed

TitleDatePubMed
Safety of aerosolized INS 365 in patients with mild to moderate cystic fibrosis: results of a phase I multi-center study.
2001 Aug
Inhaled P2Y2 receptor agonists as a treatment for patients with Cystic Fibrosis lung disease.
2002 Dec 5
Diquafosol: DE 089, diquafosol tetrasodium, INS 365, INS 365 Ophthalmic, INS 365 Respiratory, KPY 998.
2003
Therapy for chronic obstructive pulmonary disease in the 21st century.
2003
Molecule of the month. Diquafosol tetrasodium.
2003 Oct
Diquafosol tetrasodium: a novel dry eye therapy.
2004 Jan
P2 receptors activated by uracil nucleotides--an update.
2006
Pyrimidine nucleotides with 4-alkyloxyimino and terminal tetraphosphate δ-ester modifications as selective agonists of the P2Y(4) receptor.
2011 Jun 23
Patents

Sample Use Guides

DIQUAS Ophthalmic Solution 3% (generic name: diquafosol tetrasodium). Usually, instill 1 drop a time 6 times daily.
Route of Administration: Topical
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:21:22 GMT 2023
Edited
by admin
on Fri Dec 15 16:21:22 GMT 2023
Record UNII
X8T9SBH9LL
Record Status Validated (UNII)
Record Version
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Name Type Language
DIQUAFOSOL TETRASODIUM
MART.   USAN   WHO-DD  
USAN  
Official Name English
DIQUAFOSOL TETRASODIUM [MART.]
Common Name English
URIDINE, 5'-(PENTAHYDROGEN TETRAPHOSPHATE), P''' ->5'-ESTER WITH URIDINE, TETRASODIUM SALT
Common Name English
Diquafosol tetrasodium [WHO-DD]
Common Name English
DE-089
Code English
KPY-998
Code English
URIDINE(5')TETRAPHOSPHO(5')URIDINE TETRASODIUM SALT
Common Name English
DIQUAFOSOL SODIUM
JAN  
Common Name English
DIQUAFOSOL TETRASODIUM SALT [MI]
Common Name English
DIQUAFOSOL SODIUM [JAN]
Common Name English
INS365
Code English
DIQUAFOSOL TETRASODIUM [USAN]
Common Name English
DIQUAFOSOL TETRASODIUM SALT
MI  
Common Name English
INS 365
Code English
Classification Tree Code System Code
NCI_THESAURUS C78283
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
FDA ORPHAN DRUG 116998
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
Code System Code Type Description
MERCK INDEX
m4661
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY Merck Index
USAN
OO-03
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
CAS
211427-08-6
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
EVMPD
SUB32869
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
PUBCHEM
148196
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
FDA UNII
X8T9SBH9LL
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
NCI_THESAURUS
C65437
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
SMS_ID
100000126190
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
ChEMBL
CHEMBL221326
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
PRIMARY
CAS
266356-23-4
Created by admin on Fri Dec 15 16:21:22 GMT 2023 , Edited by admin on Fri Dec 15 16:21:22 GMT 2023
SUPERSEDED
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