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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H21FO5S.C5H9NO2
Molecular Weight 519.582
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IPRAGLIFLOZIN L-PROLINE

SMILES

OC(=O)[C@@H]1CCCN1.OC[C@H]2O[C@H]([C@H](O)[C@@H](O)[C@@H]2O)C3=CC(CC4=CC5=C(S4)C=CC=C5)=C(F)C=C3

InChI

InChIKey=TUVGWWULBZIUBS-FVYIYGEMSA-N
InChI=1S/C21H21FO5S.C5H9NO2/c22-15-6-5-12(21-20(26)19(25)18(24)16(10-23)27-21)7-13(15)9-14-8-11-3-1-2-4-17(11)28-14;7-5(8)4-2-1-3-6-4/h1-8,16,18-21,23-26H,9-10H2;4,6H,1-3H2,(H,7,8)/t16-,18-,19+,20-,21+;4-/m10/s1

HIDE SMILES / InChI

Description

Ipragliflozin L-proline is a sodium-glucose cotransporter 2 (SGLT2) inhibitor. It was developed and marketed as Suglat® by Astellas cooperating with Kotobuki Pharmaceutical and Merck Sharp & Dohme, and approved by Pharmaceuticals and Medical Devices Agency of Japan (PMDA) on Jan 17, 2014. It is indicated for the treatment of type 2 diabetes.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
7.38 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
SUGLAT
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

In Vivo Use Guide
The usual adult dosage is 50 mg of ipragliflozin orally administered once daily before or after breakfast. The dose may be increased up to 100 mg once daily with careful monitoring of the patient’s clinical course in the case of inadequate efficacy.
Route of Administration: Oral
In Vitro Use Guide
The inhibitory effect of ipragliflozin on SGLT2 and SGLT1 as measured by sodiumdependent 14C-methyl-α-D-glucopyranoside (14C-AMG) uptake was evaluated in human SGLT2- or SGLT1-expressing CHO cells. As a result, IC50 values were 7.38 and 1880 nmol/L, respectively.
Name Type Language
IPRAGLIFLOZIN L-PROLINE
JAN   WHO-DD  
Common Name English
IPRAGLIFLOZIN L-PROLINE [JAN]
Common Name English
IPRAGLIFLOZIN L-PROLINE [WHO-DD]
Common Name English
L-PROLINE, COMPD. WITH (1S)-1,5-ANHYDRO-1-C-(3-(BENZO(B)THIEN-2-YLMETHYL)-4-FLUOROPHENYL)-D-GLUCITOL (1:1)
Common Name English
Code System Code Type Description
EPA CompTox
951382-34-6
Created by admin on Mon Oct 21 23:40:00 UTC 2019 , Edited by admin on Mon Oct 21 23:40:00 UTC 2019
PRIMARY
CAS
951382-34-6
Created by admin on Mon Oct 21 23:40:00 UTC 2019 , Edited by admin on Mon Oct 21 23:40:00 UTC 2019
PRIMARY
EVMPD
SUB180798
Created by admin on Mon Oct 21 23:40:00 UTC 2019 , Edited by admin on Mon Oct 21 23:40:00 UTC 2019
PRIMARY
PUBCHEM
57339444
Created by admin on Mon Oct 21 23:40:00 UTC 2019 , Edited by admin on Mon Oct 21 23:40:00 UTC 2019
PRIMARY