Structure of Ipragliflozin (L-Proline)
CAS No.: 951382-34-6
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Ipragliflozin (L-Proline) selectively inhibits SGLT2 with IC50 of 2.8 nM.
Synonyms: Ipragliflozin L-Proline
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CAS No. : | 951382-34-6 |
Formula : | C26H30FNO7S |
M.W : | 519.58 |
SMILES Code : | O=C([C@H]1NCCC1)O.O[C@H]2[C@H](C3=CC=C(F)C(CC4=CC5=CC=CC=C5S4)=C3)O[C@H](CO)[C@@H](O)[C@@H]2O |
Synonyms : |
Ipragliflozin L-Proline
|
MDL No. : | MFCD27956926 |
InChI Key : | TUVGWWULBZIUBS-FVYIYGEMSA-N |
Pubchem ID : | 57339444 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
C2C12 cells | 10 μM | Ipragliflozin enhanced C2C12 cell viability under hyperglycemic conditions, inhibited ferroptosis, and restored GPX4 expression. | PMC10203292 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Mice | Western diet-induced obese and diabetic mouse model | Oral administration via drinking water | 10 mg/kg | Daily administration for 10 weeks | To evaluate the effect of Ipragliflozin on vascular remodeling. Results showed that Ipra increased adipocyte size in abdominal PVAT, reduced inflammation and fibrosis, and inhibited vascular remodeling. | PMC6589884 |
129S6/Sv mice | High-fat diet-induced obesity model | Oral gavage | 10 mg/kg | Once daily for 16 weeks | To investigate the effect of ipragliflozin on energy metabolism in high-fat diet-induced obese mice. Results showed that ipragliflozin significantly attenuated HFD-induced hepatic steatosis, reduced adipocyte size, and upregulated thermogenesis-related gene expression in visceral and subcutaneous adipose tissue. | PMC8640151 |
FLS-ob/ob mice | Non-alcoholic steatohepatitis (NASH) model | Oral gavage | 1 mg/kg | Once daily for 12 weeks | Ipragliflozin improved lipid metabolism in FLS-ob/ob mice, reduced ectopic lipid deposition (ELD) in renal tubules, decreased endoplasmic reticulum stress (ER stress) and apoptosis, and attenuated interstitial fibrosis. | PMC6981520 |
Mice | High-fat diet (HFD)-induced diabetic nephropathy model | Oral (via drinking water) | 10 mg/kg | Once daily for 6 weeks | To investigate the effect of Ipra on HFD-induced diabetic nephropathy, results showed that Ipra reduced urinary albumin excretion (UAE) and glomerular hypertrophy, while increasing adipocyte size in PRAT and suppressing inflammation and fibrosis. | PMC8304702 |
C57BL/6JJcl mice | Streptozotocin (STZ)-induced diabetic mouse model | Oral | 0.1 mg/kg or 3 mg/kg | Once daily for 4 weeks | To evaluate the protective effect of SGLT2 inhibitors on early pathogenic alterations in diabetic retinopathy. Results showed that ipragliflozin at a low dose (0.1 mg/kg/day) significantly suppressed retinal vascular leakage and retinal thickness without affecting blood glucose levels. Additionally, ipragliflozin attenuated microglial morphological changes and early pathogenic alterations. | PMC11208076 |
Mice | DIO mice | Oral | 0.002% in the diet | 4 weeks | To evaluate the effects of ipragliflozin alone or in combination with liraglutide on glycemic control and hepatic lipid accumulation in DIO mice. Results showed that ipragliflozin improved glycemic control and reduced hepatic lipid accumulation. | PMC8583813 |
Mice | Db/db mice | Oral | 0.001% in the diet | 4 weeks | To evaluate the effects of ipragliflozin alone or in combination with liraglutide on glycemic control and hepatic lipid accumulation in db/db mice. Results showed that ipragliflozin improved glycemic control and reduced hepatic lipid accumulation. | PMC8583813 |
Mice | Type 2 diabetes model | Oral gavage | 3 mg/kg/day and 0.3 mg/kg/day | Once daily for 8 weeks | To investigate the renoprotective effects of ipragliflozin on early diabetic nephropathy. High-dose ipragliflozin lowered blood glucose levels and reduced urinary albumin excretion, inhibited renal and glomerular hypertrophy, and reduced NADPH oxidase 4 expression and oxidative stress. A short-term ipragliflozin treatment improved oxygen tension in the kidney cortex. | PMC5838225 |
Rats | Normal and type 2 diabetic Goto–Kakizaki (GK) rats | Ad libitum feeding | 0.008% (w/w) mixed into diet | Daily for 20 days | To investigate the time-dependent effects of ipragliflozin on behaviour and energy homeostasis, results showed ipragliflozin increased food and water intakes, decreased blood glucose, and enhanced basal energy expenditure. | PMC5605532 |
Tags: Ipragliflozin (L-Proline) | SGLT | Sodium-dependent glucose cotransporters | sodium-glucose cotransporter 2 | SGLT2 inhibitor | glucose excretion | sodium-glucose cotransporter | 951382-34-6
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