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ChemicalBook >> CAS DataBase List >>Ipragliflozin

Ipragliflozin

CAS No.
761423-87-4
Chemical Name:
Ipragliflozin
Synonyms
Suglat;CS-1580;Igliazine;Yigelejing;Ipragliflozin;Iprag iflozin;Ipragliflozin-002;Iglienet free base;Ipragliflozin, >=98%;Ipragliflozin impuity
CBNumber:
CB02589633
Molecular Formula:
C21H21FO5S
Molecular Weight:
404.45
MDL Number:
MFCD19443744
MOL File:
761423-87-4.mol
Last updated:2025-05-16 17:41:54

Ipragliflozin Properties

Melting point 155-157°C
Boiling point 628.8±55.0 °C(Predicted)
Density 1.452
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly)
pka 13.27±0.70(Predicted)
form Solid
color White to Off-White
FDA UNII 3N2N8OOR7X
ATC code A10BK05

Ipragliflozin price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 22287 Ipragliflozin ≥98% 761423-87-4 10mg $32 2024-03-01 Buy
Cayman Chemical 22287 Ipragliflozin ≥98% 761423-87-4 50mg $139 2024-03-01 Buy
Cayman Chemical 22287 Ipragliflozin ≥98% 761423-87-4 100mg $199 2024-03-01 Buy
Cayman Chemical 22287 Ipragliflozin ≥98% 761423-87-4 250mg $456 2024-03-01 Buy
TRC I739475 Ipragliflozin 761423-87-4 500mg $620 2021-12-16 Buy
Product number Packaging Price Buy
22287 10mg $32 Buy
22287 50mg $139 Buy
22287 100mg $199 Buy
22287 250mg $456 Buy
I739475 500mg $620 Buy

Ipragliflozin Chemical Properties,Uses,Production

Description

Ipragliflozin is a sodium-glucose cotransporter 2 (SGLT2) inhibitor (IC50 = 7.4 nM in CHO cells expressing the human cotransporter). It is selective for SGLT2 over SGLT1, SGLT3, SGLT4, SGLT5, and SGLT6 (IC50s = 1.9, 30.4, 15.9, 0.46, and 10.4 μM, respectively). Ipragliflozin (0.1-3 mg/kg) decreases plasma levels of insulin and glucose in an oral glucose tolerance test in a mouse model of diabetes induced by high-fat diet, streptozotocin (STZ; ), and nicotinamide . It decreases plasma and hepatic IL-6, TNF-α, chemokine (C-C motif) ligand 2 (CCL2), and C-reactive protein (CRP) levels in the same model when administered at a dose of 3 mg/kg per day for 28 days.

History

Ipragliflozin L-proline was approved in Japan in January 2014 for the treatment of type 2 diabetes. The drug was discovered by Astellas Pharma and co-developed and marketed with Kotobuki Pharmaceutical and Merck Sharp Dohme as Suglat?. Similar to empagliflozin (XIII), ipragliflozin L-proline is a sodium-glucose 1956 A. C. Flick et al. / Bioorg. Med. Chem. 24 (2016) 1937–1980 co-transporter-2 inhibitor which prevents glucose reabsorption by excreting excess glucose in the urine. Ipragliflozin exhibits remarkable selectivity over SLGT-1 (>250x).

Uses

Ipragliflozin is a potent and selective inhibitor of sodium-glucose cotransporter-2 (SGLT2) and can serve as a potential agent for the treatment of type 1 and type 2 diabetes.

Definition

ChEBI: Ipragliflozin is a glycoside.

Trade name

Suglat

Synthesis

Commercial 5-bromo-2-fluorobenzaldehyde (123) was subjected to nucleophilic attack upon subjection to lithiated benzo[b]thiophene (124) to afford the dibenzylic alcohol 125 in 85% yield. This alcohol was then halogenated by means of thionyl chloride in acetonitrile to give 126, which was followed by treatment with sodium borohydride to give rise to 2-(5-bromo-2-fluorophenyl)- 1-benzothiophene (127), which was isolated by crystallization from 2-propanol and methanol in 81% yield across the two steps. Bromide 127 then underwent lithium¨Chalogen exchange prior to exposure to 2,3,4,6-tetrakis-O-(trimethylsilyl)- D-glucono-1,5-lactone (128) in toluene. Without workup, the resulting mixture was treated with a solution of methanol and HCl at 0 C to give a globally desilylated a-glucopyranoside intermediate. Subjection to acetic anhydride and 4-dimethylaminopyridine furnished tetra-O-acetyl ipragliflozin (129) in 75% yield for the 3 steps. Polyacetate 129 was then saponified using aqueous sodium hydroxide and the product was crystallized from methanol and water and subsequently treated with D-proline in ethanol to furnish the desired product ipragliflozin D-proline (XVI) in 68% yield.

Synthesis_761423-87-4

Mode of action

Ipragliflozin is a selective SGLT2 (sodium-glucose co-transporter 2) inhibitor discovered through research collaboration with Kotobuki Pharmaceutical Co., Ltd. SGLTs are membrane proteins that exist on the cell surface and transfer glucose into cells. SGLT2 is a subtype of the sodium-glucose co-transporters and plays a key role in the reuptake of glucose in the proximal tubule of the kidneys. Ipragliflozin reduces blood glucose levels by inhibiting the reuptake of glucose.

Ipragliflozin Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 214)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mujin Biotechnology Co.,Ltd 		+86 13288715578 +8613288715578 sales@hbmojin.com China 12778 58
Hebei Chuanghai Biotechnology Co,.LTD 		+86-13131129325 sales1@chuanghaibio.com China 5856 58
Cangzhou Kangrui Pharma Tech Co. Ltd., 		+86-18632776803 +86-13833998158 cangzhoukangrui@126.com China 751 58
Shanghai Daken Advanced Materials Co.,Ltd 		+86-2158073036 info@dakenam.com China 19918 58
Beijing Cooperate Pharmaceutical Co.,Ltd 		010-60279497 sales01@cooperate-pharm.com CHINA 1803 55
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21628 55
Shanghai Yingrui Biopharma Co., Ltd. 		+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 33024 60
Anqing Chico Pharmaceutical Co., Ltd. 		15380796838 chloewu@chicopharm.cn CHINA 340 58
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29856 58

View Lastest Price from Ipragliflozin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ipragliflozin pictures 2025-05-16 Ipragliflozin
761423-87-4
 US $0.00 / KG 1KG 99.1% 50000KG/month Hebei Mujin Biotechnology Co.,Ltd
Ipragliflozin pictures 2025-05-16 Ipragliflozin
761423-87-4
 US $52.00-137.00 / mg 99.97% 10g TargetMol Chemicals Inc.
Ipragliflozin pictures 2025-05-16 Ipragliflozin
761423-87-4
 US $0.00-0.00 / g 50g 99% 15kg Cangzhou Kangrui Pharma Tech Co. Ltd.,
  • Ipragliflozin pictures
  • Ipragliflozin
    761423-87-4
  • US $0.00 / KG
  • 99.1%
  • Hebei Mujin Biotechnology Co.,Ltd
  • Ipragliflozin pictures
  • Ipragliflozin
    761423-87-4
  • US $52.00-137.00 / mg
  • 99.97%
  • TargetMol Chemicals Inc.
  • Ipragliflozin pictures
  • Ipragliflozin
    761423-87-4
  • US $0.00-0.00 / g
  • 99%
  • Cangzhou Kangrui Pharma Tech Co. Ltd.,

Ipragliflozin Spectrum

Ipragliflozin, >=98% IpragliflozinL-Proline Ipragliflozin (ASP1941) Ipragliflozin impuity (1S)-1,5-Anhydro-1-C-[3-[(1-benzothiophen-2-yl)methyl]-4-fluorophenyl]-D-glucitol Ipragliflozin ASP-1941/D-Glucitol, 1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylMethyl)-4-fluorophenyl]-, (1S)- Ipragliflozin, (1S)-1,5-Anhydro-1-C-[3-[(1-benzothiophen-2-yl)Methyl]-4-fluorophenyl]-D-glucitol (2S,3R,4R,5S,6R)-2-[3-(1-benzothiophen-2-ylmethyl)-4-fluorophenyl]-6-(hydroxymethyl)oxane-3,4,5-triol Ipragliflozin （Suglat） IpragliflozinL-Proline int Ipragliflozin-002 Ipragliflozin Impurity CS-1580 D-Glucitol, 1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-, (1S)- Suglat Iprag iflozin Igliazine Ipragliflozin, 10 mM in DMSO Iglienet free base Yigelejing 761423-87-4 C21H21FO5S Inhibitors