ChemicalBook--->CAS DataBase List--->1118567-05-7

1118567-05-7

1118567-05-7 Structure

1118567-05-7 Structure
IdentificationBack Directory
[Name]

EGT1442
[CAS]

1118567-05-7
[Synonyms]

CS-250
THR1442
EGT1442
CS-2165
THR-1442
THR 1442
EGT0001442
EGT-0001442
EGT 0001442
Bexagliflozin
Bexagliflozin3
Bexagliflozin,EGT1442
Bexagliflozin (THR1442)
EGT1442(Bexagliflozin,THR1442)
Bexagliflozin(THR1442,EGT1442)|
EGT1442; THR1442; EGT0001442; EGT-1442; THR-1442; EGT-0001442; EGT 1442; THR 1442; EGT 0001442
(1S)-1,5-Anhydro-1-C-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-D-glucitol
D-Glucitol, 1,5-anhydro-1-C-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-, (1S)-
BEXAGLIFLOZIN;EGT-1442;THR1442;EGT0001442;EGT-1442;THR-1442;EGT-0001442;EGT 1442;THR 1442;EGT 0001442
[EINECS(EC#)]

257-874-6
[Molecular Formula]

C24H29ClO7
[MDL Number]

MFCD28100944
[MOL File]

1118567-05-7.mol
[Molecular Weight]

464.94
Chemical PropertiesBack Directory
[Boiling point ]

671.0±55.0 °C(Predicted)
[density ]

1.41
[storage temp. ]

Store at -20°C
[solubility ]

DMSO:100.0(Max Conc. mg/mL);215.08(Max Conc. mM)
[form ]

A crystalline solid
[pka]

13.23±0.70(Predicted)
[InChIKey]

BTCRKOKVYTVOLU-IZSIRFNDNA-N
[SMILES]

[C@H]1(C2C=C(CC3C=CC(OCCOC4CC4)=CC=3)C(Cl)=CC=2)[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 |&1:0,22,24,26,28,r|
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
Hazard InformationBack Directory
[Description]

EGT-1442 is a potent, selective sodium glucose co-transporter 2 (SGLT2) inhibitor with IC50 values of 5.6 μM and 2 nM for human SGLT1 and SGLT2, respectively. It produces a stable urinary excretion of glucose in rats and dogs with ED50 values of 0.38 and 0.09 mg/kg, respectively, and reduces HbA(1c) and blood glucose in db/db mice in a concentration dependent manner.
[Uses]

Bexagliflozin, also known as EGT1442, is a potent and selective SGLT2 inhibitor, attenuates blood glucose and HbA(1c) levels in db/db mice and prolongs the survival of stroke-prone rats. EGT1442 showed favorable properties both in vitro and in vivo and could be beneficial to the management of type 2 diabetic patients.
[Definition]

ChEBI: Bexagliflozin is a C-glycosyl comprising of beta-D-glucose in which the anomeric hydroxy group is replaced by a 4-chloro-3-({4-[2-(cyclopropyloxy)ethoxy]phenyl}methyl)phenyl group. It is a sodium-glucose co-transporter 2 (SGLT2) inhibitor indicated as an adjunct to diet and exercise to improve glycemic control in adults with type 2 diabetes mellitus. It has a role as a sodium-glucose transport protein subtype 2 inhibitor, a hypoglycemic agent and an antihypertensive agent. It is a C-glycosyl compound, an aromatic ether, a member of monochlorobenzenes, a diether and a member of cyclopropanes.
[Mechanism of action]

Bexagliflozin is a highly selective inhibitor of sodium-glucose cotransporter protein 2 (SGLT2), which cotransports sodium and glucose from the filtrate to the epithelium of the proximal renal tubule, thereby lowering the tubular glucose reabsorption threshold, reducing renal glucose reabsorption, and increasing urinary glucose excretion without affecting insulin levels.
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