Bexagliflozin

Bexagliflozin Structure
CAS No.
1118567-05-7
Chemical Name:
Bexagliflozin
Synonyms
CS-250;CS-2165;EGT1442;THR1442;THR 1442;THR-1442;EGT0001442;EGT-0001442;EGT 0001442;Bexgliflozin
CBNumber:
CB92650633
Molecular Formula:
C24H29ClO7
Molecular Weight:
464.94
MOL File:
1118567-05-7.mol
MSDS File:
SDS
Modify Date:
2024/6/26 11:14:52

Bexagliflozin Properties

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

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
NFPA 704
0
2 0

Bexagliflozin Chemical Properties,Uses,Production

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.

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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EGT1442 (1S)-1,5-Anhydro-1-C-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-D-glucitol Bexagliflozin EGT1442(Bexagliflozin,THR1442) Bexagliflozin,EGT1442 CS-2165 EGT 0001442 EGT0001442 EGT-0001442 EGT1442; THR1442; EGT0001442; EGT-1442; THR-1442; EGT-0001442; EGT 1442; THR 1442; EGT 0001442 THR 1442 THR1442 THR-1442 CS-250 Bexagliflozin(THR1442,EGT1442)| BEXAGLIFLOZIN;EGT-1442;THR1442;EGT0001442;EGT-1442;THR-1442;EGT-0001442;EGT 1442;THR 1442;EGT 0001442 Bexagliflozin (THR1442) D-Glucitol, 1,5-anhydro-1-C-[4-chloro-3-[[4-[2-(cyclopropyloxy)ethoxy]phenyl]methyl]phenyl]-, (1S)- Bexagliflozin3 Bexgliflozin (2S,3R,4R,5S,6R)-2-(4-Chloro-3-(4-(2-cyclopropoxyethoxy)benzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol Bexagliflozin Impurity 1 Bexgliflozin Impurity 1 Bexgliflozin (EGT1442) 1118567-05-7