Dapagliflozin propanediol monohydrateProduct ingredient for Dapagliflozin
- Name
- Dapagliflozin propanediol monohydrate
- Drug Entry
- Dapagliflozin
Dapagliflozin is a sodium-glucose cotransporter 2 (SGLT2) inhibitor, and it was the first SLGT2 inhibitor to be approved. indicated for managing diabetes mellitus type 2.3 When combined with diet and exercise in adults, dapagliflozin helps to improve glycemic control by inhibiting glucose reabsorption in the proximal tubule of the nephron and causing glycosuria.1 Dapagliflozin has been investigated either as monotherapy or as an adjunct treatment with insulin or other oral hypoglycemic agents.4
Dapagliflozin was originally approved by the FDA on Jan 08, 2014, to improve glycemic control in adults with type 2 diabetes in conjunction with diet and exercise.12 It was later approved to reduce the risk of kidney function decline, kidney failure, cardiovascular death, and hospitalization for heart failure in adults with chronic kidney disease in April 2021.12
- Accession Number
- DBSALT001101
- Structure
Structure for Dapagliflozin propanediol monohydrate (DBSALT001101)
- Synonyms
- Dapagliflozin compound with (2s)-1,2-propanediol hydrate / Dapagliflozin propanediol / Dapagliflozin propylene glycolate hydrate
- External IDs
- BMS-512148-05
- UNII
- 887K2391VH
- CAS Number
- 960404-48-2
- Weight
- Average: 502.99
Monoisotopic: 502.1969604 - Chemical Formula
- C24H35ClO9
- InChI Key
- GOADIQFWSVMMRJ-UPGAGZFNSA-N
- InChI
- InChI=1S/C21H25ClO6.C3H8O2.H2O/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21;1-3(5)2-4;/h3-8,10,17-21,23-26H,2,9,11H2,1H3;3-5H,2H2,1H3;1H2/t17-,18-,19+,20-,21+;3-;/m10./s1
- IUPAC Name
- (2S)-propane-1,2-diol (2S,3R,4R,5S,6R)-2-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-6-(hydroxymethyl)oxane-3,4,5-triol hydrate
- SMILES
- O.C[C@H](O)CO.CCOC1=CC=C(CC2=CC(=CC=C2Cl)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)C=C1
- External Links
- ChemSpider
- 28529466
- ChEBI
- 85079
- ChEMBL
- CHEMBL2103802
- Wikipedia
- Dapagliflozin
- Predicted Properties
Property Value Source Water Solubility 0.173 mg/mL ALOGPS logP 2.52 ALOGPS logP 2.11 Chemaxon logS -3.4 ALOGPS pKa (Strongest Acidic) 12.57 Chemaxon pKa (Strongest Basic) -3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 4 Chemaxon Polar Surface Area 99.38 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 104.93 m3·mol-1 Chemaxon Polarizability 42.53 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon