Canagliflozin hemihydrate

• CAT Number: I005475
• CAS Number: 928672-86-0
• Molecular Formula: C48H52F2O11S2
• Molecular Weight: 907.0498
• Purity: 98%
• Target: SGLT-2 inhibitor
• Solubility: Soluble in DMSO
• Storage: 0 - 4°C for short term ,or -20 °C for long term
• Analysis method: HPLC
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[3-[[5-(4-fluorophenyl)thiophen-2-yl]methyl]-4-methylphenyl]-6-(hydroxymethyl)oxane-3,4,5-triol;hydrate
• InChI: InChI=1S/2C24H25FO5S.H2O/c2*1-13-2-3-15(24-23(29)22(28)21(27)19(12-26)30-24)10-16(13)11-18-8-9-20(31-18)14-4-6-17(25)7-5-14;/h2*2-10,19,21-24,26-29H,11-12H2,1H3;1H2/t2*19-,21-,22+,23-,24+;/m11./s1
• InChIKey: VHOFTEAWFCUTOS-TUGBYPPCSA-N
• SMILES: CC1=C(C=C(C=C1)C2C(C(C(C(O2)CO)O)O)O)CC3=CC=C(S3)C4=CC=C(C=C4)F.CC1=C(C=C(C=C1)C2C(C(C(C(O2)CO)O)O)O)CC3=CC=C(S3)C4=CC=C(C=C4)F.O

Canagliflozin hemihydrate,(CAT: I005475) is a medication used for the management of type 2 diabetes mellitus. It belongs to the class of drugs known as sodium-glucose co-transporter 2 (SGLT2) inhibitors. Canagliflozin works by inhibiting the SGLT2 protein in the kidneys, which reduces the reabsorption of glucose and increases urinary glucose excretion. This mechanism helps lower blood glucose levels in individuals with diabetes.

Reference

1:Acta Crystallogr E Crystallogr Commun. 2016 Apr 26;72(Pt 5):734-6. doi: 10.1107/S2056989016006769. eCollection 2016 May 1. Crystal structure of canagliflozin hemihydrate.Liu KH,Gu JM,Hu XR,Tang GP, PMID: 27308030 PMCID: PMC4908520 DOI: 10.1107/S2056989016006769
Abstract: There are two canagliflozin mol-ecules (A and B) and one water mol-ecule in the asymmetric unit of the title compound, C24H25FO5S·0.5H2O [systematic name: (2S,3R,4R,5S,6R)-2-(3-{[5-(4-fluoro-phen-yl)thio-phen-2-yl]meth-yl}-4-methylphen-yl)-6-(hy-droxy-meth-yl)-3,4,5,6-tetra-hydro-2H-pyran-3,4,5-triol hemihydrate]. The dihedral angles between the methyl-benzene and thio-phene rings are 115.7 (4) and 111.7 (4)°, while the dihedral angles between the fluoro-benzene and thio-phene rings are 24.2 (6) and 20.5 (9)° in mol-ecules A and B, respectively. The hydro-pyran ring exhibits a chair conformation in both canagliflozin mol-ecules. In the crystal, the canagliflozin mol-ecules and lattice water mol-ecules are connected via O-H⋯O hydrogen bonds into a three-dimensional supra-molecular architecture.