Dapagliflozin propanediol hydrate - ≥99% , Sodium/glucose cotransporter 2 inhibitor, CAS No.960404-48-2, Sodium/glucose cotransporter 2 inhibitor

CAS: 960404-48-2 Cat. No.: D305035 Molecular Weight: 502.98 EC Number: 811-335-4 PubChem CID: 24906252

GRADE & PURITY ≥99%

Synonyms

AKOS027250601 | BMS-512148 (2S)-1,2-propanediol, hydrate | DAPAGLIFLOZIN PROPANEDIOL COMPONENT OF XIGDUO | (2S,3R,4R,5S,6R)-2-(4-CHLORO-3-(4-ETHOXYBENZYL)PHENYL)-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-3,4,5-TRIOL COMPOUND WITH (S)-PROPANE-1,2-DIOL (1:1) HYD

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

Dapagliflozin propanediol belongs to the class of orally administered antidiabetic agents designated as sodiumglucose cotransporter 2 (SGLT2) inhibitors.

Specifications

Synonyms

AKOS027250601 | BMS-512148 (2S)-1, 2-propanediol, hydrate | DAPAGLIFLOZIN PROPANEDIOL COMPONENT OF XIGDUO | (2S, 3R, 4R, 5S, 6R)-2-(4-CHLORO-3-(4-ETHOXYBENZYL)PHENYL)-6-(HYDROXYMETHYL)TETRAHYDRO-2H-PYRAN-3, 4, 5-TRIOL COMPOUND WITH (S)-PROPANE-1, 2-DIOL (1:1) HYD

Specifications & Purity

≥99%

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

Sodium/glucose cotransporter 2 inhibitor

Purity

≥99%

Names and Identifiers

• Pubchem Sid: 504769910
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769910
• Canonical Smiles: CCOC1=CC=C(C=C1)CC2=C(C=CC(=C2)C3C(C(C(C(O3)CO)O)O)O)Cl.CC(CO)O.O
• IUPAC Name: (2S,3R,4R,5S,6R)-2-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-6-(hydroxymethyl)oxane-3,4,5-triol;(2S)-propane-1,2-diol;hydrate
• InChIKey: GOADIQFWSVMMRJ-UPGAGZFNSA-N
• 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
• Isomeric SMILES: CCOC1=CC=C(C=C1)CC2=C(C=CC(=C2)[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)Cl.C[C@@H](CO)O.O
• Alternate CAS: 1700615-13-9,960404-48-2
• PubChem CID: 24906252
• Molecular Weight: 502.98

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Glycosyl compounds
          • Level6 Phenolic glycosides

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Glycosyl compounds
• Direct Parent: Phenolic glycosides
• Alternative Parents: Diphenylmethanes Hexoses C-glycosyl compounds Phenoxy compounds Phenol ethers Alkyl aryl ethers Chlorobenzenes Aryl chlorides Oxanes Secondary alcohols Polyols Oxacyclic compounds Dialkyl ethers Organochlorides Primary alcohols Organic oxides Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Phenolic glycoside - Diphenylmethane - Hexose monosaccharide - C-glycosyl compound - Phenoxy compound - Phenol ether - Alkyl aryl ether - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Monosaccharide - Oxane - Secondary alcohol - Ether - Organoheterocyclic compound - Dialkyl ether - Oxacycle - Polyol - Alcohol - Hydrocarbon derivative - Organic oxide - Organohalogen compound - Organochloride - Primary alcohol - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.
• External Descriptors: hydrate

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: insoluble in H2O; ≥27.4 mg/mL in EtOH; ≥69.7 mg/mL in DMSO
• Molecular Weight: 503.000 g/mol
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 7
• Exact Mass: 502.197 Da
• Monoisotopic Mass: 502.197 Da
• Topological Polar Surface Area: 141.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 493.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 6
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

References

1. Xueru He, Ying Li, Yinling Ma, Yuhao Fu, Xuejiao Xun, Yanjun Cui, Zhanjun Dong.  (2022)  Development of UPLC-MS/MS Method to Study the Pharmacokinetic Interaction between Sorafenib and Dapagliflozin in Rats.  MOLECULES,  27  (19): (6190).  [PMID:36234746] [10.3390/molecules27196190]

2. Qingyu Wang, Chen Wang, Shang Ma, Ping Lu, Jian Dong.  (2018)  Amphiphilic Optimization Enables Polyaspartamides with Effective Kinetic Inhibition of Tetrahydrofuran Hydrate Formation: Structure–Property Relationships.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.8b03615]