Dapagliflozin ((2S)-1,2-propanediol hydrate)

Alias: Dapagliflozin ((2S)-1,2-propanediol, hydrate); BMS-512148 (2S)-1,2-propanediol, hydrate

Cat No.:V28640 Purity: ≥98%

COA Product Data Instructions for use SDS

Dapagliflozin ((2S)-1,2-propanediol hydrate) is the S-isomer of Dapagliflozin 1,2-propanediol hydrate, which is an antidiabetic drug used to treat diabetes mellitus (DM).

Dapagliflozin ((2S)-1,2-propanediol hydrate) Chemical Structure CAS No.: 960404-48-2
Product category: SGLT

This product is for research use only, not for human use. We do not sell to patients.

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Other Forms of Dapagliflozin ((2S)-1,2-propanediol hydrate):

Dapagliflozin (BMS-512148)

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Top Publications Citing lnvivochem Products

Nature 2021, 597(7874):119-125.

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Science Trans Med 2023,15(701):eadd7872.

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Science Trans Med 2023, 15: eadd7872.

Cancer Cell 2021,39(4):529-547.e7.

Cancer Discov 2022,12(4):1106-1127.

Immunity 2023,56(3):620-634.e11.

J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

PNAS Nexus 2022,1(3):pgac063.

ACS Nano 2023,17(10):9110-9125.

Biomaterial 2023 Sep16:302:122333.

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators
Clinical Trial Information
Biological Data

Product Description

Dapagliflozin ((2S)-1,2-propanediol hydrate) is the S-isomer of Dapagliflozin 1,2-propanediol hydrate, which is an antidiabetic drug used to treat diabetes mellitus (DM). It functions as a competitive inhibitor of sodium/glucose cotransporter 2 (SGLT2), causing glucose to be excreted into the urine. Dapagliflozin, also known as (2S)-1,2-propanediol, hydrate, attenuates renal IR injury and induces HIF1 expression.

Biological Activity I Assay Protocols (From Reference)

Targets	SGLT2
ln Vitro	Dapagliflozin ((2S)-1,2-propanediol, hydrate) (0-10 μM; 24 hours) greatly improves the cell survival in hypoxic HK2 cells in a dose-dependent manner[2]. Dapagliflozin ((2S)-1,2-propanediol, hydrate) (0–10 μM; 2 hours) elevates HIF1 expression and phosphorylates AMPK and EKR in hypoxic HK2 cells, but has no effect on phosphorylating AMPK and ERK in normoxic HK2 cells[2].
Cell Assay	Cell Line: Hypoxic HK2 cell Concentration: 0 μM, 1 μM, 2 μM, 5 μM, 10 μM Incubation Time: 24 hours Result: Improved the cell viability in a dose-dependent manner compared with control cells.
References	[1]. Dapagliflozin stimulates glucagon secretion at high glucose: experiments and mathematical simulations of human A-cells. Sci Rep. 2016 Aug 18;6:31214. [2]. Dapagliflozin, SGLT2 Inhibitor, Attenuates Renal Ischemia-Reperfusion Injury. PLoS One. 2016 Jul 8;11(7):e0158810. [3]. Dapagliflozin, a Sodium-Glucose Co-Transporter 2 Inhibitor, Acutely Reduces Energy Expenditure in BAT via Neural Signals in Mice. PLoS One. 2016 Mar 10;11(3):e0150756.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula	C24H35CLO9
Molecular Weight	502.9823
Exact Mass	502.2
CAS #	960404-48-2
Related CAS #	Dapagliflozin; 461432-26-8
Appearance	Powder
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
InChi Key	GOADIQFWSVMMRJ-UPGAGZFNSA-N
InChi Code	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
Chemical 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
Synonyms	Dapagliflozin ((2S)-1,2-propanediol, hydrate); BMS-512148 (2S)-1,2-propanediol, hydrate
Storage	Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Solubility Data

Solubility (In Vitro)	DMSO: ≥ 100 mg/mL (~198.8 mM) H2O: ~2.4 mg/mL (~4.7 mM)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	1.9882 mL	9.9408 mL	19.8815 mL
	5 mM	0.3976 mL	1.9882 mL	3.9763 mL
	10 mM	0.1988 mL	0.9941 mL	1.9882 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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See Example

An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?

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The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:

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The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)

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Calculation results

Working concentration： mg/mL；

Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O，mix and clarify.

Note： (1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.

Clinical Trial Information

NCT Number	Recruitment	interventions	Conditions	Sponsor/Collaborators	Start Date	Phases
NCT02981966	Active Recruiting	Drug: Dapagliflozin Drug: Placebo	Diabetes Mellitus, Type 2	The University of Texas Health Science Center at San Antonio	May 23, 2019	Phase 4
NCT01714011	Active Recruiting	Drug: Dapagliflozin 10mg Tab Drug: Placebo	Chronic Kidney Diseases Bone Diseases, Metabolic	Mansoura University	November 10, 2022	Phase 4
NCT03199053	Active Recruiting	Drug: Dapagliflozin Drug: Saxagliptin	Diabetes Mellitus, Type 2	AstraZeneca	October 11, 2017	Phase 3
NCT04333823	Active Recruiting	Drug: Dapagliflozin 5mg Drug: Placebo	Diabetes Mellitus, Type 1	The Hospital for Sick Children	December 11, 2020	Phase 3
NCT03499704	Active Recruiting	Drug: Dapagliflozin Drug: Metformin	Diabetes Mellitus, Type 2	Celltrion Pharm, Inc.	February 11, 2020	Phase 4

Biological Data

Administration of dapagliflozin increased UGE and reduced blood glucose levels. PLoS One . 2016 Mar 10;11(3):e0150756.
Dapagliflozin acutely suppressed BAT thermogenesis by reducing sympathetic nerve activity. PLoS One . 2016 Mar 10;11(3):e0150756.
Dapagliflozin enhances hepatic gluconeogenesis and glycogenolysis. PLoS One . 2016 Mar 10;11(3):e0150756.

Effects of dapagliflozin on renal function (S(n = 5), sham; S + Dapa (n = 5), sham + dapagliflozin; IR(n = 7), vehicle-treated renal IR mice; IR + Dapa (n = 7), dapagliflozin-treated IR mice). PLoS One . 2016 Jul 8;11(7):e0158810.

Effects of dapagliflozin on HK2 cell survival and apoptosis. PLoS One . 2016 Jul 8;11(7):e0158810.
Ion currents during simulated action potentials during low glucose, high glucose, and high glucose in the presence of dapagliflozin. Sci Rep . 2016 Aug 18:6:31214.