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SML2804

Dapagliflozin

Name: Dapagliflozin
Brand: SIGMA

≥98% (HPLC), powder, SGLT2 inhibitor

Synonyme(s) :

(1S)-1,5-Anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-D-glucitol, (2S,3R,4R,5S,6R)-2-(3-(4-Ethoxybenzyl)-4-chlorophenyl)-6-hydroxymethyl-tetrahydro-2H-pyran-3,4,5-triol, BMS 512148, BMS-512148

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A propos de cet article

Formule empirique (notation de Hill) :

C₂₁H₂₅ClO₆

Numéro CAS:

461432-26-8

Poids moléculaire :

408.87

NACRES:

NA.77

UNSPSC Code:

51111800

MDL number:

MFCD13182359

Assay:

≥98% (HPLC)

Form:

powder

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Propriétés

Nom du produit

Dapagliflozin, ≥98% (HPLC)

Quality Segment

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D (+7.0° to +13.0°, c = 0.2 in methanol)

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

CCOC1=CC=C(C=C1)CC2=C(C=CC([C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)=C2)Cl

InChI

1S/C21H25ClO6/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/h3-8,10,17-21,23-26H,2,9,11H2,1H3/t17-,18-,19+,20-,21+/m1/s1

InChI key

JVHXJTBJCFBINQ-ADAARDCZSA-N

Description

Biochem/physiol Actions

Dapagliflozin (BMS-512148) is an orally active, potent and selective renal sodium-dependent glucose cotransporter 2 (SGLT2; SLC5A2) inhibitor (human/rat SGLT2 IC₅₀ = 1.1/3 nM vs. human/rat SGLT1 IC₅₀ = 1.39/0.6 μM; R-methyl-D-glucopyranoside (AMG) uptake assay with respective CHO transfectants). Dapagliflozin reduces blood glucose levels (by 55% in streptozotocin (STZ)-induced hyperglycemic rats 5 hrs post 0.1 mg/kg p.o.) by preventing the renal glucose reabsorption process and promoting glucose excretion in urine with good pharmacokinetic properties and oral availability (84% in rats and 83% in dogs, respectively, post 1 mg/kg and 6.6 mg/kg p.o.) in vivo.

Orally active, potent and selective renal sodium-dependent glucose cotransporter 2 (SGLT2; SLC5A2) inhibitor with blood sugar-lowering efficacy in vivo.

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Cet article	SML2758	PZ0380	SML2580
Sigma-Aldrich SML2804 Dapagliflozin	Sigma-Aldrich SML2758 Dapagliflozin propanediol monohydrate	Sigma-Aldrich PZ0380 PF-04447943	Sigma-Aldrich SML2580 GNE-140
form powder	form powder	form powder	form powder
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level -	Quality Level -
storage temp. −20°C	storage temp. −20°C	storage temp. room temp	storage temp. −20°C
solubility DMSO: 2 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility DMSO: 2 mg/mL, clear
color white to beige	color white to beige	color white to beige	color white to beige

pictograms

GHS08,GHS07,GHS09

signalword

Danger

hcodes

H302,H319,H372,H411

pcodes

P260 - P264 - P273 - P301 + P312 - P305 + P351 + P338 - P314

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - STOT RE 1

target_organs

Kidney

Classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c