Ertugliflozin

Modify Date: 2025-08-21 17:39:02

Ertugliflozin Structure
Ertugliflozin structure
 Common Name Ertugliflozin
CAS Number 1210344-57-2 Molecular Weight 436.883
Density 1.5±0.1 g/cm3 Boiling Point 630.5±55.0 °C at 760 mmHg
Molecular Formula C22H25ClO7 Melting Point N/A
MSDS N/A Flash Point 335.1±31.5 °C

 Use of Ertugliflozin


Ertugliflozin (PF-04971729) is a potent, selective and orally active inhibitor of the sodium-dependent glucose cotransporter 2 (SGLT2), with an IC50 of 0.877 nM for h-SGLT2[1]. A drug for the treatment of type 2 diabetes mellitus[2].

 Names

Name (1S,2S,3S,4R,5S)-5-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
Synonym More Synonyms

 Ertugliflozin Biological Activity

Description Ertugliflozin (PF-04971729) is a potent, selective and orally active inhibitor of the sodium-dependent glucose cotransporter 2 (SGLT2), with an IC50 of 0.877 nM for h-SGLT2[1]. A drug for the treatment of type 2 diabetes mellitus[2].
Related Catalog
Target

IC50: 0.877 nM (h-SGLT2)[1].

In Vitro Ertugliflozin (PF-04971729) demonstrates >2000-fold selectivity for SGLT2 inhibition (relative to SGLT1) in vitro[3].
In Vivo Ertugliflozin (PF-04971729) reveals a concentration-dependent glucosuria after oral administration to rats[3].
References

[1]. Mascitti V, et al. Discovery of a clinical candidate from the structurally unique dioxa-bicyclo[3.2.1]octane class of sodium-dependent glucose cotransporter 2 inhibitors. J Med Chem. 2011 Apr 28;54(8):2952-60.

[2]. Miao Z, et al. Pharmacokinetics, metabolism, and excretion of the antidiabetic agent ertugliflozin (PF-04971729) in healthy male subjects. Drug Metab Dispos. 2013 Feb;41(2):445-56.

[3]. Kalgutkar AS, et al. Preclinical species and human disposition of PF-04971729, a selective inhibitor of the sodium-dependent glucose cotransporter 2 and clinical candidate for the treatment of type 2 diabetes mellitus. Drug Metab Dispos. 2011 Sep;39(9):1609-19.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 630.5±55.0 °C at 760 mmHg
Molecular Formula C22H25ClO7
Molecular Weight 436.883
Flash Point 335.1±31.5 °C
Exact Mass 436.128876
PSA 108.61000
LogP 6.49
Vapour Pressure 0.0±1.9 mmHg at 25°C
Index of Refraction 1.652
Storage condition -20℃

 Synthetic Route

{(2S,3S)-3,4,5-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-6,8-dioxa-bicyclo[3.2.1]oct-1-yl}-methanol structure

{(2S,3S)-3,4,5-...

CAS#:1210763-25-9

~28%

Ertugliflozin Structure

Ertugliflozin

CAS#:1210344-57-2

(1S,2S,3S,4S,5S)-5-[4-chloro-3-(4-ethoxybenzyl)phenyl]-1-hydroxymethyl-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol structure

(1S,2S,3S,4S,5S...

CAS#:1210344-58-3

Literature: WO2010/23594 A1, ; Page/Page column 64-66 ;
(1R,2R)-1-((S)-5,5-bis(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-1,3-dithian-2-yl)ethane-1,2-diol structure

(1R,2R)-1-((S)-...

CAS#:1233482-00-2

~%

Ertugliflozin Structure

Ertugliflozin

CAS#:1210344-57-2

Literature: Organic Letters, , vol. 12, # 13 p. 2940 - 2943

 Precursor & DownStream

Precursor  2

DownStream  0

 Synonyms

(1S,2S,3S,4R,5S)-5-[4-Chloro-3-(4-ethoxybenzyl)phenyl]-1-(hydroxymethyl)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
Ertugliflozin
PF-04971729
Ertugliflozin (USAN/INN)
PF-04971729-00
MK-8835
cc-212
(1S,2S,3S,4R,5S)-5-[4-chloro-3-(4-ethoxybenzyl)phenyl]-1-hydroxymethyl-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
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