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Also known as: 960404-48-2, Dapagliflozin propanediol monohydrate, Dapagliflozin propanediol hydrate, Farxiga, Dapagliflozin ((2s)-1,2-propanediol, hydrate), Bms-512148-05
Molecular Formula
C24H35ClO9
Molecular Weight
503.0  g/mol
InChI Key
GOADIQFWSVMMRJ-UPGAGZFNSA-N
FDA UNII
887K2391VH

Dapagliflozin Propanediol Monohydrate
Dapagliflozin Propanediol is the propanediol form of dapagliflozin, a selective sodium-glucose co-transporter subtype 2 (SGLT2) inhibitor with antihyperglycemic activity. Upon administration, dapagliflozin selectively targets and inhibits SGLT2, thereby preventing the reabsorption of glucose by the kidneys.
1 2D Structure

Dapagliflozin Propanediol Monohydrate

2 Identification
2.1 Computed Descriptors
2.1.1 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
2.1.2 InChI
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
2.1.3 InChI Key
GOADIQFWSVMMRJ-UPGAGZFNSA-N
2.1.4 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
2.1.5 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
2.2 Other Identifiers
2.2.1 UNII
887K2391VH
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (2s,3r,4r,5s,6r)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6- (hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol

2. 2-(3-(4-ethoxybenzyl)-4-chlorophenyl)-6-hydroxymethyltetrahydro-2h-pyran-3,4,5-triol

3. Bms 512148

4. Bms-512148

5. Bms512148

6. Dapagliflozin

7. Farxiga

8. Forxiga

2.3.2 Depositor-Supplied Synonyms

1. 960404-48-2

2. Dapagliflozin Propanediol Monohydrate

3. Dapagliflozin Propanediol Hydrate

4. Farxiga

5. Dapagliflozin ((2s)-1,2-propanediol, Hydrate)

6. Bms-512148-05

7. Dapagliflozin S-propylene Glycol Monohydrate

8. Dapagliflozin Propylene Glycolate Hydrate

9. Chebi:85079

10. Dapagliflozin Propanediol [usan]

11. Dapagliflozin Mixture With Propylene Glycol, Hydrate

12. 887k2391vh

13. (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

14. Dapagliflozin [usan:inn]

15. Dapagliflozin Propylene Glycol Hydrate

16. (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) Hydrate

17. D-glucitol, 1,5-anhydro-1-c-(4-chloro-3-((4-ethoxyphenyl)methyl)phenyl)-, (1s)-, Compd. With (2s)-1,2-propanediol, Hydrate (1:1:1)

18. Unii-887k2391vh

19. Dapagliflozin Propylene Glycolate Hydrate [jan]

20. Dapagliflozin (s)-propylene Glycol Hydrate

21. Chembl2103802

22. Dtxsid00914678

23. Ex-a2824

24. Dapagliflozin Propylene Glycol

25. Hy-10450a

26. Mfcd28167768

27. S5566

28. Akos027250601

29. Ccg-269711

30. Ac-29230

31. As-64915

32. Dapagliflozin (2s)-1,2-propanediol Hydrate

33. F20667

34. Bms-512148 (2s)-1,2-propanediol, Hydrate

35. Dapagliflozin (2s)-1,2-propanediol Monohydrate

36. Xigduo Component Dapagliflozin Propanediol

37. A900162

38. Dapagliflozin Propanediol Component Of Xigduo

39. Dapagliflozin Propanediol Monohydrate [who-dd]

40. Q27158320

41. Dapagliflozin Propanediol Monohydrate [ema Epar]

42. Dapagliflozin Compound With (2s)-1,2-propanediol Hydrate

43. Dapagliflozin Compound With (2s)-1,2-propanediol Hydrate [mi]

44. (2s)-propane-1,2-diol (2s,3r,4r,5s,6r)-2-{4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl}-6-(hydroxymethyl)oxane-3,4,5-triol Hydrate

45. (2s)-propane-1,2-diol--(1s)-1,5-anhydro-1-[4-chloro-3-(4-ethoxybenzyl)phenyl]-d-glucitol--water (1/1/1)

46. (2s,3r,4r,5s,6r)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro- 2h-pyran-3,4,5-triol, (2s)-propane-1,2-diol (1:1) Monohydrate

47. (2s,3r,4r,5s,6r)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol (s)-propane-1,2-diol Hydrate

48. (2s,3r,4r,5s,6r)-2-(4-chloro-3-(4-ethoxybenzyl)phenyl)-6-(hydroxymethyl)tetrahydro-2h-pyran-3,4,5-triol, (2s)-propane-1,2-diol (1:1) Monohydrate

49. 1700615-13-9

2.4 Create Date
2008-09-29
3 Chemical and Physical Properties
Molecular Weight 503.0 g/mol
Molecular Formula C24H35ClO9
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count9
Rotatable Bond Count7
Exact Mass502.1969604 g/mol
Monoisotopic Mass502.1969604 g/mol
Topological Polar Surface Area141 Ų
Heavy Atom Count34
Formal Charge0
Complexity493
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Indication

Forxiga is indicated in adults and children aged 10 years and above for the treatment of insufficiently controlled type 2 diabetes mellitus as an adjunct to diet and exercise

- as monotherapy when metformin is considered inappropriate due to intolerance.

- in addition to other medicinal products for the treatment of type 2 diabetes.

For study results with respect to combination of therapies, effects on glycaemic control, cardiovascular and renal events, and the populations studied.

Heart failure

- Forxiga is indicated in adults for the treatment of symptomatic chronic heart failure with reduced ejection fraction.

Chronic kidney disease

- Forxiga is indicated in adults for the treatment of chronic kidney disease.


Type 2 diabetes mellitus

Edistride is indicated in adults and children aged 10 years and above for the treatment of insufficiently controlled type 2 diabetes mellitus as an adjunct to diet and exercise

- as monotherapy when metformin is considered inappropriate due to intolerance.

- in addition to other medicinal products for the treatment of type 2 diabetes.

For study results with respect to combination of therapies, effects on glycaemic control, cardiovascular and renal events, and the populations studied, see sections 4. 4, 4. 5 and 5. 1.

Heart failure

Edistride is indicated in adults for the treatment of symptomatic chronic heart failure with reduced ejection fraction.

Chronic kidney disease

Edistride is indicated in adults for the treatment of chronic kidney disease.


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Sodium-Glucose Transporter 2 Inhibitors

Compounds that inhibit SODIUM-GLUCOSE TRANSPORTER 2. They lower blood sugar by preventing the reabsorption of glucose by the kidney and are used in the treatment of TYPE 2 DIABETES MELLITUS. (See all compounds classified as Sodium-Glucose Transporter 2 Inhibitors.)


5.2 ATC Code

A10BK01


A10BK01


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C-24,","city":"HYDERABAD. AP","supplier":"HIKMA PHARMACEUTICALS","supplierCountry":"INDIA","foreign_port":"AMMAN","customer":"MSN LABORATORIES","customerCountry":"INDIA","quantity":"17.63","actualQuantity":"17.627","unit":"KGS","unitRateFc":"2500","totalValueFC":"45547","currency":"USD","unitRateINR":"215993.8","date":"16-Jul-2024","totalValueINR":"3807323.48","totalValueInUsd":"45547","indian_port":"Hyderabad Air","hs_no":"29420090","bill_no":"4527796","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"AMMAN","supplierAddress":"INDUSTRIAL AREA,BAYADER WADI AL-SEEJORDAN,PO BOX-182400,AMMAN-11118,JORDAN Jordan","customerAddress":"MSN HOUSE, PLOT NO. C-24,"}]
12-Jan-2021
31-Aug-2024
KGS
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Quantity (KGS) & Unit rate (USD/KGS) over time

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