Dapagliflozin propanediol monohydrate
|
|
- CAS-Nr.
- 960404-48-2
- Englisch Name:
- Dapagliflozin propanediol monohydrate
- Synonyma:
- Dapagliflozin propylene glycolate hydrate;Dapagliflozin propanediol hydrate;Forxiga;(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;CS-1307;Dapaglilozin;Enzymes Pepsase;Dapagliflozin Hydrate;Dapagliflozin SC crystal;Dapagliflozin Impurity 67
- CBNumber:
- CB62705080
- Summenformel:
- C24H33ClO8
- Molgewicht:
- 484.97
- MOL-Datei:
- 960404-48-2.mol
|
Dapagliflozin propanediol monohydrate Eigenschaften
- Schmelzpunkt:
- 74 - 78°C
- storage temp.
- -20°C Freezer
- Löslichkeit
- Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
Bildanzeige (GHS) |
|
Alarmwort |
Warnung |
Gefahrenhinweise |
Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
H302 |
Gesundheitsschädlich bei Verschlucken. |
Akute Toxizität oral |
Kategorie 4 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizität (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
src="/GHS07.jpg" width="20" height="20" /> |
|
|
Sicherheit |
P261 |
Einatmen von Staub vermeiden. |
P280 |
Schutzhandschuhe/Schutzkleidung/Augenschutz tragen. |
P301+P312 |
BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen. |
P302+P352 |
BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen. |
P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen. |
|
Dapagliflozin propanediol monohydrate Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
Dapagliflozin propanediol monohydrate is the first approved sodium-glucose cotransporter protein 2 (SGLT2) inhibitor. It is indicated for the treatment of type 2 diabetes. When combined with diet and exercise in adults, dagliflozin helps improve glycaemic control by inhibiting glucose reabsorption in the proximal tubules of renal units and causing glycosuria. Dagliflozin can be given alone or in combination with insulin or other oral hypoglycaemic agents as adjunctive therapy.
Dagliflozin was originally approved by the FDA on 8 January 2014 for use in combination with diet and exercise to improve glycemic control in adults with type 2 diabetes. It was later approved in April 2021 to reduce the risk of declining kidney function, kidney failure, cardiovascular death and hospitalisation for heart failure in adults with chronic kidney disease.
Verwenden
Dapagliflozin Propanediol Hydrate is an SGLT2 inhibitor, which can be used for the treatment of diabetes.
Definition
ChEBI: A hydrate that consists of dapagliflozin compounded with (S)-propylene glycol and hydrate in a (1:1:1) ratio. Used to improve glycemic control, along with diet and exercise, in adults with type 2 diabetes.
Clinical Use
The most likely process-scale synthesis has been described in a literature publication and patent, and
this is summarized in the scheme below. The synthesis began with global silylation glucolactone 63
to form tetrasiloxide 64. In parallel, commercial 5-bromo-2-chlorobenzoyl acid (65) was converted to
the corresponding acid chloride with oxalyl chloride. Subsequently, this acid chloride was subjected to
Friedel-Crafts acylation with ethyl phenyl ether (“phenetole”) in the presence of aluminum trichloride at
low temperature to give benzophenone 66 in 91% yield. Next, the carbonyl functionality within 66 was
removed upon treatment with triethylsilane and boron trifluoride-etherate, producing 5-bromo-2-chloro-
4'-ethoxydiphenylmethane 67 in 75% yield as the aglycon partner. Aryl bromide 67 was subjected to lithium halogen exchange conditions and subsequent exposure to lactone 64, which gave a mixture of
lactols which were then immediately subjected to methanesulfonic acid to provide glucol 68 in 85%
yield. The anomeric methoxy group of 68 was reduced with triethylsilane and boron trifluoride-etherate
followed by peracetylation to deliver α-C-glycoside tetra-acetate 69 in 55% (two steps) after
recrystalliaztion in ethanol. Hydrolysis of polyacetate 69 with lithium hydroxide gave dapagliflozin in
quantitative yield, and upon treatment with propanediol in water, dapagliflozin propanediol hydrate (X)
was produced.
Dapagliflozin propanediol monohydrate Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Dapagliflozin propanediol monohydrate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 271)Lieferanten
- Dapagliflozin (S)-Propylene Glycol Hydrate
- Dag column net a water glycol
- Dapagliflozin,(2S)-1,2-propanediol, hydrate (1:1:1)
- Dapagliflozin ((2S)-1,2-propanediol, hydrate)###461432-26-8###Dapagliflozin
- Dapagliflozin ((2S)-1,2-propanediol, hydrate)
- BMS 512148 (2S)-1,2-propanediol
- CS-1307
- Dapragliflozin Propanediol Monohydrate
- (1S)-1,5-Anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-D-glucitol compound with (2S)-1,2-Propanediol (1:1), Monohydrate (9CI)
- (1S)-1,5-Anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl
- Dapagliflozin Impurity 67
- BMS-512148 (2S)-1,2-propanediol, hydrate
- Enzymes Pepsase
- Dapagliflozin (API)
- (1S)-1,5-Anhydro-1-C-[4-chloro-3-[(4-ethoxyphenyl)methyl]phenyl]-D-glucitol, compounded with (2S)-1,2-propanediol, hydrate (1:1:1)
- Dapagliflozin propanediol hydrate
- Dapagliflozin propylene glycolate hydrate
- Forxiga
- (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
- (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
- Dapaglilozin
- Dapagliflozin Hydrate
- Dapagliflozin Monohydrate In-House
- Dapagliflozin SC crystal
- 960404-48-2
- 496040-08-2
- C21H25ClO6C3H8O2H2O
- C24H35ClO9
- C3H8O2C21H25ClO6H2O
- API
- 960404-48-2