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Canagliflozin heMihydrate Produkt Beschreibung

Canagliflozin heMihydrate Struktur
928672-86-0
CAS-Nr.
928672-86-0
Englisch Name:
Canagliflozin heMihydrate
Synonyma:
Cageline;TA7284 hemihydrate;TA-7284 hemihydrate;Invokana hemihydrate;Canagliflozin hydrate;Cagliflozin heMihydrate;JNJ28431754 hemihydrate;JNJ 28431754 hemihydrate;JNJ-28431754 hemihydrate;Canagliflozin heMihydrate
CBNumber:
CB32677171
Summenformel:
C24H27FO6S
Molgewicht:
462.53
MOL-Datei:
928672-86-0.mol

Canagliflozin heMihydrate Eigenschaften

Sicherheit

Canagliflozin heMihydrate Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Canagliflozin, an orally active and selective sodium–glucose cotransporter 2 (SGLT2) inhibitor, was co-developed by Mitsubishi Tanabe Pharma and Johnson & Johnson (J&J) for the treatment of type 2 diabetes mellitus (T2DM) and obesity. The drug was approved in March by the U.S. FDA and launched in April 2013 in the U.S. SGLT2 is involved in the glucose re-absorption pathway in the kidney, and its inhibition increases urinary glucose excretion, and reduces plasma glucose and HbA1c levels. In addition, canagliflozin is safe in combination with other commonly used antidiabetic agents and has a significant effect on body weight reduction. A recently published process patent from ScinoPharm Taiwan describes the synthesis of canagliflozin.

Verwenden

Canagliflozin Hemihydrate is a derivative of Canagliflozin (C175190), which is a sodium/glucose cotransporter 2 (SGLT2) inhibitor. Canagliflozin has been shown to dose dependently reduce calculated renal threshold for glucose excretion and increase urinary glucose excretion. Canagliflozin is a candidate for the treatment of type 2 diabetes and obesity.

Chemical Synthesis

Synthesis of the aglycone region of canagliflozin was described in a separate patent by first condensing commercially available 5- bromo-2-methylbenzoyl chloride (14) and 2-(4-fluorophenyl)- thiophene (15) under Friedel–Crafts acylation conditions to give ketone 16 in 69% yield as a crystalline solid. Ketone 16 was then reduced with triethylsilyl hydride in the presence of BF3Et2O at low temperature to give aglycone bromide 17 in 70% yield. The precursor for the glycoside moiety, commercially available glycoside triol 18, was selectively treated with t-butyldiphenylsilyl chloride (TBDPSCl) in THF in the presence of imidazole to give the bis-silyl ether 19 in 81% yield. Next, a unique, stereospecific b-C-arylglucosidation was developed to secure the union of the aglyone- and glycoside-containing portions of canagliflozin. Bromide 17 was subjected to magnesium powder under standard Grignard conditions prior to treatment with AlCl3 in THF in situ. This resulting mixture was then exposed to a solution of compound 19 in PhOMe which had been pre-treated with n-BuLi, and the entire mixture was then warmed to 150 ℃ for 5 h to ultimately give the b-anomer 20 in 56% yield. Finally, removal of the silyl groups within 20 with tetrabutyl ammonium fluoride (TBAF) in THF delivered canagliflozin hydrate (III) in 73% yield.

Canagliflozin heMihydrate Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Canagliflozin heMihydrate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 183)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
Shanghai Rochi Pharmaceutical Co.,Ltd.
15000076078 0086-21-38751876
info@rochipharma.com CHINA 432 58
Anqing Chico Pharmaceutical Co., Ltd.
15380796838
chloewu@chicopharm.cn CHINA 341 58
Henan DaKen Chemical CO.,LTD.
+86-371-66670886
info@dakenchem.com China 15427 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com China 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9128 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3013 60
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
ATK CHEMICAL COMPANY LIMITED
+86 21 5161 9050/ 5187 7795
+86 21 5161 9052/ 5187 7796 ivan@atkchemical.com CHINA 26782 60
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29954 58
Shanghai Arbor Chemical Co., Ltd.
021-60451682
021-60451683 act@arborchemical.com CHINA 906 58

  • Cagliflozin heMihydrate
  • Canagliflozin hydrate (2:1)
  • Canagliflozin heMihydrate
  • D-Glucitol, 1,5-anhydro-1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]Methyl]-4-Methylphenyl]-, hydrate (2:1)
  • Canagliflozin heMihydrates
  • (2S,3R,4R,5S,6R)-2-(3-((5-(4-fluorophenyl)thiophen-2-yl)methyl)-4-methylphenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol Hemihydrate
  • (1S)-1,5-Anhydro-1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl]-D-glucitol hydrate (2:1)
  • Cageline
  • Invokana hemihydrate
  • JNJ 28431754 hemihydrate
  • JNJ28431754 hemihydrate
  • JNJ-28431754 hemihydrate
  • JNJ28431754 HEMIHYDRATE; JNJ-28431754 HEMIHYDRATE; JNJ 28431754 HEMIHYDRATE; TA-7284 HEMIHYDRATE; TA7284 HEMIHYDRATE; INVOKANA HEMIHYDRATE
  • TA7284 hemihydrate
  • TA-7284 hemihydrate
  • Canagliflozin hydrate
  • bis((2S,3R,4R,5S,6R)-2-(3-{[5-(4-fluorophenyl)thio phen-2-yl]methyl}-4-methylphenyl)-6-(hydroxymet hyl)oxane-3,4,5-triol) hydrate
  • Canagliflozin (API)
  • Canagli ozin Hemi hydrate
  • (1S)-1,5-anhydro-1-C-[3-[[5-(4-fluorophenyl)-2-thienyl]methyl]-4-methylphenyl]-D-glucitol Hemihydrate
  • Canagliflozin hemihydrate (JNJ 28431754)
  • 928672-86-0
  • 2C24H25FO5SH2O
  • C24H25FO5SH2O
  • C24H25FO5S12H2O
  • Canagliflozin
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