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Canagliflozin heMihydrate

Product Name
Canagliflozin heMihydrate
CAS No.
928672-86-0
Chemical Name
Canagliflozin heMihydrate
Synonyms
Canagliflozin hydrate;Cagliflozin heMihydrate;(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;Cageline;NSC 36678;NSC 406879;Kagliflozin;TA7284 hemihydrate;TA-7284 hemihydrate;Invokana hemihydrate
CBNumber
CB32677171
Molecular Formula
2(C24H25FO5S).H2O
Formula Weight
462.53
MOL File
928672-86-0.mol
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Canagliflozin heMihydrate Property

Melting point:
94-96°C
storage temp. 
Hygroscopic, Refrigerator, under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
Stability:
Hygroscopic
InChIKey
RCCZPUWDQVUJAB-HNJBBDRUNA-N
SMILES
O[C@@H]1[C@H]([C@H](O)[C@@H](CO)O[C@H]1C1C=CC(C)=C(CC2=CC=C(C3C=CC(F)=CC=3)S2)C=1)O.O |&1:1,2,3,5,9,r|
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
C175258
Product name
CanagliflozinHemihydrate
Packaging
10mg
Price
$65
Updated
2021/12/16
TRC
Product number
C175258
Product name
CanagliflozinHemihydrate
Packaging
50mg
Price
$140
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC103621
Product name
Canagliflozin hemihydrate
Packaging
10mg
Price
$44
Updated
2021/12/16
ChemScene
Product number
CS-3205
Product name
Canagliflozinhemihydrate
Purity
99.95%
Packaging
5mg
Price
$50
Updated
2021/12/16
ChemScene
Product number
CS-3205
Product name
Canagliflozinhemihydrate
Purity
99.95%
Packaging
10mg
Price
$70
Updated
2021/12/16
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Canagliflozin heMihydrate Chemical Properties,Usage,Production

Description

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.

Uses

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.

Definition

ChEBI: Canagliflozin hydrate is a hydrate that is the hemihydrate form of canagliflozin. Used for treatment of type II diabetes via inhibition of sodium-glucose transport protein subtype 2. It has a role as a hypoglycemic agent and a sodium-glucose transport protein subtype 2 inhibitor. It contains a canagliflozin.

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¨CCrafts 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 Preparation Products And Raw materials

Raw materials

Preparation Products

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Canagliflozin heMihydrate Suppliers

Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
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View Lastest Price from Canagliflozin heMihydrate manufacturers

Nanjing Fred Technology Co., Ltd
Product
Canagliflozin hemihydrate 928672-86-0
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%,single impurity<0.1
Supply Ability
1 ton
Release date
2024-01-04
BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.
Product
Canagliflozin Hemihydrate 928672-86-0
Price
US $0.00/G
Min. Order
1G
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-09-04
Hebei Weibang Biotechnology Co., Ltd
Product
Canagliflozin heMihydrate 928672-86-0
Price
US $10.00/KG
Min. Order
100KG
Purity
99%
Supply Ability
100 mt
Release date
2021-10-09

928672-86-0, Canagliflozin heMihydrateRelated Search:


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  • Canagliflozin hemihydrate (JNJ 28431754)
  • TIANFU-CHEM 928672-86-0 Canagliflozin heMihydrate
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  • (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 hydrate
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  • 2C24H25FO5SH2O
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  • C24H25FO5S12H2O
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  • API
  • 928672-86-0