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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;TA7284 hemihydrate;TA-7284 hemihydrate;Invokana hemihydrate;Kaglie net semihydrate
CBNumber:
CB32677171
Molecular Formula:
2(C24H25FO5S).H2O
Molecular Weight:
462.53
MDL Number:
MFCD28975933
MOL File:
928672-86-0.mol
Last updated:2024-04-22 15:07:34

Canagliflozin heMihydrate Properties

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
FDA UNII 0SAC974Z85

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

Canagliflozin heMihydrate price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC C175258 CanagliflozinHemihydrate 928672-86-0 10mg $65 2021-12-16 Buy
TRC C175258 CanagliflozinHemihydrate 928672-86-0 50mg $140 2021-12-16 Buy
ChemScene CS-3205 Canagliflozinhemihydrate 99.95% 928672-86-0 100mg $140 2021-12-16 Buy
AK Scientific 2301AH Canagliflozinhemihydrate 928672-86-0 10mg $143 2021-12-16 Buy
Biosynth Carbosynth FC103621 Canagliflozin hemihydrate 928672-86-0 100mg $200 2021-12-16 Buy
Product number Packaging Price Buy
C175258 10mg $65 Buy
C175258 50mg $140 Buy
CS-3205 100mg $140 Buy
2301AH 10mg $143 Buy
FC103621 100mg $200 Buy

Canagliflozin heMihydrate Chemical Properties,Uses,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.

Synthesis_928672-86-0

Canagliflozin heMihydrate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 267)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12456 58
Ouhuang Engineering Materials (Hubei) Co., Ltd
+8617702722807 admin@hbouhuang.com China 1696 58
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Anqing Chico Pharmaceutical Co., Ltd.
15380796838 chloewu@chicopharm.cn CHINA 341 58
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58

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View Lastest Price from Canagliflozin heMihydrate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Canagliflozin hemihydrate pictures 2024-04-22 Canagliflozin hemihydrate
928672-86-0
US $1.00 / KG 1KG 99.91% 200000 Ouhuang Engineering Materials (Hubei) Co., Ltd
Canagliflozin hemihydrate pictures 2024-01-04 Canagliflozin hemihydrate
928672-86-0
US $0.00-0.00 / kg 1kg 99%,single impurity<0.1 1 ton Nanjing Fred Technology Co., Ltd
Canagliflozin heMihydrate pictures 2023-06-26 Canagliflozin heMihydrate
928672-86-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd

Canagliflozin heMihydrate Spectrum

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 (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 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) TIANFU-CHEM 928672-86-0 Canagliflozin heMihydrate NSC 36678 NSC 406879 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 Canagliflozin hydrate Kaglie net semihydrate (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 928672-86-0 2C24H25FO5SH2O C24H25FO5SH2O C24H25FO5S12H2O Canagliflozin API 928672-86-0