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Dapagliflozin propanediol monohydrate

Product Name
Dapagliflozin propanediol monohydrate
CAS No.
960404-48-2
Chemical Name
Dapagliflozin propanediol monohydrate
Synonyms
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
Molecular Formula
C24H33ClO8
Formula Weight
484.97
MOL File
960404-48-2.mol
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Dapagliflozin propanediol monohydrate Property

Melting point:
74 - 78°C
storage temp. 
-20°C Freezer
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
Solid
color 
White to Off-White
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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.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
D185398
Product name
DapagliflozinPropanediolHydrate
Packaging
100mg
Price
$640
Updated
2021/12/16
Biosynth Carbosynth
Product number
MD45346
Product name
Dapagliflozin propanediol monohydrate
Packaging
250mg
Price
$750
Updated
2021/12/16
AK Scientific
Product number
9589AF
Product name
Dapagliflozin((2S)-1,2-propanediol,hydrate)
Packaging
10g
Price
$1157
Updated
2021/12/16
Biosynth Carbosynth
Product number
MD45346
Product name
Dapagliflozin propanediol monohydrate
Packaging
50mg
Price
$250
Updated
2021/12/16
Biosynth Carbosynth
Product number
MD45346
Product name
Dapagliflozin propanediol monohydrate
Packaging
100mg
Price
$400
Updated
2021/12/16
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Dapagliflozin propanediol monohydrate Chemical Properties,Usage,Production

Description

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.

Uses

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.

Synthesis

Dapagliflozin propanediol hydrate, an orally active sodium glucose cotransporter type 2 (SGLT-2) inhibitor, was developed by Bristol-Myers Squibb (BMS) and AstraZeneca for the once-daily treatment of type 2 diabetes. As opposed to competitor SGLT-2 inhibitors, dapagliflozin was not associated with renal toxicity or long-term deterioration of renal function in phase III clinical trials. The drug exhibits excellent SGLT2 potency with more than 1200 fold selectivity over the SGLT1 enzyme.

Dapagliflozin propanediol monohydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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Dapagliflozin propanediol monohydrate Suppliers

Shanghai Peiling Biological Technology Co., LTD
Tel
13127581762
Email
peilingchem@sina.com
Country
China
ProdList
100
Advantage
58
Cangzhou Enke Pharma-tech Co., Ltd.
Tel
0317-5296180 15533709196
Fax
0317-5106596
Email
sale@enkepharma.com
Country
China
ProdList
1898
Advantage
55
HuBei ShengBaoLai Biological Technology Co., Ltd
Tel
027-59105235 13007105135
Fax
027-59105235
Email
sbl1120@163.com
Country
China
ProdList
107
Advantage
55
Porton Pharma Solutions Ltd.
Tel
23-86083200-6540
Fax
023860832006830
Email
jia.chen@portonpharma.com
Country
China
ProdList
56
Advantage
58
Beijing Huikang Boyuan Chemical Tech Co., Ltd
Tel
010-68862197 13810598707
Fax
010-68882204
Email
sales@huikangchem.com
Country
China
ProdList
103
Advantage
61
Hubei Yuanmeng Biotechnology Co., Ltd
Tel
027-68897569 18120462897
Fax
027-68897569
Email
fiona@yuanmengbio.com
Country
China
ProdList
2075
Advantage
58
Shandong Sihuan Pharmaceutical Co., Ltd.
Tel
0531-88993893 13335127975
Fax
QQ:787658403
Email
fairouz@sdsihuanpharm.com
Country
China
ProdList
89
Advantage
58
Molcoo Chemicals Inc.
Tel
18627756402
Email
3001051413@qq.com
Country
China
ProdList
9557
Advantage
58
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9499
Advantage
66
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
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View Lastest Price from Dapagliflozin propanediol monohydrate manufacturers

Nanjing Fred Technology Co., Ltd
Product
Dapagliflozin propanediol monohydrate 960404-48-2
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
Dapagliflozin Propanediol Monohydrate 960404-48-2
Price
US $0.00/g
Min. Order
1g
Purity
More Than 99%
Supply Ability
100kg/Month
Release date
2024-09-06
Hangzhou Hyper Chemicals Limited
Product
Dapagliflozin propanediol monohydrate 960404-48-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
150kg
Release date
2024-05-10

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