ChemicalBook > CAS DataBase List > L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)

L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)

Product Name
L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)
CAS No.
951382-34-6
Chemical Name
L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)
Synonyms
CPD1060;l-prolinecompd;Ipragliflozin-002-L;Azilsartan Impurity 62;lpragliflozin L-Proline;l-prolinecompd.with(1s)-1,5-anhydro-1-c-(3-(benzo(b)thien-2-...;L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol;L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1);L-Prolinecompd.with(1S)-1,5-anhydro-1-C-[3-(benzChemicalbooko[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol(1:1);L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)ChemicalBook
CBNumber
CB42717326
Molecular Formula
C21H21FO5S.C5H9NO2
Formula Weight
519.58
MOL File
951382-34-6.mol
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L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1) Property

storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Solid
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Alichem
Product number
951382346
Product name
IpragliflozinL-Proline
Packaging
1g
Price
$202
Updated
2021/12/16
Chemenu
Product number
CM133072
Product name
L-prolinecompoundwith(2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol(1:1)
Purity
95%
Packaging
1g
Price
$204
Updated
2021/12/16
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L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1) Chemical Properties,Usage,Production

Uses

Ipragliflozin (L-Proline) is a highly potent and selective SGLT2 inhibitor with an IC50 of 2.8 nM; little and NO potency for SGLT1/3/4/5/6.

Synthesis

761423-87-4

147-85-3

951382-34-6

Synthesis of (2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol and L-proline as raw materials for the synthesis of (2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-( hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (S)-pyrrolidine-2-carboxylate was prepared in the following general procedure: in a dichloromethane solvent, 24.65 g (61.02 mmol)-2-(3-(benzo[b]thiophen-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol was added. pyran-3,4,5-triol and 7.02 g (61.02 mmol) of L-proline. The reaction mixture was heated to 35°C and stirred at this temperature for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and the crude product was collected by filtration. The crude product was purified by recrystallization from methanol to give 31.35 g of the target product, i.e., (2S,3R,4R,5S,6R)-2-(3-(benzo[b]thiophene-2-ylmethyl)-4-fluorophenyl)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (S)- pyrrolidine-2- carboxylate, with a purity of 99.8% and a yield of 99%.

in vivo

Ipragliflozin (L-Proline) shows good pharmacokinetic properties following oral dosing, and dose-dependently increases urinary glucose excretion, which lasts for over 12 h in normal mice [3]. Oral administration of ipragliflozin increases urinary glucose excretion in a dose-dependent manner, an effect which is significant at doses of 0.3 mg/kg or higher and lasts over 12 h[4]. Single administration of ipragliflozin dose-dependently increases urinary glucose excretion, reduces blood glucose and plasma insulin levels, and improves glucose intolerance [5].

IC 50

SGLT2

References

[1] Imamura M, et al. Discovery of Ipragliflozin (ASP1941): a novel C-glucoside with benzothiophene structure as a potent and selective sodium glucose co-transporter 2 (SGLT2) inhibitor for the treatment of type 2 diabetes mellitus. Bioorg Med Chem. 2012 May 15;20(10):3263-79. DOI:10.1016/j.bmc.2012.03.051
[2] Suzuki M, et al. Tofogliflozin, a potent and highly specific sodium/glucose cotransporter 2 inhibitor, improves glycemic control in diabetic rats and mice. J Pharmacol Exp Ther. 2012 Jun;341(3):692-701. DOI:10.1124/jpet.112.191593
[3] Tahara A, et al. Pharmacological profile of ipragliflozin (ASP1941), a novel selective SGLT2 inhibitor, in vitro and in vivo. Naunyn Schmiedebergs Arch Pharmacol. 2012 Apr;385(4):423-36. DOI:10.1007/s00210-011-0713-z
[4] Tahara A, et al. Antidiabetic effects of SGLT2-selective inhibitor ipragliflozin in streptozotocin-nicotinamide-induced mildly diabetic mice. J Pharmacol Sci. 2012;120(1):36-44. DOI:10.1254/jphs.12089fp
[5] Tahara A, et al. Effects of SGLT2 selective inhibitor ipragliflozin on hyperglycemia, hyperlipidemia, hepatic steatosis, oxidative stress, inflammation, and obesity in type 2 diabetic mice. Eur J Pharmacol. 2013 Sep 5;715(1-3):246-55. DOI:10.1016/j.ejphar.2013.05.014

L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1) Preparation Products And Raw materials

Raw materials

Preparation Products

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L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1) Suppliers

China 97 India 5 United Kingdom 1 United States 3 Global 106
Anhui Lianchuang Biological Medicine Co.,Ltd
Tel
0551-68779238 18056025720
Email
sales3@lcywhx.com
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China
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Nanjing Sunlida Biological Technology Co., Ltd.
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025-57798810
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025-57019371
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ShangHai Caerulum Pharma Discovery Co., Ltd.
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18149758185
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sales-cpd@caerulumpharma.com
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China
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Suzhou yacoo science co.,Ltd
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0512-87182056 18013166090
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lingling.qi@yacoo.com.cn
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Shanghai Rochi Pharmaceutical Co., Ltd.
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Pharmacodia (Beijing) Co.,Ltd
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+86-400-851-9921
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+86-10-82826195
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sales@pharmacodia.com
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Shanghai YuanYe Biotechnology Co., Ltd.
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021-61312847; 18021002903
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Shanghai QianYan Bio-technology Co., Ltd
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02781293128
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orders@biochemsafebuy.com
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Beijing Tianyukanghong Chemical Technology Co., Ltd.
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13552605092
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010-60593781
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tianyukanghong@163.com
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View Lastest Price from L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1) manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
l-prolinecompd 951382-34-6
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kgs
Release date
2025-11-17
Career Henan Chemical Co
Product
L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1) 951382-34-6
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

951382-34-6, L-Proline compd. with (1S)-1,5-anhydro-1-C-[3-(benzo[b]thien-2-ylmethyl)-4-fluorophenyl]-D-glucitol (1:1)Related Search:

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