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Merck
CN

SML2758

达格列净丙二醇一水合物

≥98% (HPLC), SGLT2 inhibitor, powder

别名:

(1S)-1,5-酐-1-C-[4-氯-3-[(4-乙氧基苯基)甲基]苯基]-D-葡萄糖醇(S)-丙烷-1,2-二醇(1:1)一水合物, BMS 512148 丙二醇水合物, BMS-512148 丙二醇水合物, 达格列净丙二醇水合物, 达格列净(S)-丙二醇一水合物, (2S,3R,4R,5S,6R)-2-(3-(4-乙氧基苄基)-4-氯苯基)-6-羟甲基-四氢-2H-吡喃-3,4,5-三醇丙二醇一水合物

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关于此项目

经验公式(希尔记法):
C21H25ClO6·C3H8O2·H2O
化学文摘社编号:
分子量:
502.98
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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产品名称

达格列净丙二醇一水合物, ≥98% (HPLC)

SMILES string

Clc1c(cc(cc1)[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)Cc2ccc(cc2)OCC.O[C@H](CO)C.O

InChI

1S/C21H25ClO6.C3H8O2.H2O/c1-2-27-15-6-3-12(4-7-15)9-14-10-13(5-8-16(14)22)21-20(26)19(25)18(24)17(11-23)28-21;1-3(5)2-4;/h3-8,10,17-21,23-26H,2,9,11H2,1H3;3-5H,2H2,1H3;1H2/t17-,18-,19+,20-,21+;3-;/m10./s1

InChI key

GOADIQFWSVMMRJ-UPGAGZFNSA-N

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +17 to +25, c = 1.0 in chloroform-d

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

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Biochem/physiol Actions

口服活性,强效和选择性肾钠依赖性葡萄糖共转运蛋白2(SGLT2;SLC5A2)抑制剂,在体内具有降血糖功效。
达格列净(BMS-512148)是一种口服活性、有效和选择性的肾钠依赖性葡萄糖共转运蛋白2(SGLT2;SLC5A2)抑制剂(人/大鼠SGLT2 IC50 = 1.1/3 nM,而人/大鼠SGLT1 IC50 = 1.39/0.6 μM;R-甲基-D-吡喃葡萄糖苷(AMG)摄取测定以及相应的CHO转染子)。达格列净通过防止肾脏葡萄糖重吸收过程并促进尿液中葡萄糖排泄,具有良好的药代动力学特性和口服利用度(口服1 mg/kg和6.6 mg/kg后,在大鼠和狗中分别降低了84%和83%),从而降低了血糖水平(在链脲佐菌素(STZ)诱导的高血糖大鼠中,在口服0.1 mg/kg后5小时降低了55%)体内

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Journal of medicinal chemistry, 51(5), 1145-1149 (2008-02-12)
The C-aryl glucoside 6 (dapagliflozin) was identified as a potent and selective hSGLT2 inhibitor which reduced blood glucose levels in a dose-dependent manner by as much as 55% in hyperglycemic streptozotocin (STZ) rats. These findings, combined with a favorable ADME
M Obermeier et al.
Drug metabolism and disposition: the biological fate of chemicals, 38(3), 405-414 (2009-12-10)
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The new type 2 diabetes drug, dapagliflozin, reduces blood glucose levels and body weight by inhibiting sodium glucose transporter 2 (SGLT2) in proximal tubular cells. SGLT2 inhibitors might modulate glucose influx into renal tubular cells, thereby regulating the metabolic conditions
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To explore the beneficial effects of dapagliflozin and/or insulin glargine on the pancreatic beta cell mass and hepatic steatosis in db/db mice. Six-week-old db/db mice were assigned to one of four groups: untreated (Placebo), treated with dapagliflozin (Dapa), treated with

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