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8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione

Linagliptin

CAS: 668270-12-0

Molecular Formula: C25H28N8O2

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  5. 8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione

8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione - Names and Identifiers

Name Linagliptin
Synonyms Ondero
Bi 1356
Linagliptin
linagliptin
(R)-8-(3-Amino-piperidin-1-yl)-7-but-2-ynyl-3-methyl-1-(4-methyl-quinazolin-2-ylmethyl)-3,7-dihydro-purine-2,6-dione
8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butynyl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-d
8-[(3R)-3-Amino-1-piperidinyl]-7-(2-butynyl)-3,7-dihydro-3-methyl-1-[(4-methyl-2-quinazolinyl)methyl]-1H-purine-2,6-dione
1H-Purine-2,6-dione, 8-((3R)-3-amino-1-piperidinyl)-7-(2-butynyl)-3,7-dihydro-3-methyl-1-((4-methyl-2-quinazolinyl)methyl)-
8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione
8-[(3R)-3-aminopiperidin-1-yl]-7-(but-2-yn-1-yl)-3-methyl-1-[(4-methylquinazolin-2-yl)methyl]-3,7-dihydro-1H-purine-2,6-dione
CAS 668270-12-0
EINECS 1308068-626-2
InChI InChI=1/C25H28N8O2/c1-4-5-13-32-21-22(29-24(32)31-12-8-9-17(26)14-31)30(3)25(35)33(23(21)34)15-20-27-16(2)18-10-6-7-11-19(18)28-20/h6-7,10-11,17H,8-9,12-15,26H2,1-3H3/t17-/m1/s1

8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione - Physico-chemical Properties

Molecular FormulaC25H28N8O2
Molar Mass472.54
Density1.39
Melting Point202 ºC
Boling Point661.2±65.0 °C(Predicted)
Flash Point353.675°C
Solubility Soluble in DMSO (17 mg/ml at 25 °C), water (<1 mg/ml at 25 °C), ethanol (1 mg/ml
Vapor Presure0mmHg at 25°C
AppearanceSolid
ColorWhite to Orange
pKa10.01±0.20(Predicted)
Storage ConditionRefrigerator
Refractive Index1.717
UseA highly potent, selective CD26 (DPP-4) inhibitor.
In vitro studyIn vitro, Linagliptin exhibited potent inhibition of DPP-4 with low affinity for the hERG channel and M1 receptor (IC50 295 nM). In vitro, Linagliptin acts as a competitive inhibitor with K I of 1 nM, selectivity to DPP-4 versus DPP-8,DPP-9, aminopeptidases N and P, prolyl oligopeptidase, trypsin, plasmin, and thrombin, were 10,000-fold higher than fibroblast activation protein, 90-fold higher.
In vivo studyIn male Wistar rats, Beagle dogs, and rhesus monkeys, Linagliptin showed potent, durable, and potent inhibitory activity against DPP-4, administered orally at a dose of 1 mg/kg, more than 70% inhibition can be achieved for all species. Oral administration of Linagliptin to db/db mice 45 minutes before the oral glucose tolerance test dose-dependently reduced blood glucose excursion from 0.1 mg/kg (15% inhibition) to 1 mg/kg (66% inhibition). By inhibiting DPP-4 activity, Linagliptin reduces the expression of proinflammatory markers oxygenase-2 and macrophage inflammatory protein -2, and enhanced the formation of myofibroblasts during wound healing in ob/ob mice.

8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione - Risk and Safety

HS Code29335990

8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione - Reference

Reference
Show more
1. [IF=4.24] Mingxia Wu et al."Inhibitory effects of acorn (Quercus variabilis Blume) kernel-derived polyphenols on the activities of α-amylase, α-glucosidase, and dipeptidyl peptidase IV."Food Biosci. 2021 Oct;43:101224

8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione - Introduction

Linagliptin is a highly effective, selective DPP-4 inhibitor with an IC50 of 1 nM.
Last Update：2022-10-16 17:27:49
8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione
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Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
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CAS: 668270-12-0
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CAS: 668270-12-0
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SHANDONG SIHUAN PHARMACEUTICAL CO., LTD
Product Name: Linagliptin Request for quotation
CAS: 668270-12-0
Tel: 0531-88990216
Email: fairouz@sdsihuanpharm.com
Mobile: 13335127975
QQ: 824027327 Click to send a QQ messageSend QQ message
Hubei YoungXin Pharmaceutical Tech Co.,Ltd.
Spot supply
Product Name: Linagliptin Visit Supplier Webpage Request for quotation
CAS: 668270-12-0
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052 Click to send a QQ message
Wechat: 15671228036
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Linagliptin Visit Supplier Webpage Request for quotation
CAS: 668270-12-0
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
SHANDONG SIHUAN PHARMACEUTICAL CO., LTD
Product Name: Linagliptin Request for quotation
CAS: 668270-12-0
Tel: 0531-88990216
Email: fairouz@sdsihuanpharm.com
Mobile: 13335127975
QQ: 824027327 Click to send a QQ messageSend QQ message
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8-[(3R)-3-AMino-1-piperidinyl]-7-(2-butyn-1-yl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-dione
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