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ChemicalBook >> CAS DataBase List >> Linagliptin

Linagliptin

Linagliptin price.
  • $5 - $5450
  • Product name: Linagliptin
  • CAS: 668270-12-0
  • MF: C25H28N8O2
  • MW: 472.54
  • EINECS:1308068-626-2
  • MDL Number:MFCD14635356
  • Synonyms: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;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)-;Bi 1356;Ondero;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-butynyl)-3,7-dihydro-3-Methyl-1-[(4-Methyl-2-quinazolinyl)Methyl]-1H-purine-2,6-d;8-[(3R)-3-aMinopiperidin-1-yl]-7-(but-2-yn-1-yl)-3-Methyl-1-[(4-Methylquinazolin-2-yl)Methyl]-2,3,6,7-tetrahydro-1H-purine-2,6-dione
36 prices
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  • Activate Scientific
  • Adipogen Life Sciences
  • AK Scientific
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  • ApexBio Technology
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  • ManufacturerActivate Scientific
  • Product numberAS18223
  • Product descriptionLinagliptin 96%
  • Packaging250mg
  • Price$34
  • Updated2021-12-16
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  • ManufacturerActivate Scientific
  • Product numberAS18223
  • Product descriptionLinagliptin 96%
  • Packaging1g
  • Price$86
  • Updated2021-12-16
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  • ManufacturerActivate Scientific
  • Product numberAS18223
  • Product descriptionLinagliptin 96%
  • Packaging5G
  • Price$191
  • Updated2021-12-16
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  • ManufacturerActivate Scientific
  • Product numberAS18223
  • Product descriptionLinagliptin 96%
  • Packaging25g
  • Price$641
  • Updated2021-12-16
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  • ManufacturerAdipogen Life Sciences
  • Product numberAG-CR1-3618-M050
  • Product descriptionLinagliptin ≥98%(HPLC)
  • Packaging50mg
  • Price$90
  • Updated2021-12-16
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  • ManufacturerAK Scientific
  • Product numberX1062
  • Product descriptionLinagliptin
  • Packaging1g
  • Price$109
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging25g
  • Price$476
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging10g
  • Price$286
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging5g
  • Price$145
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging1g
  • Price$49
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging250mg
  • Price$34
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
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  • Price$18
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging50mg
  • Price$11
  • Updated2021-12-16
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  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging10mg
  • Price$7
  • Updated2021-12-16
  • Buy
  • ManufacturerAmbeed
  • Product numberA392251
  • Product description(R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+%
  • Packaging5mg
  • Price$5
  • Updated2021-12-16
  • Buy
  • ManufacturerAmerican Custom Chemicals Corporation
  • Product numberAPI0007204
  • Product descriptionLINAGLIPTIN 95.00%
  • Packaging5MG
  • Price$510
  • Updated2021-12-16
  • Buy
Manufacturer Product number Product description Packaging Price Updated Buy
Activate Scientific AS18223 Linagliptin 96% 250mg $34 2021-12-16 Buy
Activate Scientific AS18223 Linagliptin 96% 1g $86 2021-12-16 Buy
Activate Scientific AS18223 Linagliptin 96% 5G $191 2021-12-16 Buy
Activate Scientific AS18223 Linagliptin 96% 25g $641 2021-12-16 Buy
Adipogen Life Sciences AG-CR1-3618-M050 Linagliptin ≥98%(HPLC) 50mg $90 2021-12-16 Buy
AK Scientific X1062 Linagliptin 1g $109 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 25g $476 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 10g $286 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 5g $145 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 1g $49 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 250mg $34 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 100mg $18 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 50mg $11 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 10mg $7 2021-12-16 Buy
Ambeed A392251 (R)-8-(3-Aminopiperidin-1-yl)-7-(but-2-yn-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-1H-purine-2,6(3H,7H)-dione 98+% 5mg $5 2021-12-16 Buy
American Custom Chemicals Corporation API0007204 LINAGLIPTIN 95.00% 5MG $510 2021-12-16 Buy

Properties

Melting point :202 ºC
Boiling point :661.2±65.0 °C(Predicted)
Density :1.39
storage temp. :Refrigerator
solubility :Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
pka :10.01±0.20(Predicted)
form :Solid
color :White to Orange
InChIKey :LTXREWYXXSTFRX-QGZVFWFLSA-N
SMILES :N1(CC#CC)C2=C(N(C)C(=O)N(CC3=NC(C)=C4C(=N3)C=CC=C4)C2=O)N=C1N1CCC[C@@H](N)C1

Safety Information

Symbol(GHS): GHS hazard pictograms
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning GHS hazard pictograms
Precautionary statements:
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352 IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321 Specific treatment (see … on this label).
P332+P313 IF SKIN irritation occurs: Get medical advice/attention.
P362 Take off contaminated clothing and wash before reuse.

Description

Linagliptin (trade names Tradjenta and Trajetna) is an inhibitor of dipeptidyl peptidase-4 (DPP-4) that was approved by the U.S. FDA in May 2011 for the treatment of Type 2 diabetes along with diet and exercise. Linagliptin (BI-1356) has been described as a potent highly selective, slow-off rate and long acting inhibitor of DPP-4. Linagliptin arose from optimization efforts of xanthine-based DPP-4 inhibitors with the initial lead identified from an HTS campaign. After optimizing the activity of the initial micromolar lead, two issues that needed to be addressed were activity for hERG and muscarinic receptor M1. Introduction of a butynyl group at the N7 position of the xanthine ring gave much reduced M1 affinity with no measureable hERG activity. Linagliptin inhibits DPP-4 with an IC50=1 nM and is highly selective (>10,000-fold) against DPP-8 and DPP-9. Linagliptin shows no interactions with CYPs up to 50 mM. The described synthesis of linagliptin starts with 8-bromoxanthine, which is alkylated at the N-7 position to introduce the butyne group, followed by alkylation of the N-1 group to introduce the methyl-quinazoline group. Displacement of the bromide with (R)-Boc-3-amino-piperidine followed by deprotection gives linagliptin. When administered to db/db mice orally, linagliptin dose dependently reduced glucose excursion from 0.1 mg/kg (15% inhibition) to 1 mg/kg (66% inhibition).

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