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Trelagliptin succinate

Product Name
Trelagliptin succinate
CAS No.
1029877-94-8
Chemical Name
Trelagliptin succinate
Synonyms
SYR-472;Trelagliptin succinat;2-[[6-[(3R)-3-Aminopiperidin-1-yl]-3-methyl-2,4-dioxopyrimidin-1-yl]methyl]-4-fluorobenzonitrile,butanedioicacid;CS-924;SRY-472;SYR472 succinate;SYR-472 succinate;SYR 472 succinate;Troglitinesuccinate;SYR 111472 succinate
CBNumber
CB22645151
Molecular Formula
C22H26FN5O6
Formula Weight
475.48
MOL File
1029877-94-8.mol
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Trelagliptin succinate Property

storage temp. 
-20°C
solubility 
Soluble in DMSO
form 
Powder
color 
Off-white solid
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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.

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

ChemScene
Product number
CS-1042
Product name
Trelagliptin(succinate)
Purity
99.96%
Packaging
5mg
Price
$50
Updated
2021/12/16
Ark Pharm
Product number
P000057165
Product name
Trelagliptin succinate
Purity
98+%
Packaging
1mg
Price
$67
Updated
2021/12/16
ChemScene
Product number
CS-1042
Product name
Trelagliptin(succinate)
Purity
99.96%
Packaging
10mg
Price
$80
Updated
2021/12/16
Ark Pharm
Product number
P000057165
Product name
Trelagliptin succinate
Purity
98+%
Packaging
5mg
Price
$110
Updated
2021/12/16
ChemScene
Product number
CS-1042
Product name
Trelagliptin(succinate)
Purity
99.96%
Packaging
50mg
Price
$120
Updated
2021/12/16
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Trelagliptin succinate Chemical Properties,Usage,Production

Description

Similar to omarigliptin, trelagliptin succinate (XIX) is a highly selective, orally delivered inhibitor of DPP-4 developed by Takeda Pharmaceuticals and approved in Japan in March 2015 for the treatment of type 2 DM. Interestingly, trelagliptin is structurally similar to alogliptin, a DPP-4 inhibitor also marketed by Takeda and described in our 2010 review, differing only in the presence of a fluorine in the 5-position of the cyanobenzyl moiety. Both trelagliptin and alogliptin are potent inhibitors of DPP-4, with IC50s of 1.3 and 5.3 nM, respectively. Notably, while similar drugs are dosed once daily, trelagliptin is the first DPP-4 inhibitor approved for onceweekly dosing. Kinetic analysis has revealed that trelagliptin is a substrate-competitive, reversible, slow-binding inhibitor (t1/2 for dissociation = ca. 30 min) of DPP-4, although the dissociation time is insufficient to explain its long-acting effects. In a phase III trial, once-weekly trelagliptin (100 mg) showed similar efficacy and safety to once-daily alogliptin (25 mg) in patients with type 2 DM inadequately controlled by diet and exercise. The medicinal chemistry discovery of trelagliptin and alogliptin as well as reviews of this class of compounds have been published.

Uses

Trelagliptin succinate (SYR-472) is a selective, long acting dipeptidyl peptidase-4 (DPP-4) inhibitor. An antidiabetic agent.
Orally active DPP-4 inhibitor that produces clinically and statistically significant improvements in glycaemic control in patients with type 2 diabetes. SYR472 has a long duration of action and is well tolerated in clinical studies.

Clinical Use

Trelagliptin (SYR-472), a novel dipeptidyl peptidase-4 inhibitor used for the treatment of type 2 diabetes mellitus. Trelagliptin (as the salt Trelagliptin succinate) was approved for use in Japan in March 2015. Takeda, the company that developed Trelagliptin, chose to not get approval for the drug in the USA and EU.

Synthesis

The kilogram-scale synthesis of trelagliptin succinate has been reported in five steps from commercial starting material.102 Commercial 2-bromo-5- fluorotoluene (162) was reacted with copper cyanide in refluxing DMF to provide the corresponding nitrile in 60% yield. Benzylic bromination with AIBN and 1,3-dibromo-5,5- dimethylhydantoin (DBDMH) in DCE followed by treatment with diethyl phosphite and DIPEA gave crude benzyl bromide 163, which was substituted directly with 6-chloro-3-methyluracil (164) in the presence of DIPEA in NMP to provide chloride 165 in 86% yield. Reaction with commercial (R)-3- aminopiperidine dihydrochloride 166 in the presence of K2CO3 and i-PrOH furnished trelagliptin as the freebase. Conversion to the HCl salt and purification by crystallization from dichloromethane, followed by a freebasing via 50% NaOH, and treatment with succinic acid in THF/i-PrOH at 60 ??C, and final recrystallization, generated trelagliptin succinate XIX.

Research

Trelagliptin (Zafatek) is an orally active DPP-4 inhibitor developed by Takeda and approved in Japan for the treatment of type 2 diabetes mellitus (T2DM). Unlike other approved agents of its class, which are usually administered once daily, trelagliptin can be administered once weekly. Phase II development of trelagliptin was discontinued in the USA and EU, as Takeda considered that the costs associated with obtaining approval in these markets were prohibitive.

Trelagliptin succinate Preparation Products And Raw materials

Raw materials

Preparation Products

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Trelagliptin succinate Suppliers

Jinan Kaypharm Chemical Co.,Ltd.
Tel
0531-86986780 13153183025
Fax
0531-86986781
Email
sales@kaypharm.cn
Country
China
ProdList
118
Advantage
55
Hefei Xiuhe Biotechnology Co. Ltd.
Tel
0551-62887095 13856031416
Email
65854417@qq.com
Country
China
ProdList
170
Advantage
58
Jinan Gerunda Pharmaceutical Technology Co. , Ltd.
Tel
0531-13335183752 13287706810
Email
yujia2711@sina.com
Country
China
ProdList
22
Advantage
58
Taizhou Tongxin Bio-Tech Co., Ltd
Tel
0523-18601685-898 18652728585
Email
sales@allyrise.com
Country
China
ProdList
2742
Advantage
60
Henan Dongyao Pharmaceutical Technology Co., Ltd
Tel
18519331287
Email
1751713684@qq.com
Country
China
ProdList
168
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2923
Advantage
55
SiChuang NanBu Honesty Technology Co., Ltd.
Tel
0838-5675166 15883665058
Fax
0838-5675535
Email
nbcxkj@126.com
Country
China
ProdList
668
Advantage
55
Chembest Research Laboratories Limited
Tel
021-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6013
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
Synches Co., Ltd.
Tel
021-53292253
Fax
021-53292253
Email
biz@synches.com
Country
China
ProdList
200
Advantage
64
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View Lastest Price from Trelagliptin succinate manufacturers

Wuhan Biocar Pharmacy Co., Ltd.
Product
Trelagliptin succinate 1029877-94-8
Price
US $9.90-9.90/g
Min. Order
5g
Purity
99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customiz
Supply Ability
100kg
Release date
2022-10-19
Nanjing Fred Technology Co., Ltd
Product
Trelagliptin succinate 1029877-94-8
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
Zibo Hangyu Biotechnology Development Co., Ltd
Product
Trelagliptin succinate 1029877-94-8
Price
US $50.00-500.00/KG
Min. Order
1KG
Purity
0.99
Supply Ability
20 tons
Release date
2023-10-20

1029877-94-8, Trelagliptin succinateRelated Search:


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