Indications and Usage Mechanisms of Action Adverse reactions
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Alogliptin benzoate

Indications and Usage Mechanisms of Action Adverse reactions
Product Name
Alogliptin benzoate
CAS No.
850649-62-6
Chemical Name
Alogliptin benzoate
Synonyms
Nesina;CS-247;SYR 322;Aglitin API;Alogliptin API;NESINA; SYR 322;benjisuanageliedin;Alogiptin Benzoate;Aggliptin benzoate;ALOGLIPTIN BENZOATE
CBNumber
CB61011067
Molecular Formula
C25H27N5O4
Formula Weight
461.52
MOL File
850649-62-6.mol
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Alogliptin benzoate Property

Melting point:
180-182°C
storage temp. 
Refrigerator, under inert atmosphere
solubility 
Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Methanol (Slightly, Heat
form 
Solid
color 
White to Off-White
InChIKey
KEJICOXJTRHYAK-AVAJOTNLNA-N
SMILES
C(C1C=CC=CC=1)(=O)O.C(C1C=CC=CC=1C#N)N1C(N(C)C(=O)C=C1N1CCC[C@@H](N)C1)=O |&1:30,r|
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P314Get medical advice/attention if you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
23768
Product name
Alogliptin (benzoate salt)
Purity
≥98%
Packaging
25mg
Price
$56
Updated
2024/03/01
Cayman Chemical
Product number
23768
Product name
Alogliptin (benzoate salt)
Purity
≥98%
Packaging
50mg
Price
$105
Updated
2024/03/01
Cayman Chemical
Product number
23768
Product name
Alogliptin (benzoate salt)
Purity
≥98%
Packaging
100mg
Price
$193
Updated
2024/03/01
Cayman Chemical
Product number
23768
Product name
Alogliptin (benzoate salt)
Purity
≥98%
Packaging
250mg
Price
$401
Updated
2024/03/01
TRC
Product number
A575440
Product name
AlogliptinBenzoate
Packaging
25mg
Price
$95
Updated
2021/12/16
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Alogliptin benzoate Chemical Properties,Usage,Production

Indications and Usage

Alogliptin (benzoic acid) is a type-2 diabetes medication, and it is a type of serine protease dipeptidyl peptidase IV (DPP-4) inhibitor developed by the Japanese company Takeda. Alogliptin, used alone or in combination with other blood sugar-lowering medication, is usually well-tolerated in type-2 diabetes patients. This medication has a low risk of hypoglycemia, with Alogliptin treatment groups ≤8.3% and placebo groups ≤10.5%, and shows no difference between young and elderly patients. In addition to effectively lowering blood sugar, this medicine also lowers the risks of hypoglycemia and weight increase, overcoming great obstacles in patient treatment and providing new hope for diabetes treatment.

Mechanisms of Action

Alogliptin selectively inhibits DPP-4 to reduce the inactivation of glucagon-like peptide 1 (GLP-1) and increase the GLP-1 levels in the body, thus lowering blood sugar. Once blood sugar reaches normal levels, it will cease its sugar-lowering effects, thus effectively reducing the risks of hypoglycemia. Additionally, DPP-4 inhibitor also slows gastric emptying, increases the feeling of fullness, and controls appetite, thus helping patients control their weight.

Adverse reactions

Common side effects of Alogliptin include nasopharyngitis, headaches, and upper respiratory tract infection. Most side effects are light to moderate and are unrelated to dosage.

Uses

Alogliptin Benzoate is an oral antihyperglycemic agent that is a selective inhibitor of the enzyme dipeptidyl peptidase-4 (DPP-4). Alogliptin Benzoate is used in the treatment of type 2 diabetes.

Definition

ChEBI: A benzoate salt obtained by combining equimolar amounts of alogliptin and benzoic acid. Used for treatment of type 2 diabetes.

Biological Activity

alogliptin is a novel, highly selective and potent inhibitor of serine protease dipeptidylpeptidase-4 (dpp-4) with ic50 value of less than 10 nm [1].alogliptin has been reported to significantly reduce plasma dpp-4 activity and increase active glp-1 levels in a dose-dependent manner in ob/ob mice. besides, alogliptin after 4 weeks administration remarkably reduced non-fasting glycosylated hemoglobin, non-fasting plasma glucose and triglyceride levels, as well as siginificantly increased non-fasting plasma insulin and fasting pancreatic insulin content in ob/ob mice. moreover, alogliptin treated ob/ob mice have shown the increase of early-phase insulin secretion and the decrease of plasma glucose auc [2]

Clinical Use

Alogliptin benzoate is a dipeptidyl peptidase IV (DPPIV) inhibitor discovered by Takeda Pharmaceuticals and approved in Japan in 2010 for the treatment of type II diabetes mellitus. Alogliptin is an oral drug for once a day dosing to complement diet and exercise. Alogliptin is the most selective marketed DPPIV inhibition and has similar PK and PD properties compared to previous entries. The discovery, structure-activity relationship of related analogs, and synthesis of this compound have been recently published.

Synthesis

The most convenient synthesis for scale-up will be highlighted from several published routes. Commercially available 2-cycanobenzyl amine 1 was reacted with methylisocyanate in DCM at ambient temperature to provide N-methyl urea 2 in 85% yield. Reaction of the urea 2 with dimethyl malonate in refluxing ethanol with sodium ethoxide as base gave the cyclized trione 3 in 78-85% yield. The trione 3 was then refluxed in neat POCl3 to provide the penultimate chloride crude 4 in 95% yield which was reacted with Boc-protected diamine 5 in the presense of potassium carbonate in DMF to furnish alogliptin I in 93-96% yield. Treatment of alogliptin with benzoic acid in ethanol at 60-70 ??C followed by crystallization delivered the desired alogliptin benzoate (I).

target

DPP-4

References

[1] feng j, zhang z, wallace mb, stafford ja, kaldor sw, kassel db, navre m, shi l, skene rj, asakawa t, takeuchi k, xu r, webb dr, gwaltney sl 2nd. discovery of alogliptin: a potent, selective, bioavailable, and efficacious inhibitor of dipeptidyl peptidase iv. j med chem. 2007 may 17;50(10):2297-300.
[2] moritoh y1, takeuchi k, asakawa t, kataoka o, odaka h. chronic administration of alogliptin, a novel, potent, and highly selective dipeptidyl peptidase-4 inhibitor, improves glycemic control and beta-cell function in obese diabetic ob/ob mice. eur j pharmacol. 2008 jul 7;588(2-3):325-32.

Alogliptin benzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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Alogliptin benzoate Suppliers

Canada 1 China 451 India 30 United Kingdom 3 United States 22 Global 507
Jinan Kaypharm Chemical Co.,Ltd.
Tel
0531-86986780 13153183025
Fax
0531-86986781
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sales@kaypharm.cn
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China
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105
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55
Shandong Luning Pharmaceutical Co., Ltd.
Tel
13371546309
Country
China
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11
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58
Shanghai Peiling Biological Technology Co., LTD
Tel
13127581762
Email
peilingchem@sina.com
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China
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95
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58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
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55
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
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Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
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LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
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Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19172
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XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
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1791901229@qq.com
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China
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8843
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52
Jinan Trio PharmaTech Co., Ltd.
Tel
+86 (531) 88811783
Fax
+86 (531) 55696010 QQ 1762738062
Email
sales@trio-pharmatech.com (International market)
Country
China
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View Lastest Price from Alogliptin benzoate manufacturers

Sinoway Industrial co., ltd.
Product
Alogliptin Benzoate 850649-62-6
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
Medicine grade/99% min/PMDA/DMF
Supply Ability
20 tons
Release date
2021-07-21
Nanjing Fred Technology Co., Ltd
Product
Alogliptin Benzoate 850649-62-6
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
HebeiShuoshengImportandExportco.,Ltd
Product
Alogliptin Benzoate 850649-62-6
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-02

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