ChemicalBook >> CAS DataBase List >>Alogliptin benzoate

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
Molecular Weight:
461.52
MDL Number:
MFCD09833195
MOL File:
850649-62-6.mol
Last updated:2024-01-04 16:53:01

Alogliptin benzoate Properties

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
FDA UNII EEN99869SC

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H373
Precautionary statements  P264-P270-P301+P312-P330-P501-P260-P314-P501
NFPA 704
0
2 0

Alogliptin benzoate price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 23768 Alogliptin (benzoate salt) ≥98% 850649-62-6 25mg $56 2024-03-01 Buy
Cayman Chemical 23768 Alogliptin (benzoate salt) ≥98% 850649-62-6 50mg $105 2024-03-01 Buy
Cayman Chemical 23768 Alogliptin (benzoate salt) ≥98% 850649-62-6 100mg $193 2024-03-01 Buy
Cayman Chemical 23768 Alogliptin (benzoate salt) ≥98% 850649-62-6 250mg $401 2024-03-01 Buy
TRC A575440 AlogliptinBenzoate 850649-62-6 25mg $95 2021-12-16 Buy
Product number Packaging Price Buy
23768 25mg $56 Buy
23768 50mg $105 Buy
23768 100mg $193 Buy
23768 250mg $401 Buy
A575440 25mg $95 Buy

Alogliptin benzoate Chemical Properties,Uses,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).

Synthesis_850649-62-6

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

Global( 494)Suppliers
Supplier Tel Email Country ProdList Advantage
Changzhou Rokechem Technology Co., Ltd.
18758118018 sales001@rokechem.com China 255 58
Hebei Jingbo New Material Technology Co., Ltd
+8619931165850 hbjbtech@163.com China 1000 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886 info@dakenam.com China 14764 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21700 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9354 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Anqing Chico Pharmaceutical Co., Ltd.
15380796838 chloewu@chicopharm.cn CHINA 341 58

View Lastest Price from Alogliptin benzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Alogliptin Benzoate pictures 2024-03-28 Alogliptin Benzoate
850649-62-6
US $4300.00 / KG 1KG 99% 500KGS Shandong Luning Pharmaceutical Co., Ltd.
Alogliptin Benzoate pictures 2024-03-26 Alogliptin Benzoate
850649-62-6
US $0.00 / Kg/Bag 2Kg/Bag Medicine grade/99% min/PMDA/DMF 20 tons Sinoway Industrial co., ltd.
Alogliptin Benzoate pictures 2024-01-20 Alogliptin Benzoate
850649-62-6
US $9.90-9.90 / g 5g 99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customiz 100kg Wuhan Biocar Pharmacy Co., Ltd.
  • Alogliptin Benzoate pictures
  • Alogliptin Benzoate
    850649-62-6
  • US $0.00 / Kg/Bag
  • Medicine grade/99% min/PMDA/DMF
  • Sinoway Industrial co., ltd.
  • Alogliptin Benzoate pictures
  • Alogliptin Benzoate
    850649-62-6
  • US $9.90-9.90 / g
  • 99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customiz
  • Wuhan Biocar Pharmacy Co., Ltd.

Alogliptin benzoate Spectrum

(R)-2-((6-(3-aMinopiperidin-1-yl)-3-Methyl-2,4-dioxo-3,4-dihydropyriMidin-1(2H)-yl)Methyl)benzonitrile benzoate Alogliptin benzoate 2-[[6-[(3R)-3-Amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]benzonitrile benzoate Alogliptin(Alogliptin benzoate 2-[6-[3(R)-AMinopiperidin-1-yl]-3-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyriMidin-1-ylMethyl]benzonitrile benzoate Monobenzoate Alogliptin API ALOGLIPTIN(SYK-322) BENZOATE (R)-2-((6-(3-Aminopiperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl)benz 2-[[6-[(3R)-3-aMino-1-piperidinyl]-3,4-dihydro-3-Methyl-2,4-dioxo-1(2H)-pyriMidinyl]Methyl]-Benzonitrile Monobenzoate SYR 322 2-[6-[3(R)-AMinopiperidin-1-yl]-3-Methyl-2,4-dioxo-1,2,3,4-tetrahydropyriMidin-1-ylMethyl]benzonitrile benzoate ALOGLIPTIN BENZOATE 2-[[6-[(3R)-3-Amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]benzonitrile benzoate API-Reducing Blood Sugar Alogliptin (benzoate salt) Hot sale top quality Alogliptin Benzoate with factory price Alogliptin Benzoate CAS: 850649-62-6 Alogliptin benzoate(SYR 322) Benzoic acid, Glenn NESINA; SYR 322 2-[6-benzonitrile benzoate benjisuanageliedin CS-247 Alogiptin Benzoate Aglitin API Alogliptin(SYR-322)benzoate Alogliptin benzoate ISO 9001:2015 REACH Agleretine Benzoate Impurity 2-[6-[3(R)-Aminopiperidin-1-yl]-3-methyl-2,4-dioxo-1,2,3,4-t... Nesina 2(1H)-Pyridinone,5,6-dihydro-3-(4-morpholinyl)-1-[4-(2-oxo-7-piperidinyl)phenyl]- Estr-4-en-3-one,17-hydroxy-,(23β)- Aggliptin benzoate 2-[[6-[(3R)-3-amino-1-piperidyl]-3-methyl-2,4-dioxo-pyrimidin-1-yl]methyl]benzonitrile 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile benzoate (1:1) Benzonitrile,2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-, monobenzoate 850649-62-6 850649-60-6 850649-62-5 C18H21N5O2C7H6O2 antidiabetic Inhibitors pharmaceutical intermediate Final material API 850649-62-6