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Alogliptin (benzoate salt)

Item № 23768
CAS № 850649-62-6
Purity ≥98%
product image
                (CAS 850649-62-6)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     25 mg $44.00 0.00
     50 mg $84.00 0.00
     100 mg $158.00 0.00
     250 mg $330.00 0.00

Pricing updated 2019-07-17. Prices are subject to change without notice.

Description
Synonyms
  • SYR-322

Alogliptin is an orally bioavailable dipeptidyl peptidase 4 (DPP-4) inhibitor (IC50 = 6.9 nM) that is selective for DPP-4 over DPP-2, DPP-8, DPP-9, prolyl endopeptidase, fibroblast activation protein (FAP), and tryptase (IC50s = >100,000 nM).1 It does not inhibit cytochrome P450 enzymes and does not block the human ether-a-go-go-related gene (hERG) channel when used at concentrations up to 30 μM.2 Alogliptin inhibits DPP-4 activity in vivo in rats, dogs, and cynomolgus monkeys (EC50s = 3.4, 4.9, and 5.6 ng/ml, respectively, in plasma).1 It increases plasma glucagon-like peptide-1 (GLP-1; Item No. 24460) and insulin levels and decreases blood glucose levels during an oral glucose challenge in Zucker fa/fa rats when administered at a dose of 10 mg/kg. Alogliptin (2.8 mg/kg per day) decreases plasma DPP-4 activity and increases GLP-1 levels in diabetic ob/ob mice when administered for 29 days.3 Formulations containing alogliptin have been used as an adjunct treatment for type 2 diabetes mellitus.

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Technical Information
Formal Name
2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile, monobenzoate
CAS Number
850649-62-6
Synonyms
  • SYR-322
Molecular Formula
C18H21N5O2 • C7H6O2
Formula Weight
461.5
Purity
≥98%
Formulation
A crystalline solid
λmax
225, 273 nm
SMILES
O=C(N(C)C1=O)C=C(N2C[C@H](N)CCC2)N1CC3=CC=CC=C3C#N.O=C(O)C4=CC=CC=C4
InChI Code
InChI=1S/C18H21N5O2.C7H6O2/c1-21-17(24)9-16(22-8-4-7-15(20)12-22)23(18(21)25)11-14-6-3-2-5-13(14)10-19;8-7(9)6-4-2-1-3-5-6/h2-3,5-6,9,15H,4,7-8,11-12,20H2,1H3;1-5H,(H,8,9)/t15-;/m1./s1
InChI Key
KEJICOXJTRHYAK-XFULWGLBSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Lee, B., Shi, L., Kassel, D.B., et al. Pharmacokinetic, pharmacodynamic, and efficacy profiles of alogliptin, a novel inhibitor of dipeptidyl peptidase-4, in rats, dogs, and monkeys Eur. J. Pharmacol. 589(1-3), 306-314 (2008).

2. Feng, J., Zhang, Z., Wallace, M.B., et al. Discovery of alogliptin: A potent, selective, bioavailable, and efficacious inhibitor of dipeptidyl peptidase IV J. Med Chem. 50(10), 2297-2300 (2007).

3. Moritoh, Y., Takeuchi, K., Asakawa, T., et al. 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. 588(2-3), 325-332 (2008).

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