945667-22-1 Usage
Description
While liraglutide targets the incretin system as a GLP-1 analog for
therapeutic intervention in T2DM, saxagliptin enhances GLP-1 plasma concentrations by inhibiting the DPP-4 enzyme responsible for degradation of
GLP-1 by cleavage of the two N-terminal amino acids adjacent to alanine (or
proline), thereby rendering the hormone inactive.
Similarto vildagliptin,
saxagliptin is a cyanopyrrolidine substrate-based inhibitor. The proline
mimetic occupies the small S1-pocket while the nitrile’s trajectory aligns
with the scissile bond of the substrate. The slow dissociation kinetics of
saxagliptin is attributed to a reversible, covalent reaction between the nitrile
and the catalytically active serine hydroxyl (Ser630).
The steric bulk provided by the adamantyl moiety and the constrained cyclopropyl ring stabilizes the trans-rotamer of the amide, thereby preventing the problematic
intramolecular cyclization, via the amino group attacking the nitrile, which
is favored in the cis-conformation. Since metabolism of saxagliptin is primarily mediated by CYP3A4/5, there is a potential for drug interactions with concomitant administration of strong inducers or inhibitors of these cytochrome P450 enzymes. The most common adverse events (>5% of patients) included upper respiratory tract infection, urinary tract infection, and headache.
Originator
Bristol-Myers-Squibb (US)
Uses
Saxagliptin Hydrate is a selective and reversible dipeptidyl peptidase-4 (DPP4) inhibitor that may be used to develop treatment for type 2 diabetes.
Definition
ChEBI: A hydrate that is the monohydrate form of anhydrous saxagliptin. Used for the treatment of Type II diabetes.
Brand name
Onglyza
Check Digit Verification of cas no
The CAS Registry Mumber 945667-22-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,5,6,6 and 7 respectively; the second part has 2 digits, 2 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 945667-22:
(8*9)+(7*4)+(6*5)+(5*6)+(4*6)+(3*7)+(2*2)+(1*2)=211
211 % 10 = 1
So 945667-22-1 is a valid CAS Registry Number.
InChI:InChI:1S/C18H25N3O2.H2O/c19-8-13-2-12-3-14(12)21(13)16(22)15(20)17-4-10-1-11(5-17)7-18(23,6-10)9-17;/h10-15,23H,1-7,9,20H2;1H2
945667-22-1Relevant articles and documents
A sand geleg sandbank salt and its preparation method
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Paragraph 0034; 0035, (2018/11/03)
The invention relates to a saxagliptin salt and a preparation method thereof. The saxagliptin salt has a structure represented by the formula II. Saxagliptin p-toluene sulfonate with a stable crystal form can be obtained through the salt-forming reactions between saxagliptin free alkali and p-toluene sulfonic acid under different solution systems. Stability researches show that saxagliptin p-toluene sulfonate has a better thermal stability than that of saxagliptin monohydrate and saxagliptin hydrochloride. Moreover, the preparation method of the saxagliptin salt is simple and is suitable for industrial production.