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K4264

Sigma-Aldrich

KR-62436 hydrate

≥95%, powder

Synonym(s):

6-{2-[(5-Cyano-4,5-dihydropyrazol-1-yl)-2-oxoethylamino]ethylamino}nicotinonitrile dihydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C14H15N7O·2HCl · xH2O
CAS Number:
761414-79-3
Molecular Weight:
370.24 (anhydrous basis)
MDL number:
MFCD17215675
UNSPSC Code:
51111800
PubChem Substance ID:
24724521
NACRES:
NA.77

Assay

≥95%

form

powder

color

white to beige

solubility

H2O: 5 mg/mL, clear

storage temp.

2-8°C

SMILES string

O.Cl.Cl.O=C(CNCCNc1ccc(cn1)C#N)N2N=CCC2C#N

InChI

1S/C14H15N7O.2ClH.H2O/c15-7-11-1-2-13(19-9-11)18-6-5-17-10-14(22)21-12(8-16)3-4-20-21;;;/h1-2,4,9,12,17H,3,5-6,10H2,(H,18,19);2*1H;1H2

InChI key

FQZOFSJMRKZMSV-UHFFFAOYSA-N

Biochem/physiol Actions

KR-62436 is a competitive inhibitor of dipeptidyl peptidase-IV (DPP-IV). DPP-IV is a serine protease which inactivates glucagon-like peptide (GLP-1); IC50 0.1-0.8 μM; GLP-1 is a potent stimulus for insulin secretion and inducer of satiety after food intake, but it has a very short action (1 min) because it is rapidly degraded by DPP-IV; blocking DPP-IV increases GLP-1 action and increases plasma insulin levels; DPP-IV inhibitors and KR-62436 have clinical potential as anti-diabetic agents

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Kwang-Rok Kim et al.
European journal of pharmacology, 518(1), 63-70 (2005-08-18)
Dipeptidyl peptidase-IV (DPP-IV) is involved in the inactivation of glucagon-like peptide-1 (GLP-1), a potent insulinotropic peptide. Thus, DPP-IV inhibition can be an effective approach to treat type 2 diabetes mellitus by potentiating insulin secretion. This study describes the biological effects
Emi Kawakita et al.
Molecular cancer research : MCR, 19(1), 61-73 (2020-10-01)
The biological influence of antidiabetic drugs on cancer cells and diabetic cancer patients has not yet been completely elucidated. We reported that a dipeptidyl peptidase (DPP)-4 inhibitor accelerates mammary cancer metastasis by inducing epithelial-mesenchymal transition (EMT) through the CXCL12/CXCR4/mTOR axis.
Fan Yang et al.
Cancer research, 79(4), 735-746 (2018-12-26)
Dipeptidyl peptidase (DPP)-4 is a multifunctional glycoprotein involved in various biological and pathologic processes. DPP-4 has been widely recognized as a therapeutic target for type 2 diabetes mellitus but is also implicated in the development of human malignancies. Here, we

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