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SML2247

Sigma-Aldrich

1G244

≥98% (HPLC)

Synonym(s):

(2S)- 2-Amino-4-[4-[bis(4-fluorophenyl)methyl]-1-piperazinyl]-1-(1,3-dihydro-2H-isoindol-2-yl)-1,4-butanedione, 2-[(2S)-2-Amino-4-[4-[bis(4-fluorophenyl)methyl]-1-piperazinyl]-1,4-dioxobutyl]-2,3-dihydro-1H-isoindole, PTX 1210

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About This Item

Empirical Formula (Hill Notation):
C29H30F2N4O2
CAS Number:
847928-32-9
Molecular Weight:
504.57
MDL number:
MFCD30489564
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C[C@@H](C(N1CC(C=CC=C2)=C2C1)=O)N)N3CCN(C(C4=CC=C(F)C=C4)C5=CC=C(F)C=C5)CC3

InChI

1S/C29H30F2N4O2/c30-24-9-5-20(6-10-24)28(21-7-11-25(31)12-8-21)34-15-13-33(14-16-34)27(36)17-26(32)29(37)35-18-22-3-1-2-4-23(22)19-35/h1-12,26,28H,13-19,32H2/t26-/m0/s1

InChI key

ZKIQFLSGMMYCGS-SANMLTNESA-N

Biochem/physiol Actions

1G244 is a cell penetrant, highly potent and specific inhibitor of dipeptidyl peptidase 8 (DPP8) and DPP9. 1G244 is a slow-tight binding competitive inhibitor of DPP8, but it is a competitive and reversible inhibitor of DPP9.
1G244 is known to exhibit in vitro anti-myeloma actions. It might be involved in inducing pyroptotic cell death without ASC (apoptosis-associated speck-like protein containing a CARD) or interleukin (IL)-1 cleavage in human macrophage-like cells.
cell penetrant, highly potent and specific DPP8/9 inhibitor

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Tsutomu Sato et al.
Scientific reports, 9(1), 18094-18094 (2019-12-04)
Dipeptidyl peptidases (DPPs) are proteolytic enzymes that are ideal therapeutic targets in human diseases. Indeed, DPP4 inhibitors are widely used in clinical practice as anti-diabetic agents. In this paper, we show that DPP4 inhibitors also induced cell death in multiple
Franklin L Zhong et al.
The Journal of biological chemistry, 293(49), 18864-18878 (2018-10-07)
The inflammasome is a critical molecular complex that activates interleukin-1 driven inflammation in response to pathogen- and danger-associated signals. Germline mutations in the inflammasome sensor NLRP1 cause Mendelian systemic autoimmunity and skin cancer susceptibility, but its endogenous regulation remains less
Jelka Gabrilovac et al.
Immunobiology, 222(2), 327-342 (2016-09-30)
Dipeptidyl peptidase 9 (DPP9) is a relatively new member of the DPPIV family of prolyl dipeptidases which is ubiquitously expressed. Its role in regulation of immune responses and proliferation of epithelial carcinoma cells was reported. There is no data on
Veerle Matheeussen et al.
Basic research in cardiology, 108(3), 350-350 (2013-04-24)
Atherosclerosis is a chronic inflammatory disorder of the arterial wall leading to coronary artery disease, stroke, and peripheral arterial disease. Along with the discovery of dipeptidyl peptidase 4 (DPP4) as a therapeutic target in type 2 diabetes, a role for
Lindsey Mayes-Hopfinger et al.
Nature communications, 12(1), 4546-4546 (2021-07-29)
The NLRP3 inflammasome mediates the production of proinflammatory cytokines and initiates inflammatory cell death. Although NLRP3 is essential for innate immunity, aberrant NLRP3 inflammasome activation contributes to a wide variety of inflammatory diseases. Understanding the pathways that control NLRP3 activation
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