Synonym
DG-172; DG 172; DG172; DG 172 dihydrochloride
IUPAC/Chemical Name
(Z)-2-(2-bromophenyl)-3-(4-(4-methylpiperazin-1-yl)phenyl)acrylonitrile dihydrochloride
InChi Key
SABUORLIDVBCPI-WTLOABTRSA-N
InChi Code
InChI=1S/C20H20BrN3.2ClH/c1-23-10-12-24(13-11-23)18-8-6-16(7-9-18)14-17(15-22)19-4-2-3-5-20(19)21;;/h2-9,14H,10-13H2,1H3;2*1H/b17-14+;;
SMILES Code
N#C/C(C1=CC=CC=C1Br)=C\C2=CC=C(N3CCN(C)CC3)C=C2.[H]Cl.[H]Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
455.22
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
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Modulating Extracellular Signal-regulated Kinase (ERK)-dependent Signaling. J
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2: Lieber S, Scheer F, Finkernagel F, Meissner W, Giehl G, Brendel C, Diederich
WE, Müller-Brüsselbach S, Müller R. The inverse agonist DG172 triggers a
PPARβ/δ-independent myeloid lineage shift and promotes GM-CSF/IL-4-induced
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Finkernagel F, Obert J, Lieber S, Scharfe M, Jarek M, Toth PM, Scheer F,
Diederich WE, Reinartz S, Grosse R, Müller-Brüsselbach S, Müller R. Inverse
PPARβ/δ agonists suppress oncogenic signaling to the ANGPTL4 gene and inhibit
cancer cell invasion. Oncogene. 2013 Oct 31;32(44):5241-52. doi:
10.1038/onc.2012.549. Epub 2012 Dec 3. PubMed PMID: 23208498; PubMed Central
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4: Lieber S, Scheer F, Meissner W, Naruhn S, Adhikary T, Müller-Brüsselbach S,
Diederich WE, Müller R.
(Z)-2-(2-bromophenyl)-3-{[4-(1-methyl-piperazine)amino]phenyl}acrylonitrile
(DG172): an orally bioavailable PPARβ/δ-selective ligand with inverse agonistic
properties. J Med Chem. 2012 Mar 22;55(6):2858-68. doi: 10.1021/jm2017122. Epub
2012 Mar 8. PubMed PMID: 22369181.
