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(+)-ITD-1
- Optical Purity: Optically pure
- Soluble in DMSO
- MF: C27H29NO3
- MW: 415.52
Description
More active (+)-enantiomer of ITD 1 (Axon 2323), a selective inhibitor of TGFβ/Smad signaling (IC50 values 0.46 μM and 6.90 μM for (+)-ITD 1 and (−)-ITD 1, respectively for TGF-β inhibition) that acts by clearing the type II TGFβ receptor from the cell surface. ITD 1 stimulates the differentiation of cardiomyocytes and promote cardiogenesis in murine embryonic stem cell (mESCs). TGFβ inhibition by the (+)-enantiomer is approximately 15-fold more effective than by its (−)-enantiomer.
More Information
| Parent CAS No. | 1409968-46-2 |
|---|---|
| Chemical Name | (R)-ethyl 4-(biphenyl-4-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate |
| SMILES | N1C2=C(C(=O)CC(C)(C)C2)[C@@H](C2=CC=C(C3=CC=CC=C3)C=C2)C(C(OCC)=O)=C1C |&1:10,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C27H29NO3/c1-5-31-26(30)23-17(2)28-21-15-27(3,4)16-22(29)25(21)24(23)20-13-11-19(12-14-20)18-9-7-6-8-10-18/h6-14,24,28H,5,15-16H2,1-4H3/t24-/m0/s1 |
| InChiKey | ULFUJLFTRWWLPO-DEOSSOPVSA-N |
| CID | 71512661 |
| Short Description | TGF-βR2 inhibitor |
References
- D. Schade et al. Synthesis and SAR of b-annulated 1,4-dihydropyridines define cardiomyogenic compounds as novel inhibitors of TGFβ signaling. J. Med. Chem. 2012, 55, 9946-9957.
- E. Willems et al. Small molecule-mediated TGF-β type II receptor degradation promotes cardiomyogenesis in embryonic stem cells. Cell Stem Cell. 2012, 11, 242-252.
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