SAG . dihydrochloride (water soluble)

CHF 70.00
In stock
AG-CR1-3585-M0011 mgCHF 70.00
AG-CR1-3585-M0055 mgCHF 210.00
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Product Details
Synonyms 3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(4-pyridinyl)benzyl]-1-benzothiophene-2-carboxamide . 2HCl
Product Type Chemical
Properties
Formula

C28H28ClN3OS . 2HCl . 3H2O

MW 490.1 . 72.9 . 54.0
CAS 912545-86-9 and 364590-63-6 (both free base)
Purity Chemicals ≥98% (HPLC)
Appearance Light yellow solid.
Solubility Soluble in water or DMSO.
Identity Determined by 1H-NMR.
InChi Key IYXUQUYRWPGIQL-KOONDFAVSA-N
Smiles O.CNC1CCC(CC1)N(CC1=CC(=CC=C1)C1=CC=NC=C1)C(=O)C1=C(Cl)C2=CC=CC=C2S1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Store solutions at -20°C in the dark.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Cell permeable Sonic hedgehog (Shh) agonist.
  • Cell permeable G-Protein-Coupled Receptor (GPCR) smoothened (Smo) agonist.
  • Induces Sonic hedgehog (Shh) pathway activation and counteracts cyclopamine inhibition of Smo.
  • Acts as an activator of Smo at low concentrations and as an inhibitor of Smo at very high concentrations.
  • Potent activator of VEGF expression in vitro.
Product References
  1. Small-molecule modulators of Hedgehog signaling: identification and characterization of Smoothened agonists and antagonists: M. Frank-Kamenetsky, et al.; J. Biol. 1, 10 (2002)
  2. Small molecule modulation of Smoothened activity: J.K. Chen, et al.; PNAS 99, 14071 (2002)
  3. Activity-dependent internalization of smoothened mediated by beta-arrestin 2 and GRK2: W. Chen, et al.; Science 306, 2257 (2004)
  4. Smoothened Signal Transduction is Promoted by G-Protein Coupled Receptor Kinase 2: A.R. Meloni et al.; Mol. Cell Biol. 26, 7550 (2006)
  5. Oxysterols stimulate Sonic hedgehog signal transduction and proliferation of medulloblastoma cells: R.B. Corcoran & M.P. Scott; PNAS 103, 8408 (2006)
  6. Identification and characterization of Hedgehog modulator properties after functional coupling of Smoothened to G15: C. Masdeu, et al.; BBRC 349, 471 (2006)
  7. Wnt signaling stimulates transcriptional outcome of the Hedgehog pathway by stabilizing GLI1 mRNA: F.K. Noubissi, et al.; Cancer Res. 69, 8572 (2009)
  8. Evidence for allosteric interactions of antagonist binding to the smoothened receptor: C.M. Rominger, et al.; J. Pharmacol. Exp. Ther. 329, 995 (2009)
  9. Converse conformational control of smoothened activity by structurally related small molecules: H. Yang, et al.; J. Biol. Chem. 284, 20876 (2009) 
  10. Identification of a suppressive mechanism for Hedgehog signaling through a novel interaction of Gli with 14-3-3: Y. Asoaka, et al.; J. Biol. Chem. 285, 4185 (2010)
  11. Smoothened agonist augments proliferation and survival of neural cells: O. Bragina, et al.; Neurosci. Lett. 482, 81 (2010)
  12. Subregional specification of embryonic stem cell-derived ventral telencephalic tissues by timed and combinatory treatment with extrinsic signals: T. Danjo, et al.; J. Neurosci. 31, 1919 (2011)
  13. Potent small molecule Hedgehog agonists induce VEGF expression in vitro: K. Seifert, et al.; Bioorg. Med. Chem. 20, 6465 (2012)
  14. Mitogen-activated kinase kinase kinase 1 inhibits hedgehog signaling and medulloblastoma growth through GLI1 phosphorylation: L. Antonucci, et al. Int. J. Oncol. 54, 505 (2018)
  15. Induction of the CD24 Surface Antigen in Primary Undifferentiated Human Adipose Progenitor Cells by the Hedgehog Signaling Pathway: F. Muoio, et al.; Biologics 1, 129 (2021)
  16. MAPK15 Controls Hedgehog Signaling in Medulloblastoma Cells by Regulating Primary Ciliogenesis: S. Pietrobono, et al.; Cancers 13, 4903 (2021)
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