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S4572

Sigma-Aldrich

SANT-1

≥98% (HPLC), powder, SHH antagonist

Synonym(s):

(4-Benzyl-piperazin-1-yl)-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethylene)-amine

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About This Item

Empirical Formula (Hill Notation):
C23H27N5
CAS Number:
304909-07-7
Molecular Weight:
373.49
MDL number:
MFCD01827306
UNSPSC Code:
51111800
PubChem Substance ID:
329824548
NACRES:
NA.77

product name

SANT-1, ≥98% (HPLC), powder

Quality Level

100

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

−20°C

SMILES string

Cc1nn(-c2ccccc2)c(C)c1\C=N\N3CCN(CC3)Cc4ccccc4

InChI

1S/C23H27N5/c1-19-23(20(2)28(25-19)22-11-7-4-8-12-22)17-24-27-15-13-26(14-16-27)18-21-9-5-3-6-10-21/h3-12,17H,13-16,18H2,1-2H3/b24-17+

InChI key

FOORCIAZMIWALX-JJIBRWJFSA-N

Application

  • SANT-1 has been used: to treat cells and study the effect of SANT1-mediated inhibition on hedgehog signaling
  • in the generation of functional human pancreatic β cells in vitro
  • to treat of Anaplastic lymphoma kinase (ALK)-positive anaplastic large cell lymphoma cells2 and chronic lymphocytic leukemia cells3 with SANT-1 induced cell death

Biochem/physiol Actions

SANT-1 is a potent sonic hedgehog pathway (Shh) antagonist that directly inhibits by binding to the smoothened (Smo) receptor. SANT-1 inhibits wild type and oncogenic Smo with equal potency.
SANT-1 is known to induce apoptosis via Ras/NF-κB pathway in glioblastoma cells.

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Felicia W Pagliuca et al.
Cell, 159(2), 428-439 (2014-10-11)
The generation of insulin-producing pancreatic β cells from stem cells in vitro would provide an unprecedented cell source for drug discovery and cell transplantation therapy in diabetes. However, insulin-producing cells previously generated from human pluripotent stem cells (hPSC) lack many
Deobrat Dixit et al.
Cancer letters, 336(2), 347-358 (2013-04-04)
Since Shh pathway effector, Gli1, is overexpressed in gliomas, we investigated the effect of novel Shh inhibitor SANT-1 on glioma cell viability. Though SANT-1 failed to induce apoptosis, it reduced proliferation of glioma stem-like cells. Apart from canonical Shh cascade
Sigrid Nachtergaele et al.
eLife, 2, e01340-e01340 (2013-10-31)
The Hedgehog (Hh) signal is transduced across the membrane by the heptahelical protein Smoothened (Smo), a developmental regulator, oncoprotein and drug target in oncology. We present the 2.3 Å crystal structure of the extracellular cysteine rich domain (CRD) of vertebrate
Rajesh R Singh et al.
Cancer research, 69(6), 2550-2558 (2009-02-27)
Deregulation of the sonic hedgehog (SHH) signaling pathway has been implicated in several cancers but has not been explored in T-cell lymphomas. Here, we report that the SHH/GLI1 signaling pathway is activated in anaplastic lymphoma kinase (ALK)-positive anaplastic large cell
Feorillo Galivo et al.
PloS one, 12(8), e0181812-e0181812 (2017-08-17)
The gallbladder and cystic duct (GBCs) are parts of the extrahepatic biliary tree and share a common developmental origin with the ventral pancreas. Here, we report on the very first genetic reprogramming of patient-derived human GBCs to β-like cells for
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