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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27N5
Molecular Weight 373.494
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SANT 1

SMILES

CC1=NN(C(C)=C1\C=N\N2CCN(CC3=CC=CC=C3)CC2)C4=CC=CC=C4

InChI

InChIKey=FOORCIAZMIWALX-JJIBRWJFSA-N
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+

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/19421011 | https://www.ncbi.nlm.nih.gov/pubmed/26943330 | https://www.ncbi.nlm.nih.gov/pubmed/26781311 | https://www.ncbi.nlm.nih.gov/pubmed/23548480

SANT-1 is antagonist of Smoothened (Smo), a distant relative of G protein-coupled receptors, mediates Hedgehog (Hh) signaling during embryonic development and can initiate or transmit ligand-independent pathway activation in tumorigenesis. It suppressed cancer cell viability, proliferation and colony formation.

Originator

Approval Year

TargetsConditions

Conditions

PubMed

PubMed

TitleDatePubMed
Silibinin Treatment Inhibits the Growth of Hedgehog Inhibitor-Resistant Basal Cell Carcinoma Cells via Targeting EGFR-MAPK-Akt and Hedgehog Signaling.
2017-07
Targeting hedgehog signaling pathway in pediatric tumors: in vitro evaluation of SMO and GLI inhibitors.
2016-03
Blockade of Hedgehog Signaling Synergistically Increases Sensitivity to Epidermal Growth Factor Receptor Tyrosine Kinase Inhibitors in Non-Small-Cell Lung Cancer Cell Lines.
2016
The presence of primary cilia in cancer cells does not predict responsiveness to modulation of smoothened activity.
2015-07
Structural basis for Smoothened receptor modulation and chemoresistance to anticancer drugs.
2014-07-10
CDO, an Hh-coreceptor, mediates lung cancer cell proliferation and tumorigenicity through Hedgehog signaling.
2014
Guggulsterone sensitizes glioblastoma cells to Sonic hedgehog inhibitor SANT-1 induced apoptosis in a Ras/NFκB dependent manner.
2013-08-19
Sonic hedgehog antagonists induce cell death in acute myeloid leukemia cells with the presence of lipopolysaccharides, tumor necrosis factor-α, or interferons.
2013-08
Pituitary adenylyl cyclase activating polypeptide inhibits gli1 gene expression and proliferation in primary medulloblastoma derived tumorsphere cultures.
2010-12-09
Small-molecule modulators of the Sonic Hedgehog signaling pathway.
2010-01
Combined targeting of histone deacetylases and hedgehog signaling enhances cytoxicity in pancreatic cancer.
2009-07
Evidence for allosteric interactions of antagonist binding to the smoothened receptor.
2009-06
Smoothened adopts multiple active and inactive conformations capable of trafficking to the primary cilium.
2009
Identification and characterization of Hedgehog modulator properties after functional coupling of Smoothened to G15.
2006-10-20
Small molecule modulation of Smoothened activity.
2002-10-29
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
SMO inhibition in a panel of 18 tumor cell lines by SANT1 moderately decreased cell viability with GI50s between 28 and 93 uM
Name Type Language
SANT 1
Common Name English
(4-Benzyl-piperazin-1-yl)-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethylene)-amine
Preferred Name English
N-[(3,5-Dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-4-(phenylmethyl)-1-piperazinamine
Systematic Name English
1-Piperazinamine, N-[(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)methylene]-4-(phenylmethyl)-
Systematic Name English
Code System Code Type Description
FDA UNII
GYK6BKF2M2
Created by admin on Wed Apr 02 18:07:32 GMT 2025 , Edited by admin on Wed Apr 02 18:07:32 GMT 2025
PRIMARY
CAS
304909-07-7
Created by admin on Wed Apr 02 18:07:32 GMT 2025 , Edited by admin on Wed Apr 02 18:07:32 GMT 2025
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
6878030
Created by admin on Wed Apr 02 18:07:32 GMT 2025 , Edited by admin on Wed Apr 02 18:07:32 GMT 2025
PRIMARY