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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
Small molecule modulation of Smoothened activity.
2002 Oct 29
Identification and characterization of Hedgehog modulator properties after functional coupling of Smoothened to G15.
2006 Oct 20
Evidence for allosteric interactions of antagonist binding to the smoothened receptor.
2009 Jun
CDO, an Hh-coreceptor, mediates lung cancer cell proliferation and tumorigenicity through Hedgehog signaling.
2014
The presence of primary cilia in cancer cells does not predict responsiveness to modulation of smoothened activity.
2015 Jul
Blockade of Hedgehog Signaling Synergistically Increases Sensitivity to Epidermal Growth Factor Receptor Tyrosine Kinase Inhibitors in Non-Small-Cell Lung Cancer Cell Lines.
2016
Targeting hedgehog signaling pathway in pediatric tumors: in vitro evaluation of SMO and GLI inhibitors.
2016 Mar
Silibinin Treatment Inhibits the Growth of Hedgehog Inhibitor-Resistant Basal Cell Carcinoma Cells via Targeting EGFR-MAPK-Akt and Hedgehog Signaling.
2017 Jul
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
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
(4-Benzyl-piperazin-1-yl)-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethylene)-amine
Systematic Name English
Code System Code Type Description
FDA UNII
GYK6BKF2M2
Created by admin on Sat Dec 16 20:02:25 GMT 2023 , Edited by admin on Sat Dec 16 20:02:25 GMT 2023
PRIMARY
CAS
304909-07-7
Created by admin on Sat Dec 16 20:02:25 GMT 2023 , Edited by admin on Sat Dec 16 20:02:25 GMT 2023
NON-SPECIFIC STEREOCHEMISTRY
PUBCHEM
6878030
Created by admin on Sat Dec 16 20:02:25 GMT 2023 , Edited by admin on Sat Dec 16 20:02:25 GMT 2023
PRIMARY