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SAG

SAG structure

CAS No:
912545-86-9
Formula:
C28H28ClN3OS
Chemical Name:
SAG
Synonyms:
3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]- benzo[b]thiophene-2-carboxamide;SAG;Smoothened Agonist (SAG) free base;CS-1655;3-Chloro-N-[trans-4-(MethylaMino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]Methyl]-;SAG (cyclopamine antagonist);SAG (Smo agonist);3-chloro-N-((1r,4r)-4-(methylamino)cyclohexyl)-N-(3-(pyridin-4-yl)benzyl)benzo[b]thiophene-2-carboxamide
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

SAG (912545-86-9) is a smoothened agonist which binds directly to SMO and can block SMO inhibition by cyclopamine (Cat.# 10-1082). The conformation of SMO is altered by SAG binding which results in the accumulation of SMO in cilia and activated gene transcription. It should be noted that SAG inhibits hedgehog signaling at concentrations greater than 1 μM (EC50for SMO activation is ~ 3 nM).1

Orange to Red Oil

ChEBI: 3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[3-(pyridin-4-yl)benzyl]-1-benzothiophene-2-carboxamide is a member of the class of 1-benzothiophenes that is 3-chloro-1-benzothiophene-2-carboxamide in which the amide nitrogen is substituted by trans-4-(methylamino)cyclohexyl and 3-(pyridin-4-yl)benzyl groups. A smoothened (Smo) receptor agonist that antagonizes cyclopamine action at the Smo receptor. Activates the Hedgehog signaling pathway in a Patched independent manner. It has a role as a SMO receptor agonist. It is a member of 1-benzothiophenes, an organochlorine compound, a biaryl, a phenylpyridine, a tertiary carboxamide and a secondary amino compound.

SAG Basic Attributes

Molecular Weight：

490.06

Exact Mass：

490.06

Color/Form：

white to beige

HScode：

2934999090

Characteristics

Density：

1.30±0.1 g/cm3(Predicted)

Boiling Point：

688.6±55.0 °C(Predicted)

Water Solubility：

H2O: 20mg/mL, clear

PKA：

10+-.0.40(Predicted)

Critical Temperature & Pressure：

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Safety Information

wgk germany：

WGK 3

Storage features：

+4°C

RIDADR：

UN 2811 6.1 / PGIII

SAG Use and Manufacturing

A potent agonist of Hedgehog (Hh) signalling by activating the Smoothened (Smo) protein function. Studies identify novel properties of molecules displaying potential interest in the treatment of various cancers and brain diseases, and demonstrate that Smo is capable of signaling through G15.

Smoothened agonist (SAG) dihydrochloride has been used as a sonic hedgehog (SHH) pathway agonist:to study its effects on mouse hippocampal cellsto determine its effects on the mitochondrial network in zebrafish embryoto study its effects on murine embryonic fibroblasts

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