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SAG

Product Name
SAG
CAS No.
912545-86-9
Chemical Name
SAG
Synonyms
SAG;CS-1655;SAG.HCI;SAG free base;SAG (Smo agonist);Smoothened Agonist;SAG.HCl(free base);SAG(Smoothened Agonist);Smoothened Agonist (SAG);SAG (Smo agonist) free base
CBNumber
CB91565561
Molecular Formula
C28H28ClN3OS
Formula Weight
490.06
MOL File
912545-86-9.mol
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SAG Property

Boiling point:
688.6±55.0 °C(Predicted)
Density 
1.30±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
Soluble in DMSO (up to 20 mg/ml), in DMF (up to 20 mg/ml) or in Ethanol (up to 20 mg/ml).
pka
10?+-.0.40(Predicted)
form 
lyophilized solid
color 
white to beige
Sensitive 
Light Sensitive
Stability:
Light Sensitive
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Safety

RIDADR 
UN 2811 6.1 / PGIII
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1314
Product name
SAG dihydrochloride
Purity
≥98% (HPLC)
Packaging
1MG
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
SML1314
Product name
SAG dihydrochloride
Purity
≥98%(HPLC)
Packaging
5mg
Price
$462
Updated
2024/03/01
Alfa Aesar
Product number
J65248
Product name
SAG
Packaging
1mg
Price
$159
Updated
2023/06/20
Cayman Chemical
Product number
11914
Product name
SAG
Purity
≥98%
Packaging
1mg
Price
$36
Updated
2024/03/01
Cayman Chemical
Product number
11914
Product name
SAG
Purity
≥98%
Packaging
5mg
Price
$98
Updated
2024/03/01
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SAG Chemical Properties,Usage,Production

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 (EC50?for SMO activation is ~ 3 nM).1

Chemical Properties

Orange to Red Oil

Uses

Smoothened agonist (SAG) dihydrochloride has been used as a sonic hedgehog (SHH) pathway agonist:

  • to study its effects on mouse hippocampal cells
  • to determine its effects on the mitochondrial network in zebrafish embryo
  • to study its effects on murine embryonic fibroblasts

Uses

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.

Definition

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.

Biochem/physiol Actions

SAG is a potent and cell-permeable smoothened (Smo) agonist that activates Hedgehog pathway and counteracts Cyclopamine inhibition of Smo.

storage

+4°C

References

References/Citations 1) Chen?et al. (2002), Small molecule modulation of Smoothened activity; Proc. Natl. Acad. Sci. USA,?99?1407

SAG Preparation Products And Raw materials

Raw materials

Preparation Products

912545-86-9, SAGRelated Search:


  • 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
  • Smoothened Agonist (SAG) HCl
  • SAG.HCI
  • SAG(Smoothened Agonist)
  • Smoothened Agonist (SAG)
  • 3-chloro-N-[4-(methylamino)cyclohexyl]-N-[(3-pyridin-4-ylphenyl)methyl]-1-benzothiophene-2-carboxamide
  • Smoothened Agonist
  • SAG free base
  • SAG; SAG FREE BASE; SAG (SMO AGONIST); SAG (CYCLOPAMINE ANTAGONIST);
  • Benzo[b]thiophene-2-carboxamide, 3-chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]-
  • SAG (Smo agonist) free base
  • SAG.HCl(free base)
  • 3-Chloro-N-(trans-4-(methylamino)cyclohexyl)-N-(3-(pyridin-4-yl)benzyl)benzo[b]thiophene-2-carboxamide
  • (2R,3S,5R)-2-((((S)-(((2R,3S,5R)-5-(6-benzamido-9H-purin-9-yl)-2-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)tetrahydrofuran-3-yl)oxy)(2-cyanoethoxy)phosphorothioyl)oxy)methyl)-5-(2-isobutyramido-6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuran-3-yl (2-cyanoethyl) diisopropylphosphoramidite
  • 912545-86-9
  • 5054-47-5
  • C28H28ClN3OS
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • Heterocyclic Compounds
  • Heterocycles