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SAG

CAS No.
912545-86-9
Chemical Name:
SAG
Synonyms
SAG;SAG.HCI;CS-1655;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
Molecular Weight:
490.06
MDL Number:
MFCD22581513
MOL File:
912545-86-9.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

SAG Properties

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
FDA UNII 4XN97SZK4J

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301-H413
Precautionary statements  P273-P301+P310+P330
RIDADR  UN 2811 6.1 / PGIII
HS Code  2934999090
NFPA 704
0
2 0

SAG price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML1314 SAG dihydrochloride ≥98% (HPLC) 912545-86-9 1MG $118 2024-03-01 Buy
Sigma-Aldrich SML1314 SAG dihydrochloride ≥98%(HPLC) 912545-86-9 5mg $462 2024-03-01 Buy
Alfa Aesar J65248 SAG 912545-86-9 1mg $159 2023-06-20 Buy
Cayman Chemical 11914 SAG ≥98% 912545-86-9 1mg $36 2024-03-01 Buy
Cayman Chemical 11914 SAG ≥98% 912545-86-9 5mg $98 2024-03-01 Buy
Product number Packaging Price Buy
SML1314 1MG $118 Buy
SML1314 5mg $462 Buy
J65248 1mg $159 Buy
11914 1mg $36 Buy
11914 5mg $98 Buy

SAG Chemical Properties,Uses,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

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SAG Spectrum

3-Chloro-N-[trans-4-(methylamino)cyclohexyl]-N-[[3-(4-pyridinyl)phenyl]methyl]- benzo[b]thiophene-2-carboxamide SAG 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) Smoothened Agonist (SAG) free base CS-1655 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