ST034307

Base Information

• Chemical Name: ST034307
• CAS No.: 133406-29-8
• Molecular Formula: C₁₀H₄Cl₄O₂
• Molecular Weight: 297.953
• Mol file: 133406-29-8.mol

Synonyms:

Chemical Property of ST034307

Chemical Property:

• Boiling Point: 329.1±42.0 °C(Predicted)
• Density: 1.674±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Soluble in DMSO (up to 30 mg/ml) or in Ethanol (up to 6 mg/ml)

Purity/Quality:

97% ^*data from raw suppliers

ST034307 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: ST-034307 (133406-29-8) is a?novel selective adenylyl cyclase 1 (AC1) inhibitor, IC50=2.3 μM . Inhibits calcium2+-stimulated cAMP accumulation in HEK cells stably transfected with AC11. It was also shown to inhibit AC1 stimulated by forskolin- and Gαs-coupled receptors in HEK-AC1 cells. ?It enhanced μ-opioid receptor-mediated inhibition of AC1 but it blocked heterologous sensitization of AC1 caused by chronic μ-opioid receptor activation.1,3?Displays analgesic properties in a mouse model of inflammatory pain.1?A useful tool for exploring the involvement of AC1 in cellular signalling.2
• Uses: ST 034307 is a useful intermediate.

Technology Process of ST034307

There total 3 articles about ST034307 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

(Z)-3-Amino-4,4,4-trichloro-1-(5-chloro-2-hydroxy-phenyl)-but-2-en-1-one (288087-81-0) → 6-chloro-2-(trichloromethyl)-4H-chromen-4-one (133406-29-8)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 24h;

DOI:10.1007/BF02494778

Reference yield: 38.0%

6-chloro-2-methyl-4H-chromen-4-one (69693-00-1) → 6-chloro-2-(trichloromethyl)-4H-chromen-4-one (133406-29-8)

Guidance literature:

With thionyl chloride; In benzene; at 70 ℃; for 3h;

Reference yield:

5-chloro-2-hydroxyacetophenone (1450-74-4) → 6-chloro-2-(trichloromethyl)-4H-chromen-4-one (133406-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / PhN(Me)MgBr / diethyl ether / 3 h / 20 °C

2: 77 percent / conc. HCl / 24 h / 20 °C

With hydrogenchloride; magnesium bromide-; In diethyl ether; 1: Condensation / 2: Cyclization;

DOI:10.1007/BF02494778

upstream raw materials:

6-chloro-2-methyl-4H-chromen-4-one

(Z)-3-Amino-4,4,4-trichloro-1-(5-chloro-2-hydroxy-phenyl)-but-2-en-1-one

5-chloro-2-hydroxyacetophenone

Downstream raw materials:

6-chloro-4-hydroxycoumarin