1040-71-7

Basic information

• Product Name: Propanoic acid, 3,3'-[[(3-hydroxyphenyl)methylene]bis(thio)]bis-, dimethyl ester
• CAS NO: 1040-71-7
• Molecular Formula: C15H20O5S2
• Molecular Weight: 344.453
• Mol File: 1040-71-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 3,3'-[[(3-hydroxyphenyl)methylene]bis(thio)]bis-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 3,3'-[[(3-hydroxyphenyl)methylene]bis(thio)]bis-, dimethyl ester(1040-71-7)
• EPA Substance Registry System: Propanoic acid, 3,3'-[[(3-hydroxyphenyl)methylene]bis(thio)]bis-, dimethyl ester(1040-71-7)

Safety Data

• Hazardous Substances Data: 1040-71-7(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1033-45-0 3-Hydroxy-1--benzol 
• 100-83-4 meta-hydroxybenzaldehyde 
• 2935-90-2 Methyl 3-mercaptopropionate 

Downstream Products

• 115103-84-9 3-{(2-Carboxy-ethylsulfanyl)-[3-(7-chloro-quinolin-2-ylmethoxy)-phenyl]-methylsulfanyl}-propionic acid 
• 115104-26-2 dimethyl 5-<3-<<(7-chloro-2-quinolinyl)methoxy>oxy>phenyl>-4,6-dithianonanedioate 

Relevant articles and documents

Development of a novel series of styrylquinoline compounds as high- affinity leukotriene D4 receptor antagonists: Synthetic and structure- activity studies leading to the discovery of (±)-3-[[[3-[2-(7-chloro-2- quinolinyl)-(E)-ethenyl]phenyl][[3-(dimethylamino)-3- oxopropyl]thio]methyl]thio]propionic acid

Based on LTD4 receptor antagonist activity of 3-(2-quinolinyl-(E)- ethenyl)pyridine (2) found in broad screening, structure-activity studies were carried out which led to the identification of 3-[[[3-[2-(7-chloro-2- quinolinyl)-(E)-ethenyl]phenyl][[3-(dimethylamino)-3- oxopropyl]thio]methyl]thio]propionic acid (1, MK-571) as a potent and orally active LTD4 receptor antagonist. These studies demonstrated that a phenyl ring could replace the pyridine in 2 without loss of activity, that 7-halogen substitution in the quinoline group was optimal for binding, that the (E)- ethenyl linkage was optimal, that binding was enhanced by incorporation of a polar acidic group or groups in the 3-position of the aryl ring, and that two acidic groups could be incorporated via a dithioacetal formed from thiopropionic acid and the corresponding styrylquinoline 3-aldehyde to yield compounds such as 20 (IC50 = 3 nM vs [3H]LTD4 binding to the guinea pig lung membrane). It was found that one of the acidic groups could be transformed into a variety of the amides without loss of potency and that the dimethylamide 1 embodied the optimal properties of intrinsic potency (IC50 = 0.8 nM on guinea pig lung LTD4 receptor) and oral in vivo potency in the guinea pig, hyperreactive rat, and squirrel monkey. The evolution of 2 to 1 involves the increase of >6000-fold in competition for [3H]LTD4 binding to guinea pig lung membrane and a >40-fold increase in oral activity as measured by inhibition of antigen-induced dyspnea in hyperreactive rats.

2-Substituted quinoline dioic acids

Compounds having the formula: are antagonists of leukotrienes and inhibitors of their biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents.