299181-91-2

Basic information

• Product Name: C₄₄H₅₂N₄O₁₈S₆
• Synonyms: C₄₄H₅₂N₄O₁₈S₆
• CAS NO: 299181-91-2
• Molecular Weight: 1117.31
• Mol File: 299181-91-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₄₄H₅₂N₄O₁₈S₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₄₄H₅₂N₄O₁₈S₆(299181-91-2)
• EPA Substance Registry System: C₄₄H₅₂N₄O₁₈S₆(299181-91-2)

Safety Data

• Hazardous Substances Data: 299181-91-2(Hazardous Substances Data)

Upstream product

• 299181-84-3 2,2'-[(E)-1,2-ethenediyl]bis[5-aminobenzenesulfonic acid], bis(1-methylethyl) ester 
• 50803-29-7 3-chlorosulfonyl-4-methoxybenzoic acid 
• 28096-93-7 trans-4,4'-diaminostilbene-2,2'-disulfonic acid 
• 100-09-4 4-methoxybenzoic acid 
• 299181-83-2 2,2'-[(E)-1,2-ethenediyl]bis(5-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}benzenesulfonic acid) bis(1-methylethyl) ester 
• 299181-82-1 2,2'-[(E)-1,2-ethenediyl]bis(5-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}benzenesulfonic acid) 
• 299181-52-5 3-(1,1-dioxo-1-thiomorpholine-4-sulfonyl)-4-methoxy-benzoic acid 
• 299181-39-8 4-methoxy-3-(thiomorpholine-4-sulfonyl)-benzoic acid 

Relevant articles and documents

Synthesis of (bis)sulfonic acid, (bis)benzamides as follicle-stimulating hormone (FSH) antagonists.

Screening efforts identified (bis)sulfonic acid, (bis)benzamides (1-3) as compounds that interact with the follicle stimulating-hormone receptor (FSHR) and inhibit FSH-stimulated cAMP accumulation with IC(50) values in the low micromolar range. Structure-activity relationship studies using novel analogues of 1-3 revealed that two phenylsulfonic acid moieties were necessary for activity and that the carbon-carbon double bond of the stilbene sub-series was the optimum spacer connecting these groups. Selected analogues (2, 14, and 50) were also able to block FSHR-dependent estradiol production in rat primary ovarian granulosa cells and progesterone secretion in a clonal mouse adrenal Y1 cell line. IC(50) values for these compounds in these assays were in the low micromolar range. Optimization of the benzoic acid side chains of 1-3 led to gains in selectivity versus activity at the thyroid stimulating hormone (TSH) receptor (TSHR). For instance, while stilbene (bis)sulfonic acid congener 2 was only 10-fold selective for FSHR over TSHR, analogue 50 with an IC(50) value of 0.9 microM in the FSHR-cAMP assay was essentially inactive at 30 microM in the TSHR-cAMP assay.