Home Other Building Blocks 2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid

2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid

CAS No.:
101973-77-7
Catalog Number:
AG008UZ1
Molecular Formula:
C14H16O4S
Molecular Weight:
280.3394
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
99%
1 week
United States
$126
- +
5mg
99%
1 week
United States
$168
- +
10mg
99%
1 week
United States
$223
- +
25mg
99%
1 week
United States
$390
- +
50mg
99%
1 week
United States
$543
- +
100mg
99%
1 week
United States
$821
- +
Product Description
Catalog Number:
AG008UZ1
Chemical Name:
2-acetylthiomethyl-3-(4-methylbenzoyl)propionic acid
CAS Number:
101973-77-7
Molecular Formula:
C14H16O4S
Molecular Weight:
280.3394
MDL Number:
MFCD00872973
IUPAC Name:
2-(acetylsulfanylmethyl)-4-(4-methylphenyl)-4-oxobutanoic acid
InChI:
InChI=1S/C14H16O4S/c1-9-3-5-11(6-4-9)13(16)7-12(14(17)18)8-19-10(2)15/h3-6,12H,7-8H2,1-2H3,(H,17,18)
InChI Key:
YRSSFEUQNAXQMX-UHFFFAOYSA-N
SMILES:
CC(=O)SCC(C(=O)O)CC(=O)c1ccc(cc1)C
Properties
Complexity:
345  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
280.077g/mol
Formal Charge:
0
Heavy Atom Count:
19  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
280.338g/mol
Monoisotopic Mass:
280.077g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
96.7A^2
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0
XLogP3:
1.9  
Literature
Title Journal
S-oxidation of S-methyl-esonarimod by flavin-containing monooxygenases in human liver microsomes. Xenobiotica; the fate of foreign compounds in biological systems 20031201
Synthesis and structure-activity relationships of 5-phenylthiophenecarboxylic acid derivatives as antirheumatic agents. Bioorganic & medicinal chemistry 20031103
A practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid, an antirheumatic agent (part 1). Chemical & pharmaceutical bulletin 20021001
Synthesis and antirheumatic activity of the metabolites of esonarimod. Bioorganic & medicinal chemistry 20020801
Formation of a disulfide protein conjugate of the SH-group-containing metabolite (M-I) of esonarimod (KE-298) and its elimination in rats. The Journal of pharmacy and pharmacology 20020401
Effects of a new anti-rheumatic drug KE-298 and its active metabolite: KE-758 on secretion of thioredoxin and on the level of intracellular glutathione in human monocytes and T cells. Molecular immunology 20020201
KE-758, an active metabolite of the new anti-rheumatic drug KE-298, suppresses production of tumor necrosis factor-alpha and interleukin-1 beta in THP-1, a human monocyte cell line. Drugs under experimental and clinical research 20020101
Expression of membrane-type 1 matrix metalloproteinase in rheumatoid synovial cells. Clinical and experimental immunology 20011001
New disease-modifying antirheumatic drug 2 acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid (KE-298) selectively augments activation-induced T cell death. The Journal of laboratory and clinical medicine 20010701
Stereoselectivity and species difference in plasma protein binding of KE-298 and its metabolites. Biological & pharmaceutical bulletin 20010701
KE-298 and its active metabolite KE-758 suppress nitric oxide production by murine macrophage cells and peritoneal cells from rats with adjuvant induced arthritis. The Journal of rheumatology 20010601
Effects of KE-758; an active metabolite of the new anti-rheumatic drug KE-298, D-penicillamine, bucillamine and auranofin on the proliferation of murine lymphocytes, and the production of nitric oxide by murine macrophages. International immunopharmacology 20010501
The new antirheumatic drug KE-298 suppresses monocyte chemoattractant protein (MCP)-1 and RANTES production in rats with adjuvant-induced arthritis and in IL-1beta-stimulated synoviocytes of patients with rheumatoid arthritis. Rheumatology international 20010501
Properties