4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonic acid

Base Information

• Chemical Name: 4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonic acid
• CAS No.: 89-36-1
• Deprecated CAS: 74583-53-2,481668-54-6
• Molecular Formula: C10H10N2O4S
• Molecular Weight: 254.266
• Hs Code.: 29331990
• European Community (EC) Number: 201-901-3
• NSC Number: 26429,4752
• DSSTox Substance ID: DTXSID0044999
• Nikkaji Number: J10.172I
• Wikidata: Q27263221
• ChEMBL ID: CHEMBL3088000
• Mol file: 89-36-1.mol

Synonyms:89-36-1;4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonic acid;3-Methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one;Pyrazoline G;4-(3-methyl-5-oxo-4H-pyrazol-1-yl)benzenesulfonic acid;NSC 26429;Benzenesulfonic acid, 4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)-;1-(4'-Sulfophenyl)-3-methyl-5-pyrazolone;DTXSID0044999;EINECS 201-901-3;Benzenesulfonic acid, p-(3-methyl-5-oxo-2-pyrazolin-1-yl)-;AI3-08532;EC 201-901-3;3-Methyl-1-phenyl-5-pyrazolone-4'-sulfonic acid;4-(3-Methyl-5-oxo-2-pyrazolin-1-yl)benzenesulphonic acid;NSC4752;1-(4- Sulphophenyl)-3-methyl-5-pyrazolone;UNII-60DZB69URT;SCHEMBL2223232;DTXCID8024999;4-(3-Methyl-5-oxo-2-pyrazolin-1-yl)benzenesulfonic acid;CHEBI:192663;NSC26429;Tox21_301281;MFCD00020756;STK366130;4-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzene-1-sulfonic acid;AKOS000295284;CS-W014611;CAS-89-36-1;NCGC00256170-01;AC-18395;LS-07401;3-Methyl-1-(sulfophenyl)-2-pyrazolin-5-on;FT-0605778;M0090;5-chloro-6-methoxypyridin-3-yl-3-boronic?acid;D91279;1-(4-sulphophenyl) 3-methyl-2-pyrazolin-5-one;W-100376;Q27263221;4-(3-methyl-5-oxo-4H-pyrazol-1-yl)benzenesulonic acid;4-(3-Methyl-5-oxo-2-pyrazolin-1-yl)-benzenesulfonic acid;4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonicacid;4-(3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)-1-benzenesulfonic acid

Chemical Property of 4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonic acid

Chemical Property:

• Appearance/Colour: Beige powder
• Vapor Pressure: 0.001Pa at 20℃
• Melting Point: >252 °C (dec.)(lit.)
• Refractive Index: 1.5650 (estimate)
• Boiling Point: 477oC
• PKA: pKa 4.90 (H2O t = 37 I = 0.15) (Uncertain)
• PSA: 95.42000
• Density: 1.53 g/cm³
• LogP: 1.62730
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 5 g/L (20 ºC)
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 254.03612798
• Heavy Atom Count: 17
• Complexity: 443

Purity/Quality:

99% ^*data from raw suppliers

3-Methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C(=O)C1)C2=CC=C(C=C2)S(=O)(=O)O
• Uses: 3-Methyl-1-(4-sulfophenyl)-2-pyrazolin-5-one acts as a reagent for the identification of sulfonic acids as efficient ecto-5'-nucleotidase inhibitors. Ecto-5'-nucleotidase inhibition is thought to provide an attractive approach to cancer therapy. 1-(4-Sulfophenyl)-3-methyl-5-pyrazolone (4-(3-methyl-5-oxo-2-pyrazolin-1-yl) benzoic acid) was used for pre-column derivatization of carbohydrates. It was also used as derivatization reagent in determination of oligosides, mannose and galactose obtained by degradation of galactomannans.

Technology Process of 4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonic acid

There total 2 articles about 4-(3-Methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonic acid 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:

ethyl acetoacetate (141-97-9) + 4-hydrazino-benzenesulfonic acid (98-71-5) → 4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulfonic acid (89-36-1)

Guidance literature:

With acetic acid; for 12h; Reflux;

DOI:10.1016/j.chembiol.2010.03.006

Reference yield:

→ 4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulfonic acid (89-36-1)

Guidance literature:

Reference yield: 98.73%

aniline (62-53-3) + 4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulfonic acid (89-36-1) → acid yellow 11

Guidance literature:

aniline; With hydrogenchloride; In water; N,N-dimethyl-formamide; at 25 ℃;

With sodium nitrite; In water; N,N-dimethyl-formamide;

4-(4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulfonic acid; In water; N,N-dimethyl-formamide; at 25 ℃; for 0.00472222h;

upstream raw materials:

ethyl acetoacetate

4-hydrazino-benzenesulfonic acid

Downstream raw materials:

4-{4-[2-(3-ethyl-3H-benzothiazol-2-ylidene)-ethylidene]-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl}-benzenesulfonic acid

Sodium; 4-{4-[1-(4-dimethylamino-phenyl)-meth-(Z)-ylidene]-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl}-benzenesulfonate

Sodium; 4-{4-[(4-chloro-phenyl)-hydrazono]-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl}-benzenesulfonate

Sodium; 4-{4-[(4-methoxy-phenyl)-hydrazono]-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl}-benzenesulfonate

Refernces

• 1、 Bowers, Erin M.,Yan, Gai,Mukherjee, Chandrani,Orry, Andrew,Wang, Ling,Holbert, Marc A.,Crump, Nicholas T.,Hazzalin, Catherine A.,Liszczak, Glen,Yuan, Hua,Larocca, Cecilia,Saldanha, S. Adrian,Abagyan, Ruben,Sun, Yan,Meyers, David J.,Marmorstein, Ronen,Mahadevan, Louis C.,Alani, Rhoda M.,Cole, Philip A.. "Virtual ligand screening of the p300/CBP histone acetyltransferase: Identification of a selective small molecule inhibitor". scheme or table. p. 471 - 482. Retrieved 2011/08/06.