34161-82-5

Basic information

• Product Name: Benzoic acid, 5-methyl-2-[[(4-methylphenyl)sulfonyl]amino]-, methyl ester
• CAS NO: 34161-82-5
• Molecular Formula: C16H17NO4S
• Molecular Weight: 319.381
• Mol File: 34161-82-5.mol

Chemical Properties

• CAS DataBase Reference: Benzoic acid, 5-methyl-2-[[(4-methylphenyl)sulfonyl]amino]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoic acid, 5-methyl-2-[[(4-methylphenyl)sulfonyl]amino]-, methyl ester(34161-82-5)
• EPA Substance Registry System: Benzoic acid, 5-methyl-2-[[(4-methylphenyl)sulfonyl]amino]-, methyl ester(34161-82-5)

Safety Data

• Hazardous Substances Data: 34161-82-5(Hazardous Substances Data)

Upstream product

• 18595-16-9 2-amino-5-methylbenzoic acid methyl ester 
• 98-59-9 p-toluenesulfonyl chloride 
• 20587-30-8 5-methyl-2-nitro-benzoic acid methyl ester 
• 3113-72-2 5-methyl-2-nitrobenzoic acid 
• 2941-78-8 2-Amino-5-methylbenzoic acid 

Downstream Products

• 34161-85-8 N-(2-formyl-4-methylphenyl)-4-methylbenzenesulfonamide 
• 98809-72-4 3-Chloro-5-methyl-2-methylthio-1-(p-tolylsulphonyl)indole 
• 98809-73-5 5-Methyl-2-methylthio-1-(p-tolylsulphonyl)indole 
• 98809-71-3 N-[2-((E)-2-Methanesulfinyl-2-methylsulfanyl-vinyl)-4-methyl-phenyl]-4-methyl-benzenesulfonamide 
• 1118507-77-9 7-methyl-1-toluenesulfonyl-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine 
• 55150-24-8 N,4-dimethyl-2-(methoxycarbonyl)aniline 
• 127117-54-8 N,4-dimethyl-2-methoxycarbonyl-N-(p-toluenesulfonyl)aniline 
• 132354-02-0 N-(2-(hydroxymethyl)-4-methylphenyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

N-CARBAMOYL NITROGEN-CONTAINING FUSED RING COMPOUNDS AND DRUGS CONTAINING THESE COMPOUNDS AS THE ACTIVE INGREDIENT

The present invention relates to the compound presented by formula (I) (wherein all symbols in formula (I) are the same mean as the description shown in the specification.), mitocondorial benzogeazepin receptor (MBR) antagonist comprising the compound, the preventive and/or treatment medicine against diseases caused by stress of which an active ingredient is the compound. Since the compound represented by formula (I) has MBR antagonistic activity, and controls the production of neurosteroid, it is useful as the preventive and/or treatment medicine against diseases caused by stress.

Acid-catalysed Cyclisation of o-Sulphonamido Ketene Dithioacetal S-Oxides: A Novel Synthesis of the Indole Ring System

Treatment of o-sulphonamido aryl ketene dithioacetal S-oxides with hydrochloric acid in the presence of hydrogen sulphide gives 2-methylthioindoles.

Synthesis and biological properties of 3-methyl-10-propargyl-5,8-dideazafolic acid

The synthesis of N3-methyl-10-propargyl-5,8-dideazafolic acid (1b) is described. Ring closure of methyl-5-methylanthranilate with chloroformamidine hydrochloride gave a high yield of pure 2-amino-4-hydroxy-6-methylquinazoline treatment of which with indomethane/sodium hydroxide provided the corresponding 3-methylquinazoline (6) which was converted to its 2-pivaloylamino derivative. This synthetic approach, next involving functionalisation of the 6-methyl group, was not further pursued because of difficulty encountered in removing the pivaloyl group. Methyl 5-methylanthranilate was treated with p-toluenesulfonyl chloride and the product then N-methylated. The tosyl group was cleaved with hydrogen bromide/phenol and the resulting methylamine ring-closed with chloroformamidine hydrochloride to provide 2-amino-1,4-dihydro-1,6-dimethyl-4-oxoquinazoline (11). The 2-pivaloylamino derivative of 11 was prone to hydrolytic deamination when attempts were made to remove the pivaloyl group and further elaboration of this heterocycle, with the intention of obtaining N1-methyl-10-propargyl-5,8-dideazafolic acid was, too, not attempted. Di-t-butyl N-(4-propargylamino)benzoyl)-L-glutamate was therefore prepared and coupled with 2-amino-6-bromomethyl-4-hydroxyquinazoline hydrobromide. The resulting antifolate diester was N-monomethylated. Removal of the t-butyl groups with trifluoracetic acid afforded the target compound 1b and its structure was proved by degradation to the quinazoline 6. Its IC50 for L1210 thymidylate synthase (TS) was 26 μM; the control value for 10-propargyl-5,8-dideazafolic acid (1a) was 0.02 μM. Thus the substitution of the lactam hydrogen in 1a by a methyl group reduced the TS inhibition by 1300-fold. Compound 1b was poorly cytotoxic to L1210 cells in culture (ID50 > 100 μM). An unperturbed lactam group in this class of antifolate is important for binding to TS.