7-Sulfamoylbenzoic acid

Ethyl-2-aminomethylpyrroIidine is reacted with 2-methoxy-5-sulfamoylbenzoic acid to give sulpiride. 

Dimethoxy-5-sulfamoylbenzoic acid Carbondilmidazole 1 -Allyl-2-aminomethylpyrrolidine... 

The antihypertensive agent tripamide (4.267), when incubated with rat liver microsomes or partially purified microsomal arylamidase, was extensively hydrolyzed to 4-chloro-3-sulfamoylbenzoic acid (4.268) [171]. This metabolite seems to be produced by direct hydrolysis, since the other metabolites formed by oxidation of the cycloalkyl moiety remained unchanged when incubated with rat liver microsomes. The mechanism of hydrolysis of tripamide has not yet been fully elucidated. The inhibition of the reaction by O-ethyl 0-(4-nitro-phenyl) phenyl phosphothionate indicates that amidases may be involved. 

Several sulfonamides, including co-trimoxazole in high doses, can produce hyperchloremic metabolic acidosis. This has even been seen in patients with extensive burns receiving topical mafenide (1077). Mafenide (Sulfamylon) and its metabolite para-sulfamoylbenzoic acid inhibit carbonic acid anhydrase, resulting in reduced reabsorption of bicarbonate and thus bicarbonate wasting. 

It may be prepared (21) by treating toluene with chlorosulfonic acid and separating the o- and p-toluene-sulforylchloride. The o-compound is then treated with ammonia and the resulting sulfonamide is oxidized with potassium permanganate in alkaline solution yields a salt of o-sulfamoylbenzoic acid. The free acid which is liberated on acidification loses water spontaneously to give saccharin. 

Fig. 1. Elution diagram of the chromatography on DEAE cellulose of urine from a rat which received [3 l C] saccharin at 50 mg/kg. Each fraction contained 10 ml. Peak I carbonate Peak II sulfamoylbenzoic acid Peak III saccharin.

Dimethoxy-5-sulfamoylbenzoic acid Carbonyldiimidazole l-Allyl-2-aminomethyl pyrrolidine... 

N-Acyl saccharins (13) in part resemble iV-alkyl saccharins in their reactions. From the hydrolysis of 3-oxo-2-acetyl-6-chloro-2,3-dihydro-benz[d]isothiazole-1,1-dioxide (64) with a base/alcohol mixture one obtains iV-acetyl-4-chloro-2-sulfamoylbenzoic acid (65). On heating with base the acetyl group is hydrolyzed off.180... 

C7H5CI2N04S 2,4-dichloro-5-sulfamoylbenzoic acid 2736-23-4 25.00 1.6135 2 10087 C7H5N05 2-hydroxy-5-nitrobenzoic acid 96-97-9 20.00 1.6500 1... 

Ortho-metallations were also observed with AT-methyl- and iV-phenylbenzene-sulfonamides. Thus, the treatment of AT-methylbenzenesulfonamide (46) with 2 equivalents of BuLi in THF at 0 °C gave an orange suspension of the dilithiosulfonamide 47, which reacted in turn with electrophiles to give ortho-derivatives (48 and 49) as shown in equation 2637. The 2-sulfamoylbenzoic acid 49 cyclizes in sulfuric acid to give 50 in 49% overall yield from 46. 

Aspartame and saccharin were quantitated in dietary formulations by separation on a Ci8 column (A = 210nm for aspartame and 270nm for saccharin). Separation from other matrix interferents (e.g., acesulfame, 4-sulfamoylbenzoic acid, resorcinol (internal standard), p- and o-toluenesulfonamide) was done using a 5/5/90 THF/methanol/water (80 mM triethylamine phosphate buffer at pH 3.0) in <20 min [847]. Excellent resolution and peaks shaped were observed. Standards were in the 5-lOOp.g/mL range. It should be remembered that both methanol and THF have significant absorbance at 210 nm but are used effectively in this case because they are present at very low levels. 

Sodium -sulfamoylbenzoate forms an alkali-stable complex with silver salts. With carbon monoxide, the alkaline solution containing silver and the disodium salt of -sulfamoylbenzoic acid forms a yellow to dark-brown color. ... 

C12H1iBr04, 5-Bromo-12-carboxyl-10-oxa-pentacyclo-[5.3.1.1 .0 " .0 " ]dodeca-9-one, 46B, 314 Cl2H11CIN2O5S, 2-Furfurylamino-4-chloro-5-sulfamoylbenzoic acid. 

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