93623-68-8

Upstream product

• 20877-86-5 N-phenyl isatoic anhydride 
• 93595-31-4 C₁₆H₁₈N₄O₂ 
• 25843-69-0 N-phenylanthranilic acid hydrazide 
• 530-62-1 1,1'-carbonyldiimidazole 

Relevant academic research and scientific papers

Method of inhibiting connective tissue degradation

The present invention provides a method of inhibiting connective tissue degradation that comprises administering to a patient having a condition in which connective tissue is degraded a therapeutically effective amount of a compound having the formula where R1, R2, R3, and R4are independently hydrogen, hydroxy, halo, amino, nitro, C1-C6alkyl, C3-C6cycloalkyl, C1-C6alkoxy, CF3, CN, S(O)n—, R6and R7are independently hydrogen, C1-C6alkyl, or acyl; n is 0 to 2; R8is hydrogen or C1-C6alkyl; W is S or O; Z is C1-C6alkyl, C1-C6alkoxy, or NR9R10; R9and R10are independently hydrogen or C1-C6alkyl; and R5is where Y is hydroxy, thiol, amino, or NHCN; X is sulfur or oxygen; and Q is sulfur, oxygen, NH, or NCN, and the pharmaceutically acceptable salts and prodrugs thereof. Also provided is a method of inhibiting the production of matrix metalloproteinases comprising administering to a patient having a condition associated with matrix metalloproteinase-mediated tissue degradation a therapeutically effective amount of a compound having the formula where R1, R2, R3, and R4are independently hydrogen, hydroxy, halo, amino, nitro, C1-C6alkyl, C3-C6cycloalkyl, C1-C6alkoxy, CF3, CN, S(O)n—, R6and R7are independently hydrogen, C1-C6alkyl or acyl; n is0to2; R8is hydrogen or C1-C6alkyl; W is S or O; Z is C1-C6alkyl, C1-C6alkoxy, or NR9R10; R9and R10are independently hydrogen or C1-C6alkyl; and R5is where Y is hydroxy, thiol, amino, or NHCN; X is sulfur or oxygen; and Q is sulfur, oxygen, NH, or NCN, and the pharmaceutically acceptable salts and prodrugs thereof.

The Preparation of 5-(2-Aminophenyl)-1,3,4-oxadiazole-2(3H)-one and Its Rearrangement to 3-Amino-2,4(1H,3H)-quinazolinedione

When anthranilic acid hydrazide is reacted with 1,1'-carbonyldiimidazole in THF 5-(2-aminophenyl)-1,3,4-oxadiazole-2(3H)-one (4) is formed.It can also be prepared from 1-o-aminobenzoyl-4,4-dimethylsemicarbazide which eliminates methylamine when boiled with DMF.On heating the 5-(2-aminophenyl)-1,3,4-oxadiazole above its melting point it rearranges to 3-amino-2,4(1H,3H)-quinazolinedione (5). - Keywords: 3,4-Dihydro-1H-1,3,4-benzotriazepine-2,5-dione; Oxadiazoles