Compounds useful as cytotoxic agents are selected from the group consisting of compounds of Formula (I) and compounds of Formula (II), wherein: R1, R2, R3 and R4 are each independently selected from the group consisting of: hydrogen, alkyl, carboxy, alkoxy, hydroxyalkyl, alkylcarbonyl; alkylcarbonyloxy; alkyl substituted with alkylcarbonyloxy, thiophenylcarbonyl; nitro and cyano; thiophenyl and thiophenylthiophenyl, each of which may be unsubstituted or substituted with alkyl, carboxy, alkoxy, hydroxyalkyl, alkylcarbonyl; alkylcarbonyloxy; alkyl substituted with alkylcarbonyloxy, nitro or cyano; subject to the proviso that at least one of R1, R2, R3 and R4 is not hydrogen; A1 and A2 are each selected from the group consisting of: =O, alkyl, alkoxy, and alkylcarbonyloxy; and the pharmaceutically acceptable salts thereof. When A1 and A2 are =O, the center ring has only two, and not three, double bonds.

Naphtho- and dihydrobenzo-thiophene derivatives as cytotoxic antitumor agents

PURPOSE:To obtain an optimum exposure condition by comparing and deciding an image characteristic by plural deciding methods. CONSTITUTION:A negative reading part 8 is positioned in the pre-stage of a negative printing part 4, and a transmission density of a film 2 is read at every separate frame, and also, by a picture element unit. A negative discrimination processing part 9 inputs an image signal from the reading part 8, and decides an optimum printing condition. As for a deciding means, plural deciding means such as a means 91 by a statistical method, and a means 92 by a pattern recognitory method, etc. are provided. A condition determining means 94 discriminates a result of decision by the means 91, 92, etc. by the statistical method or an evaluating expression, and executes printing by one decided value. In case it has been decided that printing is impossible, an operator executes a decision. Not only an exposure correction value selected from plural negative decision result, but also a summing exposure correction quantity can be determine. In this way, the most desirable printing condition can be obtained.

Discriminating method for characteristic of film image

NEW MATERIAL:A compound (salt) shown by the formula I (one of X and Y is O, and the other is methylene or carbonyl; A is H, halogen, methyl, acetyl, cyanoethyl, etc.; B is H, halogen, methyl, alpha-cyanoethyl, methoxycarbonylmethyl, etc.; C is H, halogen, methyl, methoxycarbonylmethyl, etc.; D and E are H, halogen, or methyl; with the proviso that the case wherein X is O, Y is carbonyl, and A-E are H is omitted). EXAMPLE:9H-Thieno[3,2-b][1] benzopyran-2-propionic acid. USE:An antiphlogistic. PROCESS:For example, a 3-alkoxythiophene is reacted with o-anisoyl chloride to give a compound shown by the formula II, which is subjected to ring closure to give 9H-thieno[3,2-b][1] benzopyran shown by the formula III, which is further acetylated, converted into a nitrile group, and hydrolyzed, to give a compound shown by the formula I .

9h-thieno(3,2-b) or 4h-thieno(2,3-b)(1) benzopyran derivative

NEW MATERIAL:A compound of formula I [R is H, alkyl, aralkyl or (substituted) phenyl; R is H, alkyl, aralkyl, (substituted) phenyl or (substituted) naphthyl; X is H, acetyl, alpha-hydroxyethyl, vinyl, alpha-cyanoethyl or alpha-(hydroxycarbonyl)ethyl]. EXAMPLE:1, 3-Dimethyl-6-(alpha-hydroxycarbonylethyl)-1, 4-dihydro[1]benzopyrano[2, 3-c]pyrazole. USE:An anti-inflammatory agent useful also as an intermediate for preparing medicines and agricultural chemicals. PROCESS:A compound of formula II is reduced to give a compound of formula III, which is then subjected to the Friedel-Crafts reaction to afford a compound of formula IV. The resultant compound of formula IV is further reacted with p-tosylmethyl isocyanide to afford a compound of formula V, which is then hydrolyzed.

Kadowaki Shiyuuichirou

Papers

9h-thieno(3,2-b) or 4h-thieno(2,3-b)(1) benzopyran derivative

1,4-dihydro(1)benzopyrano(2,3-c)pyrazole derivative