With a view to extend the tunability range and maximum output of the coumarin series of dyes, 15 new 3-substituted 7-hydroxycoumarins emitting in the blue-green region of the visible spectrum are synthesized, some of which show laser activity.

The methyldichloropyrimidine (III) reacts with the aromatic amines (II) to yield the bisarylaminopyrimidines (I).

Durch Umsetzung von 1,1 ‐Cycloalkandicarbonsäureestern (I) mit Phenylhydrazinen (II) entstehen die Dioxopyrazolidine (III), die zu (V) acyliert bzw. sulfonyliert werden.

Reaction of the pyrano[3.4-blindolones la-d with aniline, benzylamine, phenylethylamine and propylamine at 200-210 ' C yields the 2.3.4.9-tetrahydro-lH-pyrido[3.4-blindol-l-ones 5a-j, which can be converted to the 2.3.4.9-tetrahydro-lH-pyrido[3.4-bIindoles 6a-j by reduction with LiAIH,. After treatment with methylamine and 2 only the amides 3 and 4 could be isolated. Unsubstituted tetrahydro-p-carboline 7 is available by regioselective debenzylation of 6c. In a preceding paper21 we reported the syntheses of 4.9-dihydropyran0[3.4-blindol-l(3H)-ones 1. Now we want to point out that these lactones are valuable starting materials for the syntheses of certain p-carbolines, representatives of a ring system with extraordinary pharmaceutical importance3). IndoleFusion of pyranoindoles la-d with aniline, benzylamine, phenylethylamine and n-propylamine at 200-2 10' gives the P-carbolines 5a-j in a convenient one-step reaction. Under these conditions 3-diethylaminopropylamine (2) produces a resinous mass, from which no defined compound could be isolated. At 160-170' the amide 4 is the sole product.Treatment of la with n-propylamine and condensed methylamine was carried out exactly under the same conditions (200°, autoclave). Nevertheless with methylamine no ring-closure to the lactam (stry~hnocarpine~)) was observed but formation of the amide 3. This can be concluded from the 'H-NMR-spectrum of 3, which shows exchangeable signals at 6 (ppm) = 5.32 (t) and 8.56 (q) ascribed to the OH-and NH-pro-

Lehmann, Ghoneim und El-GendyArch. Pharm.Mean transit time values (Tsys) were calculated from the blood level curves given in Fig. lb. Tsys-values for each formulation are represented by vertical arrows below the time-axis and are determined to be as follows: 520 and 590min for tablet forms 1 and 2, and 847 and 905min for sustained release formulations 3 and 4.According to von Hattingberg and Brockmeie?) the additivity of mean times within a sequence of biopharmaceutical subsystems is expressed by a linear relationship of Tdiss.vitro and Tsys in the organism. Fig. 2 demonstrates the validity of this hypothesis. The intercept Tdiss-vitro = 0 would therefore represent the mean transit time of a metoclopramide solution. From the flat slope of the linear regression curve it can be seen, that the dissolution of the metoclopramide formulations is slower in-vivo than in-vitro. The results indicate excellent in-vitrolin-vivo correlation of the metoclopramide availability in all solid dosage forms investigated.