ChemInform Abstract: ENTZUENDUNGSHEMMENDE UND ANALGETISCHE VERBINDUNGEN IN DER THIOPHEN‐REIHE

Clemence, F.; Martret, O. Le; Fournex, R.; Plassard, Guy; Dagnaux, Michele

doi:10.1002/chin.197510229

Cited by 2 publications

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“…Serum kinetics of tiaprofenic acid in humans after oral(1) or intramuscular( 2 ) administration. Key: 0 , 100 mg; and 0,200 mg (mean SE, n = 17, orat, 100 mg; n = 5, oral, 200 mg; n = 5, intramuscular, 100 mg; n = 4, intramuscular, 200 mg).…”

mentioning

confidence: 99%

Pharmacokinetics of the Anti-Inflammatory Tiaprofenic Acid in Humans, Mice, Rats, Rabbits, and Dogs

Pottier¹,

Berlin²,

Raynaud³

1977

Journal of Pharmaceutical Sciences

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mentioning

confidence: 99%

Pharmacokinetics of the Anti-Inflammatory Tiaprofenic Acid in Humans, Mice, Rats, Rabbits, and Dogs

Pottier¹,

Berlin²,

Raynaud³

1977

Journal of Pharmaceutical Sciences

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“…2-[4-(Thien-2-ylcarbonyl)phenyl]propanoic acid (suprofen, SP), l -tyrosine methyl ester, l -tryptophan methyl ester, tyramine, tryptamine, 4-methoxytyramine, [1-ethyl-3-(3-(dimethylamino)propylcarbodiimide] (EDC), and 1-hydroxybenzotriazole (HBT) were commercially available. 2-(5-Benzoylthiophen-2-yl)-2-methylpropionic acid and 2-methyl-2-[4-thiophene-2-carbonyl)phenyl]propionic acid were synthesized from 2-(5-benzoylthiophen-2-yl)propionic acid methyl ester 16,18 and 2-[4-thiophene-2-carbonyl)phenyl]propionic acid methyl ester, respectively, following a procedure described in the literature …”

Section: Experimental Partmentioning

confidence: 99%

Geometrical Effects on the Intramolecular Quenching of π,π* Aromatic Ketones by Phenols and Indoles

et al. 2004

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Laser flash photolysis of a series of bichromophoric compounds 1-12 containing the 2-benzoylthiophene (BT) and phenol (PhOH) or indole (InH) moieties has been used to determine the possible geometrical effects in the intramolecular quenching of triplet excited ketones, resulting in formal hydrogen abstraction. The results are compared with those obtained in the intermolecular process. In both cases, substitution either at the thienyl or the phenyl moiety has a marked influence on the photoreactivity. Time-resolved experiments showed that the rate constants for bimolecular quenching by phenol and indole of 2-benzoylthiophene substituted at the thienyl 5-position were lower than those for BT substituted at the phenyl p-position, which agrees with the higher energy found for the excited triplet state of the latter compounds. However, the rate constant for hydrogen abstraction in the bichromophoric compounds by the pi,pi* triplet state of the derivatives with the spacer linked to the thienyl 5-position are higher than those of their regioisomers. These results indicate a possible geometry-dependence in the intramolecular quenching process. Theoretical DFT studies have been carried out in order to estimate the optimum conformation for hydrogen abstraction in two pairs of phenolic and indolic bichromophoric regioisomers. The energy profile for photoactivation/deactivation of the aromatic ketone and the structures of the triplet states and biradicals involved in the process have been determined. The observed regiodifferentiation in the experimental studies is consistent with a dependence of the rate constant on orbital overlap between the carbonyl oxygen and the X-H bonds.

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ChemInform Abstract: ENTZUENDUNGSHEMMENDE UND ANALGETISCHE VERBINDUNGEN IN DER THIOPHEN‐REIHE

Abstract: Es wurde eine Anzahl Thiophene vom Typ (I)‐(IV) dargestellt, von denen der größte Teil durch Aroylierung der entsprechenden Thienylessigsäuren nach Friede]‐ Crafts gewonnen wurde.

Cited by 2 publications

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Pharmacokinetics of the Anti-Inflammatory Tiaprofenic Acid in Humans, Mice, Rats, Rabbits, and Dogs

Pharmacokinetics of the Anti-Inflammatory Tiaprofenic Acid in Humans, Mice, Rats, Rabbits, and Dogs

Geometrical Effects on the Intramolecular Quenching of π,π* Aromatic Ketones by Phenols and Indoles

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