Ergoline derivatives—IX

Barbieri, W.; Bernardi, Luciano; Bosisio, G.; Temperilli, A.

doi:10.1016/s0040-4020(01)82788-5

Cited by 15 publications

(2 citation statements)

References 11 publications

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“…Decarboxylation in other systems occurs via radical intermediates, and in some cases "cage" effects are postulated (Jaeger, 1975). Dibromovinyl acid 9 produced in pathway B reacts to yield 11 in methanol, as confirmed by direct irradiation of 9 and by analogy with findings on other compounds (Barbieri et al, 1969).…”

Section: Discussionmentioning

confidence: 66%

Pyrethroid photochemistry: decamethrin

Ruzo¹,

Holmstead²,

Casida³

1977

J. Agric. Food Chem.

108

109

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Section: Discussionmentioning

confidence: 66%

Pyrethroid photochemistry: decamethrin

Ruzo¹,

Holmstead²,

Casida³

1977

J. Agric. Food Chem.

108

109

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“…10α‐Methoxyergolines were obtained by methylation of 10α‐hydroxy‐9,10‐dihydroergolines or by photochemical addition of methanol to the 9,10 double bond of ergolines 102. The 10α‐methoxy substitution was found to markedly enhance the alfa‐adrenolytic activity in respect to 1‐methyl‐8,19‐dihydrolysergol esters and to the 9,10‐dihydroderivatives of the peptide alkaloids.…”

Section: Ergolinesmentioning

confidence: 99%

Fifty Years of Chemical Research at Farmitalia

Arcamone¹

2009

Chemistry A European J

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This review contains a brief description of the chemistry developed in Farmitalia and, after 1978, Farmitalia-Carlo Erba Research Laboratories, during the second half of the last century. It gives an overview of work that represents a significant part of the chemistry carried out in Italy during this period in the field of medicinal and natural product chemistry. This is particularly true when we consider in addition to the work done intramurally in the said laboratories, the work done by academic scientists in the frame of the various extramural collaborations. Only a fraction of the chemical research actually carried out is reported here as time and space dictated a selection. Subjects typically associated with Farmitalia and which gave rise to important scientific or therapeutic outcomes are given preference in this review.

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Synthesis of tritium labelled metergoline, nicergoline, 1-demethylnicergoline and of 3H, 14C double labelled nicergoline

Vicario

Perucca

Ramella

et al. 1978

J Label Compd Radiopharm

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3 fi, 10-HJMetergoline (9) has been prepared starting from 1-methyllysergamide (5) which was reduced with tritium gas to 1-methyl-fi, 1 0-3H]dihydrolysergamide. ted to 2 in two steps with a 42% overall radiochemical yield.[ G 3 H ] and 6 7 -HJnicergoline were prepared starting from generally labelled fi and from 2 respectively. The latter was obtained by reducing the ester (13) with sodium borol3H2hydride. Similarly, l-demethyl-fi7-HJnicergoline (=) was also obtained. & m b~l -~~C 2 5-bromonicotinic acid (2) was prepared from K14CN y & 3-L-l 4CJcyanopyridine (16) which was converted into 17 and Einally brominated. nicergoline (z) was obtained by condensation of 2 and 2.Radiochemical yield of l5, 1 & , and 15b from 3 and was approximately 4osC after the chromatographic purification step.

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Ergoline derivatives—IX

Cited by 15 publications

References 11 publications

Pyrethroid photochemistry: decamethrin

Pyrethroid photochemistry: decamethrin

Fifty Years of Chemical Research at Farmitalia

Synthesis of tritium labelled metergoline, nicergoline, 1-demethylnicergoline and of 3H, 14C double labelled nicergoline

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