Papers by Fabio Sparatore
Synthesis and biological investigations of 2-(tetrahydropyran-2'-yl) and 2-(tetrahydrofuran-2'-yl)benzimidazoles
PubMed, Aug 1, 1997
A set of benzimidazole derivatives bearing on position 2 a tetrahydropyranyl or tetrahydrofuranyl... more A set of benzimidazole derivatives bearing on position 2 a tetrahydropyranyl or tetrahydrofuranyl residue was prepared and tested for antitumoral, anti HIV-1 and other pharmacological activities. While the anti-HIV activity was completely lacking, moderate antitumoral activity was found in a few compounds; particularly the 5,6-dichloro-2-(tetrahydropyran-2-yl)-benzimidazole (8) was able to inhibit the growth of 19 cell lines of humane tumors at near micromolar concentration. On the other hand compounds 4, 6-8 and 10 exhibited significant tracheal relaxant activity in vitro at concentration 3-10 micrograms/ml, thus resulting superior to theophylline and comparable to amrinone.
ChemInform, Nov 7, 1989
Preparation and Pharmacological Profile of 2-Trifluoromethylbenzo(8,9)-1,3-diaza-spiro(4,6)-undec... more Preparation and Pharmacological Profile of 2-Trifluoromethylbenzo(8,9)-1,3-diaza-spiro(4,6)-undeca-2,8-diene and Its Enantiomers as New Anti-obesity Agents. -An improved method for the synthesis of the known trifluoromethyl-substituted benzocycloheptenone (VII) and its conversion into both enantiomers of the title spiro-imidazoline compound (XIV) is described. Pharmacological profiles of spiro-compounds (XIV) are studied. -
Synthesis and preliminary pharmacological evaluation of some cytisine derivatives
Farmaco, Jul 1, 1999
Thirty-one N-derivatives of cytisine were prepared in order to modify its pharmacological profile... more Thirty-one N-derivatives of cytisine were prepared in order to modify its pharmacological profile and to obtain compounds of potential therapeutic interest either at a peripheral or central level, particularly as nicotinic ligands with improved ability to cross the blood–brain barrier. Actually, with the introduction of different kinds of substituent on the basic nitrogen of cytisine a variety of activities were
Chemischer Informationsdienst, Jan 13, 1981
ChemInform Abstract 3,3-Disubstituierte Cyclopropene durch Dehydrohalogenierung von MonohaIogency... more ChemInform Abstract 3,3-Disubstituierte Cyclopropene durch Dehydrohalogenierung von MonohaIogencyclopropanen unter Phasen-Transfer-Katalyse. -Die Halogencyclopropane (I), (III) bzw. (V) lassen sich unter den im P örmelschema angegebenen Bedingungen zu Cyclopropenen dehydrohalogenieren.
Synthesis and pharmacological evaluation of aryl/heteroaryl piperazinyl alkyl benzotriazoles as ligands for some serotonin and dopamine receptor subtypes
Farmaco, Apr 1, 2001
Thirteen [(aryl/heteroaryl-piperazinyl)alkyl]benzotriazoles were prepared as potential trazodone-... more Thirteen [(aryl/heteroaryl-piperazinyl)alkyl]benzotriazoles were prepared as potential trazodone- and buspirone-like drugs. The synthesized compounds displayed from moderate to good affinity to the serotonin 5-HT1A receptor and only modest or poor affinity to the dopamine D2 receptor, similar to buspirone. The introduction of substituents on the benzotriazole ring did not improve the affinity to the 5-HT1A receptor, compared to the previously described
ChemInform, Jun 22, 2010
Gem äss Formelbild wird das Acetat (I) in die gesuchten Verbindungen (III) übergef ührt, die Wirk... more Gem äss Formelbild wird das Acetat (I) in die gesuchten Verbindungen (III) übergef ührt, die Wirkung gegen Leuk ämiezellen der Maus besitzen. Am wirksamsten ist die Verbindung (IIIa). (UV-spektroskopische Daten).
Synthesis and biological investigations of 1-(tetrahydropyran-2'-yl)- and 1-(tetrahydrofuran-2'-yl)benzimidazoles and 1/2-(tetrahydropyran-2'-yl)- and 1/2-(tetrahydrofuran-2'-yl)benzotriazoles
PubMed, Aug 1, 1997
Sets of benzimidazole and benzotriazole derivatives bearing on position 1 or 2 a tetrahydrofurany... more Sets of benzimidazole and benzotriazole derivatives bearing on position 1 or 2 a tetrahydrofuranyl or tetrahydropyranyl moieties were prepared through the addition of the suitable benzazoles on 2,3-dihydrofuran and 3,4-dihydro-2H-pyran. The reactions were carried on either without solvent or in carbon tetrachloride solution. In the last case some peculiar chlorinated side products were isolated and characterized. Twenty compounds were screened for in vitro antitumoral and anti-HIV-1 activities and found poorly active or completely inactive. On the other hand several compounds exhibited good tracheal relaxant activity in vitro; compound 8, 11, 16, 24 and 26 resulted more active than theophylline in this test, while compound 11 was comparable to amrinone till the concentration of 3 micrograms/ml. Finally, compound 5 resulted endowed with a strong diuretic and saluretic activity at the dose of 3 mg/Kg, thus representing a new lead for discovering new diuretic agents.
ChemInform, Nov 7, 1989
Preparation and Pharmacological Profile of 2-Trifluoromethylbenzo(8,9)-1,3-diaza-spiro(4,6)-undec... more Preparation and Pharmacological Profile of 2-Trifluoromethylbenzo(8,9)-1,3-diaza-spiro(4,6)-undeca-2,8-diene and Its Enantiomers as New Anti-obesity Agents. -An improved method for the synthesis of the known trifluoromethyl-substituted benzocycloheptenone (VII) and its conversion into both enantiomers of the title spiro-imidazoline compound (XIV) is described. Pharmacological profiles of spiro-compounds (XIV) are studied. -
Chemischer Informationsdienst, Jan 15, 1980
Die Reduktion des Cyclohexanon-2-nitrophenylhydrazons (I) liefert das Amin (Ib), das zu (II) cycl... more Die Reduktion des Cyclohexanon-2-nitrophenylhydrazons (I) liefert das Amin (Ib), das zu (II) cyclisiert und durch Sauerstoff zu (III) oxidiert wird. (NMR-, Massen-Spektren).
Sintesi e valutazione biologica di derivati chinolizinici quali potenziali agenti antiaritmici
ChemInform, Jun 12, 2010
Synthesis and Preliminary Pharmacological Results on New Naphthalene Derivatives as 5-HT 4 Recept... more Synthesis and Preliminary Pharmacological Results on New Naphthalene Derivatives as 5-HT 4 Receptor Ligands. -Six analogues of GR 113 808, the reference ligand for labeling the 5-HT 4 serotoninergic receptors, are synthesized and their affinity for receptors 5-HT 3 and 5-HT 4 is examined. The indole ring in the lead is replaced by a naphthalene ring yielding analogues (VIII), (IX), and (XI). Replacement of the ester group of the lead by its bioisosteric amide equivalent yields the remaining analogues, devoid of affinity for all 5-HT receptors. Compound (XI) reveals 5-HT 4 affinity and selectivity closely comparable to those of the lead. -(DIOUF, OUSMANE;
Synthesis and evaluation of gastroprotective and antiulcer activity of some 2-substituted-1H-imidazo[4,5-b] pyridines and -1H-benzimidazoles
PubMed, Mar 1, 1992
Several compounds possessing imidazo[4,5-b]pyridine and benzimidazole structure bearing substitue... more Several compounds possessing imidazo[4,5-b]pyridine and benzimidazole structure bearing substituents in position 2 were prepared in order to evaluate an anti-ulcer and gastroprotective activity in rat pylorus ligature, in comparison with omeprazole. Among sixteen compounds taken as representatives of the synthetised series only one (3d) showed a good activity by i.m. administration at 50 mg/kg, while by oral administration of 100 mg/kg a certain number was active and in some cases this activity was quite superior to that of omeprazole.
[Dialkylaminoalkylbenzimidazoles of pharmacological importance. IV]
PubMed, Jun 1, 1975
In order to improve the analgesic and antiarrhythmic activities of 1-dialkylaminoalkyl-2-benzotri... more In order to improve the analgesic and antiarrhythmic activities of 1-dialkylaminoalkyl-2-benzotriazolylmethylbenzimidazoles previously described, forty derivatives with a chlorine, trifluoromethyl, acetyl or nitrogroup in 5 position were prepared.
ChemInform, Dec 13, 1988
Preparation and Pharmacological Profile of 2-Trifluoromethylbenzo(8,9)-1,3-diaza-spiro(4,6)-undec... more Preparation and Pharmacological Profile of 2-Trifluoromethylbenzo(8,9)-1,3-diaza-spiro(4,6)-undeca-2,8-diene and Its Enantiomers as New Anti-obesity Agents. -An improved method for the synthesis of the known trifluoromethyl-substituted benzocycloheptenone (VII) and its conversion into both enantiomers of the title spiro-imidazoline compound (XIV) is described. Pharmacological profiles of spiro-compounds (XIV) are studied. -
Chemischer Informationsdienst, Aug 22, 1972
Bei der Addition von Crotons äure an substituierte Benzotriazole bei 100 -120 rc C in Gegenwart v... more Bei der Addition von Crotons äure an substituierte Benzotriazole bei 100 -120 rc C in Gegenwart von Pyridin werden in Abh ängigkeit von der Substitution des Benzolkerns Substitutionen in 1 und/oder 3-Stellung bzw. in 2-Stellung des Benzotriazols beobachtet. So reagieren Methyl-und Chlor-benzotriazole (I) mit Crotons äure (II) zu den isomeren Butters äure-Derivaten (III) und (IV), w ährend bei der Addition von Crotons äure an Trifluormethyl-bzw. Nitro-benzotriazol (V) die drei isomeren Produkte (VI), (VII) und (VIII) rhalten wurden. Das Derivat (VIb) kann durch Reduktion und Acetylierung in das Acetamino-Derivat (VIc) übergef ührt werden. Die Konstitution der Benzotriazole (VI) wurde durch deren unabh ängige Synthese aus 2-Nitro-chlor-benzolen (IX) und Amino-butters äure (X) ewiesen. Die Dimethyl-benzotriazole (XIII) und (XV) reagieren zu den einheitlichen Butters äuren (XIV) bzw. (XVI), w ährend das Dichlor-benzotriazol (XVII) ein Gemisch der Dichlor-benzotriazolyl-butters äuren (XVIII) und (XIX) ergibt, welche mit Salzs äure/Salpeters äure u den Tetrachlor-Derivaten (XX) bzw. (XXII) chloriert werden k önnen. (XX) erh ält man auch durch Chlorierung von Benzotriazolyl-butters äure (XXI) mit Salzs äure/ Salpeters äure. Aus den Naphthotriazol (XXIII) werden l die isomeren Naphthotriazolyl-butters äuren (XXIV) nd (XXV) gewonnen.
Chemischer Informationsdienst, Jul 25, 1972
Dichlor-nitrobenzol (I) reagiert mit den Aminen (II) zu den Chlor-nitroanilinen (III), welche mit... more Dichlor-nitrobenzol (I) reagiert mit den Aminen (II) zu den Chlor-nitroanilinen (III), welche mit Zinnchlorid / Salzs äure zu o-Phenylen-diaminen (IV) reduziert werden k önnen. Diese und andere o-Phenylen-diamine (V) reagieren mit den Benztriazolylssigs äuren (VI) und (VIII) zu den Benzimidazolen VII bzw. (IX) die gegen über den in 5-Stellung unsubstituierten (R1=H) keine verbesserte harmako1ogische Wirkung aufweisen.
ChemInform Abstract: Synthesis and Evaluation of Gastroprotective Activity of Omeprazole Related Benzimidazole, Imidazo(4,5-b)pyridine and Quinoxaline 2- Substituted Derivatives
ChemInform, Aug 19, 2010
ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
Synthesis and evaluation of gastroprotective activity of omeprazole related benzimidazole, imidazo[4,5-b]pyridine and quinoxaline 2-substituted derivatives
PubMed, Sep 1, 1993
Twenty compounds possessing benzimidazole, imidazo[4,5-b]pyridine and quinoxaline structure beari... more Twenty compounds possessing benzimidazole, imidazo[4,5-b]pyridine and quinoxaline structure bearing either a substituted arylmethylmercapto- or an arylmethylsulfinyl group in position 2 were prepared in order to evaluate an antiulcer and gastroprotective activity in rat pylorus ligature, in comparison with omeprazole at the dose of 50 mg/kg after i.m. administration. One third of these compounds showed a moderate activity, being about half potent as omeprazole.
ChemInform, Jun 20, 2010
Synthesis and Preliminary Pharmacological Results on New Naphthalene Derivatives as 5-HT 4 Recept... more Synthesis and Preliminary Pharmacological Results on New Naphthalene Derivatives as 5-HT 4 Receptor Ligands. -Six analogues of GR 113 808, the reference ligand for labeling the 5-HT 4 serotoninergic receptors, are synthesized and their affinity for receptors 5-HT 3 and 5-HT 4 is examined. The indole ring in the lead is replaced by a naphthalene ring yielding analogues (VIII), (IX), and (XI). Replacement of the ester group of the lead by its bioisosteric amide equivalent yields the remaining analogues, devoid of affinity for all 5-HT receptors. Compound (XI) reveals 5-HT 4 affinity and selectivity closely comparable to those of the lead. -(DIOUF, OUSMANE;
Chemischer Informationsdienst, Aug 1, 1972
Bei der Methylierung der entsprechenden in 5-Stellung substituierten Benzotriazole mit Dimethylsu... more Bei der Methylierung der entsprechenden in 5-Stellung substituierten Benzotriazole mit Dimethylsulfat entstehen die Derivate (I), (II) und (III), von denen sich die 2-Methyl-Isomeren (I) infolge ihrer Unl öslichkeit in Salzs äure isolieren las. sen, w ährend die Verbindungen (II) und (III) durch Kristallisation voneinander trennbar sind (Ausbeuten im allgemeinen 20-25%). Analog verl äuft die Methylierung der Benzotriazole (IV) bzw. (V) unter Bildung von jeweils drei isomeren N-Methyl-Derivaten in wechselnden Ausbeuten. Spektren und charakteristische Spektraldaten sind wiedergegeben. F ür das nach bekannten Vorschriften dargestellte 3-Methyl-3H-naphtho[ 1 ,2-d ]triazol wurde ein von dem in der Literatur aufgef ührten abweichendes Spektrum erhalten.
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Papers by Fabio Sparatore