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  • Organic Chemistry  (29)
  • Key words Acute myelogenous leukemia  (2)
  • 3-Vinylindoles  (1)
  • 1
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 127 (1996), S. 97-102 
    ISSN: 1434-4475
    Keywords: 3-Vinylindoles ; Carbazoles ; Diels-Alder reactions ; Cytotoxicity
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Die aus den methoxysubstituierten 3-Vinylindolen1 und2 zugänglichen Cycloaddukte3,5 und7 lassen sich mitDDQ zu den coplanar-anellierten Carbazolen4,6 und8 dehydrieren. Verbindung4a, die auch durch eine Röntǵenstrukturanalyse charakterisiert wurde, zeigt signifikante Cytotoxizität gegen Humantumor-Zellinien (K562 und RXF93).
    Notes: Summary The cycloadducts3,5, and7, readily available from methoxy-substituted 3-vinylindoles1 and2, were dehydrogenated withDDQ to the coplanar [a]-anellated carbazoles4,6, and8. Compound4a, also characterized by X-ray structural analysis, shows significant cytotoxicity against K562 und RXF393 human tumor cell lines.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1432-0584
    Keywords: Key words Acute myelogenous leukemia ; Allogeneic marrow transplantation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract  Between February 1982 and April 1995, 62 patients (37 male, 25 female) with acute myelogenous leukemia (AML) with a median age of 32 years (19–51 years) received allogeneic marrow grafts from an HLA-identical sibling (n=60) or an HLA-mismatched family member (n=2). At the time of transplant, 35 patients were in first complete remission (CR), five in second CR, eight were primary refractory, eight were in untreated relapse and six in refractory relapse. The FAB subtypes were as follows: M1 (n=17), M2 (n=13), M3 (n=6), M4 (n=19), M5 (n=6), M6 (n=1). For conditioning most patients were given total body irradiation combined with cyclophosphamide (CY, n=50) or CY and busulfan (n=9). For graft-versus-host disease prophylaxis patients received cyclosporin A (CSA) and methotrexate (MTX) (n=32), MTX alone (n=12), CSA and methylprednisone (n=5), or CSA alone (n=13). As of April 1995, probability of leukemia-free survival projected at 10 years after BMT was 60% for patients transplanted in first CR compared with 10% for patients transplanted beyond first CR. Transplant-related mortality was 11% after BMT in first CR and 39% after BMT beyond first CR. Probability of relapse projected at 10 years after BMT is 32% for patients who received transplants in first CR and 81% for patients who received transplants beyond first CR. Thus, high-dose chemo/radiotherapy followed by allogeneic marrow infusion has a high curative potential for patients with AML who receive transplants in first CR and offers the chance of long-term disease-free survival for some patients with advanced disease.
    Type of Medium: Electronic Resource
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  • 3
    ISSN: 1432-0584
    Keywords: Key words Acute myelogenous leukemia ; Stem-cell transplantation
    Source: Springer Online Journal Archives 1860-2000
    Topics: Medicine
    Notes: Abstract  Between February 1982 and 1999, 118 consecutive patients (65 male, 53 female) with acute myelogenous leukemia (AML), with a median age of 35 years (range 17–56 years), received stem-cell grafts from a human leukocyte antigen-identical sibling (n=71), one-antigen-mismatched family member (n=2), matched unrelated donor (n=15), one-antigen-mismatched unrelated donor (n=4) or an autologous (n=26) graft. At the time of transplant, 56 patients were in the first complete remission (CR), 27 in the second CR, 6 in untreated relapse, 17 in primary refractory, and 12 in refractory relapse. The French-American-British classification (FAB) subtypes were as follows: M1 (n=25), M2 (n=28), M3 (n=11), M4 (n=32), M5 (n=16), M6 (n=6). For conditioning, most patients underwent total body irradiation-containing regimens. As of 28 February, 1999, probability of leukemia-free survival (LFS) is 58% for patients after related and 45% after unrelated stem-cell transplantation (SCT). The probability of LFS is 70% for patients given allogeneic transplants in the first CR compared with 33% for those beyond the first CR at SCT. In autologous stem-cell graft recipients, the probability of LFS is 37%. Transplant-related mortality was 28% after related, 20% after unrelated, and 4% after autologous SCT. Probability of relapse for patients given related-donor stem-cell grafts in the first CR and beyond the first CR is 30% and 67%, 55% after unrelated and 63% after autologous stem-cell grafting. Thus, myeloablative therapy followed by allogeneic stem-cell infusion has a high curative potential for patients with AML in remission and offers substantial benefits to patients in advanced disease.
    Type of Medium: Electronic Resource
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  • 4
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Type of Medium: Electronic Resource
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  • 5
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 330 (1988), S. 974-980 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Tetrazole Compounds. 2. 1-Aryl-1H-tetrazole-5-acetaldehyde Derivatives from 1-Aryl-5-(2-dimethylamino-vinyl)-1H-tetrazoles1-Aryl-5-(2-dialkylamino-vinyl)-1H-tetrazoles 2, easily accessible by the reaction of 3-chloro-propeniminium salts 1 with excess sodium azide in refluxing alcohols, represent enamines of the hitherto unknown 1-aryl-1H-tetrazole-5-acetaldehydes 3. Attempts to isolate the latter after acid-catalyzed hydrolysis of 2 were unsuccessful. However, generated in situ, they can be trapped by suitable aldehyde reagents. Thus, starting from 1-aryl-5-(2-dimethylamino-vinyl)-1H-tetrazoles 4, the 4-nitrophenylhydrazones 5a--hyphen;i, 2,4-dinitrophenylhydrazones 5j--hyphen;r, and thiosemicarbazones 6 of the corresponding 1-aryl-1H-tetrazole-5-acetaldehydes 3 were obtained. Analogously, acid-catalyzed hydrolysis of 4 in the presence of 1,2-dianilinoethane resulted in 1-aryl-5-(1,3-diphenyl-2-imidazolidinylmethyl)-1H-tetrazoles 7. --hyphen; The structure of the aldehyde derivatives 5, 6, and 7 was proved by 1H n.m.r. spectroscopy.
    Additional Material: 4 Tab.
    Type of Medium: Electronic Resource
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  • 6
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 331 (1989), S. 111-114 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Vinylogous Acyl Compounds. XXI. 1H-N.M.R. Spectroscopic Investigations on 3-Chloropropen-iminium SaltsThe 1H-n.m.r. data of a series of 3-aryl-3-chloropropeniminium salts 5 are reported. From the vicinal coupling constants 3J(H1, 2H) as well as from NOE difference spectra follows that salts of type 5 have throughout E(1,2)Z(2,3) configuration.
    Additional Material: 1 Ill.
    Type of Medium: Electronic Resource
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  • 7
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 331 (1989), S. 293-305 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Pyrylium Compounds. 41. 7aH-Cyclopenta[b]pyran-7-ones by Ring Transformation of 2,4,6-Triarylpyrylium Salts with Acyclic 1,2-DiketonesReaction of 2,4,6-triarylpyrylium salts 1 with acyclic 1,2-diketones 2 (CH3COCOR, R = Me, Ph) in the presence of an appropriate condensing agent (e.g. piperidine acetate, triethyl-amine/acetic acid, sodium acetate) yields the hitherto unknown 2,4,5,7a-substituted 7aH-cyclopenta[b]pyran-7-ones 3 as a result of a new type of ring transformation (2,5-[C4O+C]/2,3-[C2+C3]). A characteristic feature of compounds 3 is their ability to undergo electrophilic substitutions. Thus, stepwise bromination of the 7a-methyl derivative 3a in acetic acid affords 6-bromo-7a-methyl-2,4,5-triphenyl-cyclopenta[b]pyran-7-one (4) and 3,6-dibromo-7a-methyl-2,4,5-triphenyl-cyclopenta[b]pyran-7-one (5); analogously, nitration of 3a leads to 7a-methyl-6-nitro-2,4,5-triphenyl-cyclopenta[b]pyran-7-one (6), indicating that position 6 is the favoured position for electrophilic substitutions. Contrary to the 3,5-unsubstituted pyrylium salts 1, the 3,5-dimethyl-2,4,6-triphenyl-pyrylium perchlorate (13) reacts with 1,2-diketones 2 through a 2,6-[C5+C] transformation to give arylsubstituted 1,2-diones 14. The structure of the new compounds was determined by spectroscopic methods and by a single crystal X-ray analysis of the dibromo derivative 5.
    Additional Material: 2 Ill.
    Type of Medium: Electronic Resource
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  • 8
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 331 (1989), S. 306-318 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Pyrylium Compounds. 42. Benzocycloalkenones and Dihydro-2H,7H-1-benzopyranones from 2,4,6-Triarylpyrylium Salts and Cycloalkane-1,2-diones2,4,6-Triarylpyrylium salts 1 react with cycloalkane-1,2-diones 2 in the presence of an appropriate condensing agent to yield benzocycloalkenones 3. Thus, sodium acetate and cyclo-hexane-1,2-dione (2a) lead to the dihydro-2H-naphthalenones 3a-i, whereas with cycloheptane-1,2-dione (2b) and piperidine acetate, triethylamine or sodium acetate the tetrahydro-5H-benzo-cyclohepten-5-ones 3j-r are formed. As shown for the example 3a, j → 4a, b, benzocycloalkenones of type 3 can be converted into phthalazines 4 on heating with hydrazine in ethanol. By reaction of the dione 2a and an equimolar mixture of triethylamine and acetic acid or morpholine acetate with the salts 1 5,6-dihydro-2H,7H-1-benzopyran-8-ones 5 are obtained as a result of a new type of ring transformation. The pyrans 5 can be cleaved with perchloric acid in ethanol to 5,6,7,8-tetrahydro-8-oxo-1-benzopyrylium perchlorates 6. If the pyrans 5 are heated with sodium acetate in ethanol, a conversion to benzocycloalkenones 3 is achieved (cf. 5a → 3a). The structure of the new compounds was established by spectroscopic methods.
    Additional Material: 3 Tab.
    Type of Medium: Electronic Resource
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  • 9
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 331 (1989), S. 885-892 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Tetrazole Compounds. 4. Alkylation of 1-Aryl-5-(2-dimethylamino-vinyl)-1 H-tetrazolesAlkylation of 1-aryl-5-(2-dimethylamino-vinyl)-1 H-tetrazoles 1 with dialkyl sulfates or alkyl iodides yields mainly 4-alkyl-1-aryl-5-(2-dimethylamino-vinyl)-1 H-tetrazolium salts which can be isolated free from isomers by separation as perchlorates 2. The reaction proceeds with retention of the E configuration of the vinyl group. In contrast to 1 the methyl groups of the dimethylamino substituent in 2 are magnetically non-equivalent indicating restricted rotation of this residue. On heating 2 with aqueous mineral acids the dimethylaminovinyl moiety undergoes degradation to a methyl group affording 4-alkyl-1-aryl-5-methyl-1 H-tetrazolium salts 4, the structure of which was confirmed by independent synthesis. With hot aqueous alkali hydroxide 2 reacts under ring cleavage to give aryl azide.  -  1H n.m.r. and u.v. spectroscopic data of the tetrazolium salts 2 and 4 are reported.
    Additional Material: 2 Tab.
    Type of Medium: Electronic Resource
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  • 10
    Electronic Resource
    Electronic Resource
    New York, NY : Wiley-Blackwell
    Journal für Praktische Chemie/Chemiker-Zeitung 332 (1990), S. 453-460 
    ISSN: 0021-8383
    Keywords: Chemistry ; Organic Chemistry
    Source: Wiley InterScience Backfile Collection 1832-2000
    Topics: Chemistry and Pharmacology
    Notes: Substituted 2-Amino-thiazoles from α-Thiocyanato-acetophenones and Dialkylaminesα-Thiocyanato-acetophenones 1 react with dialkylammonium salts of weak acids (acetates, propionates, benzoates) to give 2-dialkylamino-4-aryl-thiazoles 4. As reaction medium aliphatic alcohols (methanol, ethanol), dipolar-aprotic solvents (acetonitrile, dimethylformamide, dimethyl sulphoxide) or chlorinated hydrocarbons (methylene chloride, chloroform, carbon tetrachloride) can be used. In comparison to known methods for the preparation of the thiazoles 4 the synthesis via α-thiocyanato-acetophenones 1 has the advantage of the simpler accessible starting compounds. - I.r., u.v., n.m.r. and mass spectroscopic data of the thiazoles 4 are reported.
    Additional Material: 3 Tab.
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