메뉴 건너뛰기




Volumn 65, Issue 29-30, 2009, Pages 5805-5816

Fischer synthesis of isomeric thienopyrrole LHRH antagonists

Author keywords

Fischer; LHRH anatagonists; Thienopyrrole

Indexed keywords

2 [2 (7 AZABICYCLO[2.2.1]HEPT 7 YL) 1,1 DIMETHYL 2 OXOETHYL] 5 (3,5 DIMETHYLPHENYL) 4 [2 [4 (2 OXO 2 PYRROLIDIN 1 YLETHYL)PIPERAZIN 1 YL]ETHYL] 6H THIENO[2,3 B]PYRROLE; 2 [2 (7 AZABICYCLO[2.2.1]HEPT 7 YL) 1,1 DIMETHYL 2 OXOETHYL] 5 (3,5 DIMETHYLPHENYL) 6 [2 [4 (2 OXO 2 PYRROLIDIN 1 YLETHYL)PIPERAZIN 1 YL]ETHYL] 4H THIENO[3,2 B]PYRROLE; 3 [2 (7 AZABICYCLO[2.2.1]HEPT 7 YL) 1,1 DIMETHYL 2 OXOETHYL] 5 (3,5 DIMETHYLPHENYL) 4 [2 [4 (2 OXO 2 PYRROLIDIN 1 YLETHYL)PIPERAZIN 1 YL]ETHYL] 6H THIENO[2,3 B]PYRROLE; 4 [2 (7 AZABICYCLO[2.2.1]HEPT 7 YL) 1,1 DIMETHYL 2 OXOETHYL] 2 (3,5 DIMETHYLPHENYL) 3 [2 [4 (2 OXO 2 PYRROLIDIN 1 YLETHYL)PIPERAZIN 1 YL]ETHYL] 1H THIENO[3,4 B]PYRROLE; 7 [4 [5 (3,5 DIMETHYLPHENYL) 4 [2 [4 (2 OXO 2 PYRROLIDIN 1 YLETHYL)PIPERAZIN 1 YL]ETHYL] 1H PYRROL 3 YL] 2,2 DIMETHYLBUTANOYL] 7 AZABICYCLO[2.2.1]HEPTANE; GONADORELIN ANTAGONIST; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 67249116489     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2009.05.007     Document Type: Article
Times cited : (10)

References (38)
  • 23
    • 67249129000 scopus 로고    scopus 로고
    • DSC testing gave the following results
    • DSC testing gave the following results:
  • 24
    • 67249141298 scopus 로고    scopus 로고
    • O-(4-Nitrobenzoyl)-hydroxylamine; large exotherm from 78 °C, which was complete at 200 °C (heat of decomposition 821 J/g). Second large exotherm from 249 °C, which was complete at 393 °C (heat of decomposition 1120 J/g);
    • O-(4-Nitrobenzoyl)-hydroxylamine; large exotherm from 78 °C, which was complete at 200 °C (heat of decomposition 821 J/g). Second large exotherm from 249 °C, which was complete at 393 °C (heat of decomposition 1120 J/g);
  • 25
    • 67249135120 scopus 로고    scopus 로고
    • O-(2,4-Dinitrophenyl)hydroxylamine; sharp endotherm seen from 103 °C which ran immediately into a large exotherm from 112 °C. The exotherm was complete at 176 °C (heat of decomposition 961 J/g). Second large exotherm from 211 °C, which was complete at 380 °C (heat of decomposition 2548 J/g);
    • O-(2,4-Dinitrophenyl)hydroxylamine; sharp endotherm seen from 103 °C which ran immediately into a large exotherm from 112 °C. The exotherm was complete at 176 °C (heat of decomposition 961 J/g). Second large exotherm from 211 °C, which was complete at 380 °C (heat of decomposition 2548 J/g);
  • 26
    • 65949099740 scopus 로고    scopus 로고
    • O-(Diphenylphosphinyl)hydroxylamine; large, sharp exotherm from 94 °C. Exotherm complete at 140 °C, heat of decomposition 702 J/g. Heats of decomposition of >800 J/g generally indicates possible explosive properties (Recommendations for the Transport of Dangerous Goods Manual on Tests and Criteria 2003, 4th Edition, United Nations, Economic Commission for Europe); for a recent reference evaluating the stability of the mesitylene version see
    • O-(Diphenylphosphinyl)hydroxylamine; large, sharp exotherm from 94 °C. Exotherm complete at 140 °C, heat of decomposition 702 J/g. Heats of decomposition of >800 J/g generally indicates possible explosive properties (Recommendations for the Transport of Dangerous Goods Manual on Tests and Criteria 2003, 4th Edition, United Nations, Economic Commission for Europe); for a recent reference evaluating the stability of the mesitylene version see. Mendiola J., Rincon J.A., Mateos C., Francisco Soriano J., de Frutos O., Niemeier J.K., and Davis E.M. Org. Proc. Res. Dev. 13 (2009) 263-267
    • (2009) Org. Proc. Res. Dev. , vol.13 , pp. 263-267
    • Mendiola, J.1    Rincon, J.A.2    Mateos, C.3    Francisco Soriano, J.4    de Frutos, O.5    Niemeier, J.K.6    Davis, E.M.7
  • 29
    • 67249159482 scopus 로고    scopus 로고
    • Harris, C. S. PCT Int. Appl. 2005, WO2005079805.
    • Harris, C. S. PCT Int. Appl. 2005, WO2005079805.
  • 30
    • 67249144200 scopus 로고    scopus 로고
    • note
    • - on N-{[(chlorosulfinyl)oxy]methylene}-N-methylmethanaminium chloride formed during the first step.
  • 36
    • 67249121248 scopus 로고    scopus 로고
    • note
    • 6 GnRH to receptors by 50%.
  • 37
    • 67249150366 scopus 로고    scopus 로고
    • note
    • 50 value representing the antagonist concentration required to inhibit the GnRH-stimulated LHR release by 50%.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.