SYNTHESIS OF THE NEW HETEROCYCLIC SYSTEM, INDOLO[2,1-b]BENZOXAZINE

被引:11
作者
Osyanin, V. A. [1 ]
Klimochkin, Yu. N. [1 ]
机构
[1] Samara State Tech Univ, Samara 443100, Russia
关键词
2-bromomelatonins; indolo[2,1-b][1,3]benzoxazines; iodomethylates of 2-[(dimethylamino)methyl]phenols; o-methylenequinones; MELATONIN DERIVATIVES;
D O I
10.1007/s10593-009-0350-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The previously unknown heterocyclic system, indolo[2,1-b][1,3]benzoxazine, has been synthesized by condensation of iodomethylates of 2-[(dimethylamino)methylphenols] and 2-bromomelatonins. The highly reactive o-methylenequinone is proposed as an intermediate.
引用
收藏
页码:833 / 836
页数:4
相关论文
共 11 条
  • [1] N-benzyl-2-chloroindole-3-carboxylic acids as potential anti-inflammatory agents.: Synthesis and screening for the effects on human neutrophil functions and on COX1/COX2 activity
    Andreani, A
    Granaiola, M
    Leoni, A
    Locatelli, A
    Morigi, R
    Rambaldi, M
    Roda, A
    Guardigli, M
    Traniello, S
    Spisani, S
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2004, 39 (09) : 785 - 791
  • [2] ALKYLATION OF INDOLE COMPOUNDS BY HYDROXYMETHYLPHENOL, AMINOMETHYLPHENOL AND HALOMETHYLPHENOL
    DECODTS, G
    WAKSELMA.M
    VILKAS, M
    [J]. TETRAHEDRON, 1970, 26 (13) : 3313 - &
  • [3] Doss SH, 2003, PHARMAZIE, V58, P607
  • [4] Synthesis and pharmacological activity of metabolites of the 5-HT4 receptor antagonist SB-207266
    Fedouloff, M
    Hossner, F
    Voyle, M
    Ranson, J
    Powles, J
    Riley, G
    Sanger, G
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2001, 9 (08) : 2119 - 2128
  • [5] N-[(1-BUTYL-4-PIPERIDINYL)METHYL]-3,4-DIHYDRO-2H-[1,3]OXAZINO[3,2-A]INDOLE-10-CARBOXAMIDE HYDROCHLORIDE - THE FIRST POTENT AND SELECTIVE 5-HT4 RECEPTOR ANTAGONIST AMIDE WITH ORAL ACTIVITY
    GASTER, LM
    JOINER, GF
    KING, FD
    WYMAN, PA
    SUTTON, JM
    BINGHAM, S
    ELLIS, ES
    SANGER, GJ
    WARDLE, KA
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (24) : 4760 - 4763
  • [6] Synthesis of the novel antibacterial 6,8-dihydroxy-7-propyl-9H-pyrrolo[1,2-b][1,3]-benzoxazin-9-one
    Huang, LR
    Ellsworth, EL
    Randhawa, S
    Stier, MA
    Huang, YT
    Bird, P
    Lebedev, M
    Wu, K
    Micetich, RG
    Domagala, JM
    Singh, R
    Colbry, NL
    [J]. TETRAHEDRON LETTERS, 2000, 41 (21) : 4061 - 4064
  • [7] Melatonin receptor ligands: Synthesis of new melatonin derivatives and comprehensive comparative molecular field analysis (CoMFA) study
    Mor, M
    Rivara, S
    Silva, C
    Bordi, F
    Plazzi, PV
    Spadoni, G
    Diamantini, G
    Balsamini, C
    Tarzia, G
    Fraschini, F
    Lucini, V
    Nonno, R
    Stankov, BM
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (20) : 3831 - 3844
  • [8] Osyanin V.A., 2006, CHEM HETEROCYCL COMP, V42, P1499
  • [9] Osyanin V. A, 2005, CHEM HETEROCYCL COMP, V41, P1201
  • [10] TRAMONTI.M, 1973, SYNTHESIS-STUTTGART, P703