Amsacrine → 1-(4-(Furo(2,3-b)quinolin-4-ylamino)phenyl)ethanone

HRID 1846411

반응식

HRID 1846411 반응식
[O:1]1[C:5]2=[N:6][C:7]3[C:12]([C:13]([NH:14][C:15]4[CH:20]=[CH:19][C:18](/[C:21](=N/O)/[CH3:22])=[CH:17][CH:16]=4)=[C:4]2[CH:3]=[CH:2]1)=[CH:11][CH:10]=[CH:9][CH:8]=3.C[O:26]/N=C(/C1C=CC(NC2C3C(=CC=CC=3)N=C3OC=CC=23)=CC=1)\C.COC1C=C(NS(C)(=O)=O)C=CC=1NC1C2C=CC=CC=2N=C2C=CC=CC=12>>[O:1]1[C:5]2=[N:6][C:7]3[C:12]([C:13]([NH:14][C:15]4[CH:20]=[CH:19][C:18]([C:21](=[O:26])[CH3:22])=[CH:17][CH:16]=4)=[C:4]2[CH:3]=[CH:2]1)=[CH:11][CH:10]=[CH:9][CH:8]=3

참가 물질

4

반응물 3

HCID 2179AmsacrineHCID 9572568(NE)-N-[1-[4-(furo[2,3-b]quinolin-4-ylamino)phenyl]ethylidene]hydroxylamineHCID 9572569N-[4-[(E)-N-methoxy-C-methylcarbonimidoyl]phenyl]furo[2,3-b]quinolin-4-amine

생성물 1

HCID 4043531-(4-(Furo(2,3-b)quinolin-4-ylamino)phenyl)ethanone

실험 절차

In addition, (E)-1-(4-(furo[2,3-b]quinolin-4-ylamino)phenyl)ethanone oxime (a hydroxyimino derivative of compound 1, referred to as compound 2 hereinafter) and (E)-1-(4-(furo[2,3-b]quinolin-4-ylamino)phenyl)ethanone O-methyloxime (a methoxyimino derivative of compound 1, referred to as compound 3 hereinafter) were also shown to have an antiproliferative potency comparable to that of amsacrine. The applicants even further found that compound 1 is able to induce mitotic arrest and apoptosis by binding to tubulin and inhibiting tubulin polymerization (Huang Y. T. et al. (2005), J. Med. Chem., 280:2771-2779).

후처리

  1. customtubulin polymerization (Huang Y. T. et al. (2005), J. Med. Chem., 280:2771-2779)

출처 및 근거

ORD 기록
ord-4caf5da0fffc42b49fb31ac62b759575
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952033B2

연결된 노트

불러오는 중…