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质量水平
方案
97%
表单
solid
旋光性
[α]20/D −200°, c = 1 in chloroform
mp
174-176 °C (lit.)
官能团
ester
SMILES字符串
COc1ccc2C(OC(=O)c2c1OC)C3N(C)CCc4cc5OCOc5c(OC)c34
InChI
1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
InChI key
AKNNEGZIBPJZJG-MSOLQXFVSA-N
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一般描述
(S,R)-Noscapine is a phthalideisoquinoline alkaloid found in opium. It is an antimicrotubule agent that also shows potent antitumor activity.
应用
Noscapine may be used as a source to synthesize its bromo-derivatives, which has higher tubulin binding activity when compared to noscapine. Its 3,4,5-trimethoxybenzyl analog is a potential antitumor agent.
警示用语：
Warning
危险声明
预防措施声明
危险分类
Acute Tox. 4 Oral - STOT SE 3
靶器官
Central nervous system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Gloves
法规信息
新产品
Patrizia Fanara et al.
The Journal of clinical investigation, 122(9), 3159-3169 (2012-08-28)
Progress in neurodegenerative disease research is hampered by the lack of biomarkers of neuronal dysfunction. We here identified a class of cerebrospinal fluid-based (CSF-based) kinetic biomarkers that reflect altered neuronal transport of protein cargo, a common feature of neurodegeneration. After
Laleh Alisaraie et al.
Chemical biology & drug design, 78(4), 535-546 (2011-07-26)
Noscapine, the benzylisoquinoline alkaloid, 5-(4,5-Dimethoxy-3-oxo-1,3-dihydro-isobenzofuran-1-yl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-6-ium, has been extensively used as a cough-suppressing medication with low toxicity. It has been recently shown to also have anti-cancer activity in mice and humans. In this work, using in silico analyses, the most probable
Pradeep K Naik et al.
Journal of molecular graphics & modelling, 29(7), 947-955 (2011-05-03)
We have previously discovered the tubulin-binding anti-cancer properties of noscapine and its derivatives (noscapinoids). Here, we present three lines of evidence that noscapinoids bind at or near the well studied colchicine binding site of tubulin: (1) in silico molecular docking
Discovery of S-phase arresting agents derived from noscapine.
Anderson JT, et al.
Journal of Medicinal Chemistry, 48(8), 2756-2758 (2005)
Jitender Madan et al.
Molecular pharmaceutics, 9(5), 1470-1480 (2012-05-01)
We have previously shown that a novel microtubule-modulating noscapinoid, EM011 (9-Br-Nos), displays potent anticancer activity by inhibition of cellular proliferation and induction of apoptosis in prostate cancer cells and preclinical mice models. However, physicochemical and cellular barriers encumber the development
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