二甲啡烷磷酸盐
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- CAS号:
- 36304-84-4
- 英文名:
- Dimemorfan phosphate
- 英文别名:
- Hofvan;Astomin;Dimemomin;DIMEMORFAN PHOSPHATE;dimemorphan phosphate;Dimemorfan phosphate USP/EP/BP;dimemorphanpChemicalbookhosphate;Morphinan,3,17-dimethyl-,(9α,13α,14α)-,phosphate(1:1);Morphinan, 3,17-dimethyl-, (9α,13α,14α)-, phosphate (1:1);inhibit,Inhibitor,Sigma Receptor,Dimemorfan phosphate,Dimemorfan
- 中文名:
- 二甲啡烷磷酸盐
- 中文别名:
- 磷酸二甲啡烷;二甲啡烷磷酸盐;磷酸二甲啡烷杂质;(9S,13S,14S)-3,17-二甲基吗喃磷酸盐
- CBNumber:
- CB9832947
- 分子式:
- C18H25N.H3O4P
- 分子量:
- 353.396
- MOL File:
- 36304-84-4.mol
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二甲啡烷磷酸盐化学性质
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熔点:
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267-269°
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比旋光度:
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D23 +25.7° (c = 0.5 in methanol)
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储存条件:
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Store at -20°C
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溶解度:
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Water : 20 mg/mL (56.59 mM);DMSO : 1 mg/mL (2.83 mM)
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二甲啡烷磷酸盐性质、用途与生产工艺
磷酸二甲啡烷抑制延脑咳嗽中枢，为非成瘾性中枢镇咳药。效果略优于右美沙芬，约为可待因的2倍，但毒性更低，反复应用不会成瘾，安全性较大。服用后迅速见效，且持续时间长，亦不会引起便秘，且国内尚无厂家批准上市，具有非常大的市场潜力，在国内开发本品具有广阔的市场前景。
氮气保护下，将起始原料3-甲氧基-17-甲基右吗喃(5.71g，20mmol)和双(三环己 基膦)二氯化镍(0.70g，1mmol)加入100ml甲苯中搅拌溶解，升温至65℃，滴加甲基溴化镁 (四氢呋喃溶液)(1mol/L，20ml，20mmol)，滴加完毕保温反应，TLC检测原料反应完毕后降至 室温，滴加少量饱和氯化铵溶液淬灭反应，加水洗涤分层，分取有机层；有机层饱和食盐水 洗涤，再经干燥后，减压蒸馏除去甲苯得到二甲啡烷；不经纯化直接加入25ml95％乙醇室温 搅拌溶解，然后加入85％磷酸(2.3g，20mmol)反应后析出白色固体，经过滤、洗涤、干燥得到 磷酸二甲啡烷5.46g，收率77.4％，纯度96.2％。
Dimemorfan phosphate 是 sigma 1 receptor 的有效激动剂，能够有效止咳。
| Target | Value |
σ1 receptor
(on rat brain membranes)
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150 nM(Ki)
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Dimemorfan (5-20 μM) inhibits both fMLP- and PMA-induced ROS production in a concentration-dependent manner and is relatively more potent in inhibiting fMLP-induced ROS production with an IC
50
value of 7.0 μM. Dimemorfan (10-50 μM) does not display significant activity in scavenging free radicals by xanthine/xanthine oxidase system. Dimemorfan significantly suppressed Mac-1 upregulation both in PMA- and fMLP-activated groups. Dimemorfan (10-20 μM) significantly suppresses LPS-induced ROS and NO production, and suppresses LPS-induced iNOS protein expression, and both the percentage of the positively stained population and the MCF intensities of MCP-1 and TNF-α in BV2 cytosol. Dimemorfan (20 μM) significantly blocks the degradation of cytosolic Iκ-Bα and nuclear translocation of NF-κB p65, as well as the transcriptional activity of NF-κB.
Dimemorfan (6.25 or 12.5 mg/kg, s.c.) significantly attenuates the BAY k-8644-induced convulsive behaviors, in a dose-related manner (6.25 mg/kg dimemorfan+BAY k-8644 or 12.5 mg/kg dimemorfan+BAY k-8644 versus Saline+BAY k-8644, P<0.05 and P<0.01, respectively). Dimemorfan significantly attenuates BAY k-8644-induced increases in the c-fos and c-jun protein expression in a dose-dependent manner. Dimemorfan does not significantly affect locomotor activity or produce significant circling behavior in any locomotor pattern in mice. Dimemorfan (1 and 5 mg/kg, i.p.) surpresses the incarease of the plasma levels of TNF-α in mice. The infiltration of neutrophils into lung and liver as well as the production of oxidative stress (EB staining) in these tissues induced by LPS is markedly inhibited by the treatment with dimemorfan.
二甲啡烷磷酸盐
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| 更新日期 | 产品编号 | 产品名称 | CAS编号 | 包装 | 价格 |
|---|
| 2024/01/25 | HY-B2215 | 二甲啡烷磷酸盐
Dimemorfan phosphate | 36304-84-4 | 50mg | 400元 |
| 2024/01/25 | HY-B2215 | 二甲啡烷磷酸盐
Dimemorfan phosphate | 36304-84-4 | 10mM * 1mLin Water | 440元 |
36304-84-4, 二甲啡烷磷酸盐 相关搜索:
- 原料药-呼吸系统用药
- 原料药及中间体
- C18H25NH3O4P
- (9S,13S,14S)-3,17-二甲基吗喃磷酸盐
- 磷酸二甲啡烷杂质
- 磷酸二甲啡烷
- 二甲啡烷磷酸盐
- 36304-84-4
- inhibit,Inhibitor,Sigma Receptor,Dimemorfan phosphate,Dimemorfan
- Morphinan,3,17-dimethyl-,(9α,13α,14α)-,phosphate(1:1)
- dimemorphanpChemicalbookhosphate
- Dimemorfan phosphate USP/EP/BP
- Hofvan
- Dimemomin
- Morphinan, 3,17-dimethyl-, (9α,13α,14α)-, phosphate (1:1)
- dimemorphan phosphate
- Astomin
- (9alpha,13alpha,14alpha)-3,17-dimethylmorphinan dihydrogen phosphate
- DIMEMORFAN PHOSPHATE