(+)-海罂粟碱

(+)-海罂粟碱用途

Glaucine (O,O-Dimethylisoboldine) 是一种从 Glaucium flavum Crantz 中分离的生物碱,具有镇咳,支气管扩张和抗炎作用。 Glaucine 是一种选择性的,具有口服活性的磷酸二酯酶 4 (PDE4) 抑制剂,在人支气管和多形核白细胞中的 Ki 为 3.4 µM。Glaucine 还是一种非选择性的 α-肾上腺素受体 (α-adrenoceptor) 拮抗剂,一种 Ca2+ 进入阻滞剂以及弱多巴胺 D1 和 D2 受体拮抗剂。Glaucine 具有抗氧化和抗病毒活性。

(+)-海罂粟碱名称

[ CAS 号 ]:
475-81-0

[ 中文名 ]:
海罂粟碱

[ 英文名 ]:
Glaucine

[中文别名 ]:

[英文别名 ]:

(+)-Glaucine
d-Glaucine
6aα-Aporphine, 1,2,9,10-tetramethoxy-
Glaucine
EINECS 207-501-5

(+)-海罂粟碱生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 跨膜转运 >> 钙通道

信号通路 >> 抗感染 >> 流感病毒

信号通路 >> 代谢酶/蛋白酶 >> 磷酸二酯酶(PDE)

研究领域 >> 感染

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 肾上腺素能受体

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 多巴胺受体

研究领域 >> 炎症/免疫

信号通路 >> 神经信号通路 >> 多巴胺受体

[ 靶点 ]

Ki: 3.4 µM (Phosphodiesterase 4 (PDE4))[1] α-adrenoceptor[1] Ca2+ channel[1] Dopamine D1/D2 receptors[2]

[参考文献]

[1]. J Cortijo, et al. Bronchodilator and Anti-Inflammatory Activities of Glaucine: In Vitro Studies in Human Airway Smooth Muscle and Polymorphonuclear Leukocytes. Br J Pharmacol. 1999 Aug;127(7):1641-51.

[2]. Golo M J Meyer, et al. Studies on the in Vivo Contribution of Human Cytochrome P450s to the Hepatic Metabolism of Glaucine, a New Drug of Abuse. Biochem Pharmacol. 2013 Nov 15;86(10):1497-506.

[3]. Maya Spasova, et al. Cinnamoyl- And Hydroxycinnamoyl Amides of Glaucine and Their Antioxidative and Antiviral Activities. Bioorg Med Chem. 2008 Aug 1;16(15):7457-61.

(+)-海罂粟碱物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
487.0±45.0 °C at 760 mmHg

[ 熔点 ]:
246-247ºC

[ 分子式 ]:
C₂₁H₂₅NO₄

[ 分子量 ]:
355.427

[ 闪点 ]:
140.2±25.9 °C

[ 精确质量 ]:
355.178345

[ PSA ]:
40.16000

[ LogP ]:
3.86

[ 外观性状 ]:
棕色粉末

[ 蒸汽压 ]:
0.0±1.2 mmHg at 25°C

[ 折射率 ]:
1.576

[ 储存条件 ]:
2-8℃，干燥，密闭

(+)-海罂粟碱毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CE0925000

CHEMICAL NAME :: 6a-alpha-Aporphine, 1,2,9,10-tetramethoxy-

CAS REGISTRY NUMBER :: 475-81-0

LAST UPDATED :: 199512

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C21-H25-N-O4

MOLECULAR WEIGHT :: 355.47

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 545 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 46(4),100,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 143 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 46(4),100,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 434 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 46(4),100,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 167 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 46(4),100,1983

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 430 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 31,44,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 140 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 46(4),100,1983 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 6300 mg/kg/12W-I

TOXIC EFFECTS :: Liver - liver function tests impaired

REFERENCE :: FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 46(4),100,1983

(+)-海罂粟碱安全信息

[ 危害码 (欧洲) ]:
Xi

[ 海关编码 ]:
2933990090

(+)-海罂粟碱合成路线

详细合成路线

(+)-海罂粟碱海关

[ 海关编码 ]: 2933990090

[ 中文概述 ]:
2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%