Name | protopine |
Synonyms | Fumarine BIFLORIN Protopin Macleyine protopine AI3-62909 Biflorine HSDB 3527 Corydinine Hypercorine 4,6,7,14-Tetrahydro-5-methyl-bis(1,3)benzodioxolo(4,5-c-5',6'-g)azecin-13(5H)-one |
CAS | 130-86-9 |
EINECS | 204-999-6 |
InChI | InChI=1/C20H19NO5/c1-21-5-4-13-7-18-19(25-10-24-18)8-14(13)16(22)6-12-2-3-17-20(15(12)9-21)26-11-23-17/h2-3,7-8H,4-6,9-11H2,1H3 |
Molecular Formula | C20H19NO5 |
Molar Mass | 353.37 |
Density | 1.399 (calc) |
Melting Point | 203-205?C |
Boling Point | 486.8°C (rough estimate) |
Flash Point | 284.9°C |
Water Solubility | Insoluble in water |
Solubility | Slightly soluble in ethyl acetate, carbon disulfide, benzene, petroleum ether, almost insoluble in water. |
Vapor Presure | 4.86E-12mmHg at 25°C |
Appearance | White crystal |
Color | White to Light gray to Light yellow |
Storage Condition | Inert atmosphere,2-8°C |
Sensitive | Sensitive to light |
Refractive Index | 1.5800 (estimate) |
MDL | MFCD00022322 |
Physical and Chemical Properties | White crystalline powder, soluble in ether, chloroform, almost insoluble in water, derived from corydalis, summer without, Papaver soniferum L. Corydalis decumbens (Thunb.) pers. Distance from tuber tip to Corydalis C.sheareri S.Moore root tuber (snake contains seven) Corydalis yanhusuo C.yanhusuo W.T.Wang tuber Celandine Chelidonium majus L. Nandina domestica Thunb. Fruit of the Rhamnaceae plant Ziziphus juwhose Mill. Leaves. |
Safety Description | 24/25 - Avoid contact with skin and eyes. |
UN IDs | 1544 |
RTECS | VS2800000 |
HS Code | 29391900 |
Hazard Class | 6.1(b) |
Packing Group | III |
Reference Show more | 1. Pan Guoqing and Ma Lishan. Simultaneous Determination of Two Alkaloids in Corydalis Corydalis by HPLC [J]. 2016(6) of Huaxi Journal of Pharmacy. 2. Liu Zhenzhen Baiqiao Xu Hao. Effects of Different Initial Processing Methods on the Contents of Five Alkaloids in Corydalis yanhusuo [J]. Modern Agricultural Science and Technology 2019 000(022):173-176. 3. Zheng Meixia, Su Hailan, Zhu Yujing. Optimization of Alkaloid Extraction Process in Radix macrocephila [J]. Journal of Food Safety and Quality Inspection 2020 011(010):3087-3091. 4. Zhao Lu, Jiang Jianmei, Meng Qi, et al. Variation of Alkaloid Content in Celandine [J]. Journal of Jilin Agricultural University, 2017(5):590-595. 5. Zhang Dan, Wang Changli, Bu Diao Diao, et al. Methodological Study on Simultaneous Determination of Five Alkaloids in Corydalis Rhizophora by High Performance Liquid Chromatography [J]. Zhongnan Pharmacy, 2018, 16(12):1759-1762. 6. Zhang, Y., Wang, Z., Xu, J. et al. Optimization of the extraction and purification of Corydalis yanhusuo W.T. Wang based on the Q-marker uniform design method. BMC Chemistry 14, 9 (2020). https://doi.org/10.1186/s13065-020-00666-6 7. [IF = 4.759] Yanyan Zhang et al."Rapid screening and identification of monoamine oxidase-A inhibitors from Corydalis Rhizome using enzyme-immobilized magnetic beads based method." J Chromatogr A. 2019 May;1592:1 8. [IF = 5.34] Xiaohui Zhang et al."Discovery of tetrahydropalmatine and protopine regulate the expression of dopamine receptor D2 to alleviate migraine from Yuanhu Zhitong formula." Phytomedicine. 2021 Oct;91:153702 9. [IF = 4.759] Rong Wang et al."Integration of micro-fractionation, high-performance liquid chromatography-ultraviolet detector-charged aerosol detector-mass spectrometry analysis and cellular dynamic mass redistribution assay to accelerate alkaloid drug discovery." J Ch |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
Uses and development prospects | Protopine, also known as Prutopine, Jinyinghua Alkaline, Protopine, Cyanine, Protopine has analgesic, antitussive, antiasthmatic, sedative, anti-platelet aggregation and antibacterial effects, and can be used to treat fundus congestion, anti-malaria and anti-thrombotic diseases, it is also often used as antibacterial agents, smooth muscle relaxants and sedatives, and has a good clinical application prospect. |
Biological activity | Protopine (Protopine) is an isoquinoline alkaloid, which is often found in some plants in northeastern Asia. It is mainly used for research on anti-tumor and anti-inflammatory activities. |
use | used for content determination/identification/pharmacological experiments, etc. Pharmacological effects: It has analgesic, antispasmodic, antitussive, antiasthmatic, improves microvascular circulation, anti-platelet aggregation, promotes the hypnotic effect of pentobarbital sodium, and has weak bactericidal and anti-tumor effects. It can be used to treat fundus congestion and antithrombotic. calcium channel blockers and antiplatelet drugs |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |