COMBRETASTATIN A4 DISODIUM PHOSPHATE 康普瑞汀磷酸二钠
Combretastatin A4 disodium phosphate
CAS: 168555-66-6
Molecular Formula: C18H19O8P.2Na
COMBRETASTATIN A4 DISODIUM PHOSPHATE 康普瑞汀磷酸二钠 - Names and Identifiers
| Name | Combretastatin A4 disodium phosphate |
| Synonyms | CA4P Combretastatin A-4 phosphate Fosbretabulin disodiuM (CA4P) CoMbretastatin A4 Phosphate(CA4P) Combretastatin A4 disodium phosphate Combretastatin A4 phosphate disodium CombretastatinA4disodiumphosphate(CA4P) OMBRETASTATIN A-4 PHOSPHATE, DISODIUM SALT Combrestatin A4 3'-O-Phosphate (sodium salt) SODIUM (Z)-2-METHOXY-5-(3,4,5-TRIMETHOXYSTYRYL)PHENYL PHOSPHATE disodium 2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl phosphate 2-Methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl disodium phosphate 2-Methoxy-5-[(1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol dihydrogen phosphate disodium salt |
| CAS | 168555-66-6 |
| EINECS | 1312995-182-4 |
| InChI | InChI=1/C18H21O8P.2Na/c1-22-14-8-7-12(9-15(14)26-27(19,20)21)5-6-13-10-16(23-2)18(25-4)17(11-13)24-3;;/h5-11H,1-4H3,(H2,19,20,21);;/q;2*+1/p-2/b6-5-; |
| InChIKey | VXNQMUVMEIGUJW-XNOMRPDFSA-L |
COMBRETASTATIN A4 DISODIUM PHOSPHATE 康普瑞汀磷酸二钠 - Physico-chemical Properties
| Molecular Formula | C18H19O8P.2Na |
| Molar Mass | 440.29 |
| Melting Point | 238-242 ºC |
| Boling Point | 611.8°C at 760 mmHg |
| Flash Point | 323.8°C |
| Solubility | H2O : 4.5 mg/mL (10.22 mM; Need ultrasonic and warming);DMF : < 1 mg/mL (insoluble);DMSO |
| Vapor Presure | 7.99E-16mmHg at 25°C |
| Appearance | Powder |
| Color | white to beige |
| Storage Condition | -20°C |
| MDL | MFCD00943911 |
| In vitro study | Fosbretabulin disodium (Combretastatin A- 4 phosphate disodium, CA4P disodium) is A water-soluble prodrug of Combretastatin A4 (CA4), which targets microtubule and was originally isolated from the African tree Combretum caffrum. CA4 is a tubulin binding agent, which binds to or is close to the colchicine binding site of β-tubulin (K d = 0.40 μm) and inhibits tubulin assembly with IC50 of 2.4 μm. CA4 is cytotoxic to proliferating but not dormant endothelial cells and has potent, selective toxicity to tumor vessels. CA4P(1 mM,30 min) disrupts the endothelial cell microtubule cytoskeleton and mediates morphological changes in endothelial cells. CA4P stimulates actin stress fiber formation and membrane bleb, and increases monolayer permeability through Rho/ Rho kinase. CA4P increases endothelial cell permeability, mainly through the stem VE-cadherin/β-catenin/Akt signaling pathway, and inhibits endothelial cell migration and capillary formation, resulting in rapid vascular collapse and tumor necrosis. |
| In vivo study | CA4P administered alone at 10% of the maximum tolerated dose (MTD) in an experimental tumor model resulted in rapid, extensive, irreversible vascular closure. After CA4P treatment for 6 hours, the vascular volume decreased by 93%. CA4P at a dose of 100 mg/kg for 6 hours decreased about 100-fold in tumor blood and about 7-fold in spleen. |
COMBRETASTATIN A4 DISODIUM PHOSPHATE 康普瑞汀磷酸二钠 - Risk and Safety
| WGK Germany | 3 |
COMBRETASTATIN A4 DISODIUM PHOSPHATE 康普瑞汀磷酸二钠 - Reference
| Reference Show more | 1. Guo Jun, Zhou Yue, Yang Dongzhi, et al. Study on cardiac toxicity of C70 fullerol in mice [J]. 2018 of imaging science and photochemistry 36(004):324-330. 2. [IF = 3.645] Jingbin Chen et al.Screening for potential quality markers of Callerya nitida var. hirsutissima. Z.Wei based on components profile, pharmacokinetics, and anti-inflammatory study.Journal Of Separation Science. 2021 Nov 02 |
COMBRETASTATIN A4 DISODIUM PHOSPHATE 康普瑞汀磷酸二钠 - Reference Information
| Vascular targeted anticancer drug | Commruitin disodium phosphate is abbreviated as CA4P, which is a vascular targeted anticancer drug. Its mechanism of action is to cause the rapid interruption of tumor blood flow supply and cause the tumor to die due to insufficient oxygen supply and nutritional starvation. The mechanism of action of CA4P in treating tumors is different from that of general cytotoxic chemotherapy drugs, it is also different from drugs that inhibit the development of new blood vessels. It specifically destroys and disintegrates immature endothelial cells that form new blood vessels during tumor growth, but has no effect on normal tissue vascular mature endothelial cells. At present, the domestic Peking University Medicine is conducting phase II clinical research on the disodium of compatridine phosphate and injection. |
| biological activity | Fosbretabulin (Combretastatin A4 Phosphate, CA4P, CA 4DP) is Disodium a water-soluble Combretastatin A4 (CA4) prodrug. CA4 targets microtubule and binds to β-tubulin. Kd is 0.4 μM in cell-free test. Fosbretabulin Disodium inhibit tubulin polymerization with IC50 of 2.4 μM, it will also interfere with tumor blood vessels. Fosbretabulin disodium can induce mitotic arrest and apoptosis in endothelial cells. Phase 3. |
| Target | Value |
| Tubulin (Cell-free assay) | 2.4 μM |
Last Update：2024-04-09 02:00:07
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COMBRETASTATIN A4 DISODIUM PHOSPHATE 康普瑞汀磷酸二钠
2-氨基-5-氯-2-氟二苯甲酮
2-溴-3-硝基-5-甲基吡啶
2-羟基-5-溴-4-甲基吡啶
(S)-1-苄基-4-羟基-2-吡咯烷酮
2-氨基-4-三氟甲基溴苯3-氨基-4-溴三氟甲苯
3-甲基-1-氧代丁基-1-(4-羟甲基苯基)氨基-1-氧代-5-脲基戊烷氨基)-3-甲基-1-氧代丁烷-2-氨基甲酸酯
全氟(4-甲基-2-戊烯)
LABOTEST-BB LT00159675
TISSUE EMBEDDING MEDIUM (PARAPLAST(R) REGULAR)
2-氨基-5-氯-2-氟二苯甲酮
2-溴-3-硝基-5-甲基吡啶
2-羟基-5-溴-4-甲基吡啶
(S)-1-苄基-4-羟基-2-吡咯烷酮
2-氨基-4-三氟甲基溴苯3-氨基-4-溴三氟甲苯
3-甲基-1-氧代丁基-1-(4-羟甲基苯基)氨基-1-氧代-5-脲基戊烷氨基)-3-甲基-1-氧代丁烷-2-氨基甲酸酯
全氟(4-甲基-2-戊烯)
LABOTEST-BB LT00159675
TISSUE EMBEDDING MEDIUM (PARAPLAST(R) REGULAR)