HAEMATOPORPHYRIN DIHYDROCHLORIDE
Haematoporphyrin dihydrochloride
CAS: 17696-69-4
Molecular Formula: C34H39ClN4O6
HAEMATOPORPHYRIN DIHYDROCHLORIDE - Names and Identifiers
HAEMATOPORPHYRIN DIHYDROCHLORIDE - Physico-chemical Properties
| Molecular Formula | C34H39ClN4O6 |
| Molar Mass | 635.16 |
| Boling Point | 1192.7°C at 760 mmHg |
| Flash Point | 675.1°C |
| Water Solubility | Insoluble in water. Soluble in pyridine (5%). |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | Solid |
| Color | Very Dark Red |
| Merck | 14,4636 |
| BRN | 78957 |
| Storage Condition | Inert atmosphere,Room Temperature |
| Stability | Hygroscopic |
| MDL | MFCD00013470 |
| In vitro study | Hematoporphyrin (20-120 nM; 60 min) dose-dependently inhibits cell viability in U87 and U251 glioma cells, with IC 50 s of 85 and 166 nM, respectively. Hematoporphyrin (85 nM; 60 min) induces cell apoptosis via induction of ROS in U87 cells. Hematoporphyrin (85 nM; 60 min) induces morphological changes of U87 cells under the red light, including shrinking, fragmentation. Cell Viability Assay Cell Line: U87 and U251 cells Concentration: 20, 40, 60, 80, 100, 120 nM Incubation Time: 60 min Result: Inhibited cell viability in a dose-dependent manner. Was more effective under the red light than white light. Apoptosis Analysis Cell Line: U87 cells Concentration: 85 nM Incubation Time: 60 min Result: Induced apoptotic nuclei in U87 cells with low cell density. Induced the ROS and decreased the mitochondrial membrane potential. |
| In vivo study | Hematoporphyrin (5-10 mg/kg; i.p. for 2 months) with the irradiation of red light rapidly decreases the tumor size of rats, due to necrosis caused both by direct action of the photoactivated porphyrin on the tumor cells and by secondary effects on blood vessels. Animal Model: Wistar albino rats of both sexes (20 d; 60-80 g) bearing a subcutaneous solid Yoshida hepatoma AH-130 Dosage: 5, 10 mg/kg Administration: I.p. daily during the initial 10 days and biweekly for the next 2 months Result: No tumor could be palpated a few days after exposure of the rats to light. The skin healed completely and regrowth of the hair occurred. Massive coagulation necrosis of the tumor 24 h after phototreatment (×40). |
HAEMATOPORPHYRIN DIHYDROCHLORIDE - Risk and Safety
| Risk Codes | 33 - Danger of cumulative effects |
| RTECS | TS5505000 |
| TSCA | Yes |
HAEMATOPORPHYRIN DIHYDROCHLORIDE - Nature
Open Data Verified Data
This product is red-brown crystalline powder, soluble in methanol and ethanol, insoluble in ether, chloroform, insoluble in water, but soluble in acidic or alkaline solution. It is stable to acid-base and unstable to strong oxidant. Cherry Red in dilute acid solution. Red fluorescence can be observed under UV light, and hematoporphyrin has absorption peaks at wavelengths of 592, 550 and 402nm in 0. 25mol/L sulfuric acid.
Last Update：2024-01-02 23:10:35
HAEMATOPORPHYRIN DIHYDROCHLORIDE - Preparation Method
Open Data Verified Data
- heme or protoporphyrin lg dissolved in saturated hydrobromic acid glacial acetic acid solution 20ml, placed at room temperature for 24h, filtered, the filtrate with 10% sodium hydroxide to pH 6, so that precipitation, filtration, the precipitate was washed with water for 3 times and dried in a vacuum dryer to obtain crude hematoporphyrin. The crude hematoporphyrin (lg) was added with 1% hydrochloric acid methanol solution (50ml), and refluxed on a water bath for 15min. After cooling, 1% ammonium carbonate solution was added to neutralize to precipitate, and then washed with water for 3 times to obtain red-brown crystals. After the crystals were dried, they were dissolved in chloroform, and then eluted with chloroform: petroleum ether (9:1) through a 10g neutral alumina column. After evaporation of the solvent, the residue was crystallized twice with chloroform petroleum ether to obtain methyl hematoporphyrin. 20ml of 5% sodium hydroxide ethanol solution was added to the methyl ester, refluxed on a water bath for 10 min, cooled, filtered, and the precipitate was separated. The precipitate was dissolved in 50ml of water and adjusted to pH 6 with dilute acetic acid to precipitate hematoporphyrin. After filtration, the precipitate is washed with water until neutral, and dried, the product of hematoporphyrin can be obtained.
- preparation of hematoporphyrin derivatives each: lOg blood Port} '-3 was dissolved in 200ml of a sulfuric acid acetic acid (1:19) mixture, and the mixture was stirred for 0. After 5H, filter with filter paper, the filtrate was adjusted to pH 6 with 5% sodium acetate, and the resulting precipitate was filtered with filter paper, washed with distilled water until neutral, and dried in a vacuum dryer to obtain the hematoporphyrin derivative. This product is used as a photosensitizer in the treatment of malignant tumor.
Last Update：2022-01-01 11:16:41
HAEMATOPORPHYRIN DIHYDROCHLORIDE - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 1.489 ml | 7.445 ml | 14.889 ml |
| 5 mM | 0.298 ml | 1.489 ml | 2.978 ml |
| 10 mM | 0.149 ml | 0.744 ml | 1.489 ml |
| 5 mM | 0.03 ml | 0.149 ml | 0.298 ml |
Last Update：2024-01-02 23:10:35
HAEMATOPORPHYRIN DIHYDROCHLORIDE - Use
Open Data Verified Data
This product can be used for the manufacture of photosensitizer for the diagnosis and treatment of malignant tumors by photosensitization and photodynamic therapy.
Last Update：2022-01-01 11:16:42
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CAS: 17696-69-4
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CAS: 17696-69-4
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