CAS Number6453-67-4
SynonymsMethyl pyrophaeophorbide a; 9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoi; Methyl 3-(14-ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinyl-24,25-dihydro-3-phorbinyl)propanoate; MPP A; PYROPHEOPHORBIDE A METHYL ESTER; MFCD00057989; Methyl pyropheophorbide a; Methyl-13-decarboxy-methyl phaeophorbide-a; 9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoicacid meth; Pyropheophorbide-alpha methyl ester; Methyl carbamic pyrophyllate a
Molecular FormulaC34H36N4O3
Molecular Weight548.67
Purity≥93%
Density1.3±0.1 g/cm3
Boiling Point924.1±65.0 °C at 760 mmHg
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 6453-67-4 |
| Catalog No. | 2A-9032908 |
| Chinese Name | 焦脱镁叶绿酸-甲基酯 |
| Synonyms | Methyl pyrophaeophorbide a; 9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoi; Methyl 3-(14-ethyl-4,8,13,18-tetramethyl-20-oxo-9-vinyl-24,25-dihydro-3-phorbinyl)propanoate; MPP A; PYROPHEOPHORBIDE A METHYL ESTER; MFCD00057989; Methyl pyropheophorbide a; Methyl-13-decarboxy-methyl phaeophorbide-a; 9-Ethenyl-14-ethyl-4,8,13,18-tetramethyl-20-oxophorbine-3-propanoicacid meth; Pyropheophorbide-alpha methyl ester; Methyl carbamic pyrophyllate a |
| Molecular Formula | C34H36N4O3 |
| Molecular Weight | 548.67 |
| Purity | ≥93 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 924.1±65.0 °C at 760 mmHg |
| Appearance | powder |
| Storage Condition | -20°C |
| Application | Methyl pyropheophorbide-a (Pyropheophorbide-a methyl ester), a derivative of chlorophyll a, is a potent photosensitizer that can be used in photodynamic therapy (PDT) of cancer. Methyl pyropheophorbid |
| PubChem ID | 24898454 |
| MDL Number | MFCD00057989 |
| SMILES | CCc1c(C)c2cc3[nH]c(cc4nc([C@@H](CCC(=O)OC)[C@@H]4C)c5CC(=O)c6c(C)c(cc1n2)[nH]c56)c(C)c3C=C |
| InChI | 1S/C34H36N4O3/c1-8-20-16(3)24-13-26-18(5)22(10-11-31(40)41-7)33(37-26)23-12-30(39)32-19(6)27(38-34(23)32)15-29-21(9-2)17(4)25(36-29)14-28(20)35-24/h8,13-15,18,22,35,38H,1,9-12H2,2-7H3/b24-13-,25-14-,26-13-,27-15-,28-14-,29-15-,33-23-/t18-,22-/m0/s1 |
| InChI Key | RYLBYBPLWNFWPG-CMMLGHQLSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352108 |
| Hazard Symbols | transportation |
| MSDS | msds/32908_1_6453_67_4.pdf |
| Bioactivity | Methyl pyropheophorbide-a (Pyropheophorbide-a methyl ester), a chlorophyll-a derivative, and is a potent photosensitizer that can be used in photodynamic therapy (PDT) of cancer. Methyl pyropheophorbide-a has photodynamic activity and can induce apoptosis and inhibit tumor growth[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Others >> Others In Vitro Pyropheophorbide-a methyl ester (2 μM; 12 h) inhibits the cell cycle progression from the G0/G1-phases and induces apoptosis at the light dosage of 55.6 kJ/m2 in PC-3M cells[2]. Pyropheophorbide-a methyl ester (0.2-15 μM; 20 h) has no significant dark cytotoxicity in NCI-h446 cells[1]. Pyropheophorbide-a methyl ester (0.1-15 μM; 20 h) mediates a dose-dependent photocytotoxicity in the NCI-h446 cells[1]. Pyropheophorbide-a methyl ester (2-4 μM; 0-24 h) induces apoptosis of NCI-h446 cells in a time-dependent manner[1]. Pyropheophorbide-a methyl ester (0.5-4 μM; 0-20 h) shows a photocytotoxicity in PC-3M cells[2]. Apoptosis Analysis[1] Cell Line: PC-3M cells Concentration: 2 μM Incubation Time: 12 h Result: Apoptosis rate was about 0.27%, 6.15%, 20.49%, 50.76%, 65.39%, 64.92%, and 64.37% at 1, 3, 6, 12, 18, and 24 h posttreatment, respectively under the conditions of LC75 (2 μM+55.6 kJ/m2). In Vivo Pyropheophorbide-a methyl ester (15 mg/kg; tail vein and topical injection) inhibits the growth of PC-3M tumors in mice[2]. Animal Model: Male BALB/c nude mice (6-8 weeks, 16-20 g) bearing PC-3M tumor[2] Dosage: 15 mg/kg Administration: Tail vein injection and topical injection Result: The tumor volume and the weight inhibition rate were 46.78%, 41.84% in tail vein injection group and 78.66%, 72.07% in topical injection group, respectively. References [1]. Sun X, et, al. Photodynamic therapy with pyropheophorbide-a methyl ester in human lung carcinoma cancer cell: efficacy, localization and apoptosis. Photochem Photobiol. 2002 Jun;75(6):644-51. [2]. Tian Y, et, al. Cell death induced by MPPa-PDT in prostate carcinoma in vitro and in vivo. Biochem Biophys Res Commun. 2006 Sep 22;348(2):413-20. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 924.1±65.0 °C at 760 mmHg Molecular Formula C34H36N4O3 Molecular Weight 548.675 Flash Point 512.7±34.3 °C Exact Mass 548.278748 PSA 99.67000 LogP 6.95 Vapour Pressure 0.0±0.3 mmHg at 25°C Index of Refraction 1.642 InChIKey KWOKGUTUPNUAGP-UHFFFAOYSA-N SMILES C=CC1=C(C)C2=NC1=CC1=NC(=CC3=C(C)C4=C(O)CC(=C5NC(=C2)C(C)C5CCC(=O)OC)C4=N3)C(CC)=C1C Storage condition -20°C |
| Use of | Methyl pyropheophorbide-a (Pyropheophorbide-a methyl ester), a chlorophyll-a derivative, and is a potent photosensitizer that can be used in photodynamic therapy (PDT) of cancer. Methyl pyropheophorbide-a has photodynamic activity and can induce apoptosis and inhibit tumor growth[1][2]. Properties Name Pyropheophorbide-a methyl ester Synonym More Synonyms Methyl pyropheophorbide-a Biological Activity Description Methyl pyropheophorbide-a (Pyropheophorbide-a methyl ester), a chlorophyll-a derivative, and is a potent photosensitizer that can be used in photodynamic therapy (PDT) of cancer. Methyl pyropheophorbide-a has photodynamic activity and can induce apoptosis and inhibit tumor growth[1][2]. Related Catalog Research Areas >> Cancer Signaling Pathways >> Others >> Others References [1]. Sun X, et, al. Photodynamic therapy with pyropheophorbide-a methyl ester in human lung carcinoma cancer cell: efficacy, localization and apoptosis. Photochem Photobiol. 2002 Jun;75(6):644-51. [2]. Tian Y, et, al. Cell death induced by MPPa-PDT in prostate carcinoma in vitro and in vivo. Biochem Biophys Res Commun. 2006 Sep 22;348(2):413-20. Chemical & Physical Properties Molecular Formula C34H36N4O3 Exact Mass 548.278748 PSA 99.67000 Index of Refraction 1.642 InChIKey KWOKGUTUPNUAGP-UHFFFAOYSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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