WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 406813
CAS#: 144082-45-1 (free acid)
Description: AlPcS4 , also known as aluminum phthalocyanine tetrasulfonate Chloroaluminum tetrasulfophthalocyanine; or AlS4Pc, AlPcS4(a), is a potent photosensitizer, and is potentially useful in cancer sonodynamic therapy and cancer photodynamic therapy. Aluminum phthalocyanine disulfonate is a mixture of regional isomers, in which sulfonate group can be in 3- or 4- position in phenyl ring. Aluminum phthalocyanine disulfonate is also a Coloring Agent; Dermatologic Agent; Fluorescent Dye; Indicators and Reagent; Luminescent Agent; Photosensitizing Agent; Radiation-Sensitizing Agent.
MedKoo Cat#: 406813
Name: AlPcS4
CAS#: 144082-45-1 (free acid)
Chemical Formula: C32H16AlClN8O12S4
Exact Mass: 893.9274
Molecular Weight: 895.1955
Elemental Analysis: C, 42.93; H, 1.80; Al, 3.01; Cl, 3.96; N, 12.52; O, 21.45; S, 14.33
Related CAS #: 144082-45-1 (free acid) 118887-28-8 (sodium)
Synonym: AlPcS4 or AlS4Pc, or AlPcS4(a); Chloroaluminum tetrasulfophthalocyanine; Aluminum phthalocyanine tetrasulfonate tetrasodium; Al(III) Phthalocyanine Chloride Tetrasulfonic tetrasodium; MFCD#: MFCD00672294.
IUPAC/Chemical Name: Aluminate(4-), chloro[29H,31H-phthalocyanine-2,9,17,24-tetrasulfonato(6-)-N29,N30,N31,N32]-, (SP-5-13)-
InChi Key: ZFWXERRHYQLDNT-UHFFFAOYSA-M
InChi Code: InChI=1S/C32H16N8O12S4.Al.ClH/c41-53(42,43)13-1-5-17-21(9-13)29-35-25(17)33-26-18-6-2-14(54(44,45)46)10-22(18)31(36-26)40-32-24-12-16(56(50,51)52)4-8-20(24)28(38-32)34-27-19-7-3-15(55(47,48)49)11-23(19)30(37-27)39-29;;/h1-12H,(H4-2,33,34,35,36,37,38,39,40,41,42,43,44,45,46,47,48,49,50,51,52);;1H/q-2;+3;/p-1
SMILES Code: Cl[Al]123N4C5=NC6=[N]1C(C7=C6C=C(C=C7)S(=O)(O)=O)=NC8=C9C=CC(S(=O)(O)=O)=CC9=C(N38)N=C(C%10=C%11C=CC(S(=O)(O)=O)=C%10)[N]2=C%11N=C4C%12=C5C=C(S(=O)(O)=O)C=C%12
Appearance: Solid powder
Purity: >90% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
| Biological target: | AlPcS4 is a photosensitizer. |
| In vitro activity: | The synergistic antitumor growth effect of AlPcS4/PDT (photodynamic therapy) and low‑dose chemotherapeutic agents on gastric cancer cells was investigated and compared by combining AlPcS4/PDT treatment with different low‑dose chemotherapeutic agents, namely, 5‑fluorouracil (5‑FU), doxorubicin (DOX), cisplatin (CDDP), mitomycin C (MMC), and vincristine (VCR). The inhibitory effect was increased in treatments that combined AlPcS4/PDT with all the low‑dose chemotherapeutic agents. An evident synergistic effect was obtained in the combination treatment of AlPcS4/PDT with low‑dose 5‑FU, DOX, and MMC by increasing AlPcS4 intracellular uptake ability, improving apoptosis‑inducing abilities, and prolonging apoptosis‑inducing time. The low‑dose chemotherapeutic agents prolonged the apoptosis‑inducing period of AlPcS4/PDT, and AlPcS4/PDT quickly improved apoptosis‑inducing abilities of chemotherapy even at low doses. Generally, the combination treatment of AlPcS4/PDT with low‑dose chemotherapeutic agents had significant antitumor growth effects in addition to a low dark‑cytotoxicity effect on gastric cancer in vitro. Reference: Oncol Rep. 2018 Jul;40(1):165-178. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6059740/ |
| In vivo activity: | C57/B1 mice received 2 x 10(5) B16 melanoma cells subcutaneously and were randomized into study (PDT) and three control groups. AlpcS4 2.5 mg/kg was injected intraperitoneally and the mice were exposed to light (100 J/cm2). PDT caused massive tumor necrosis. PDT prolonged the survival of mice (41 +/- 13.4 days) compared to controls (15.8 +/- 3.8 days, P < .001). 31 days after injection with B16 cells, the tumor size was 2.6 +/- 0.3 cm in the control group and 1.6 +/- 0.2, 0.9 +/- 0.3, and 1.0 +/- 0.4 cm in the PDT groups (days 3, 6 and 12, respectively; P < .01). PDT increased skin temperature to 42.8 degrees C +/- 1.3 degrees C, 45.3 degrees C +/- 3.5 degrees C, and 51.7 degrees C +/- 2.7 degrees C at 40, 60, and 100 J/cm2, respectively (P < .01). Overall, photodynamic therapy was found to have significant effects in experimental melanoma in mice. Reference: Ann Surg Oncol. 1998 Apr-May;5(3):241-7. https://pubmed.ncbi.nlm.nih.gov/9607626/ |
The following data is based on the product molecular weight 895.1955 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | 1. Xin J, Wang S, Zhang L, Xin B, He Y, Wang J, Wang S, Shen L, Zhang Z, Yao C. Comparison of the synergistic anticancer activity of AlPcS4 photodynamic therapy in combination with different low‑dose chemotherapeutic agents on gastric cancer cells. Oncol Rep. 2018 Jul;40(1):165-178. doi: 10.3892/or.2018.6438. Epub 2018 May 16. PMID: 29767247; PMCID: PMC6059740. 2. Haddad R, Blumenfeld A, Siegal A, Kaplan O, Cohen M, Skornick Y, Kashtan H. In vitro and in vivo effects of photodynamic therapy on murine malignant melanoma. Ann Surg Oncol. 1998 Apr-May;5(3):241-7. doi: 10.1007/BF02303780. PMID: 9607626. |
| In vitro protocol: | 1. Xin J, Wang S, Zhang L, Xin B, He Y, Wang J, Wang S, Shen L, Zhang Z, Yao C. Comparison of the synergistic anticancer activity of AlPcS4 photodynamic therapy in combination with different low‑dose chemotherapeutic agents on gastric cancer cells. Oncol Rep. 2018 Jul;40(1):165-178. doi: 10.3892/or.2018.6438. Epub 2018 May 16. PMID: 29767247; PMCID: PMC6059740. |
| In vivo protocol: | 1. Haddad R, Blumenfeld A, Siegal A, Kaplan O, Cohen M, Skornick Y, Kashtan H. In vitro and in vivo effects of photodynamic therapy on murine malignant melanoma. Ann Surg Oncol. 1998 Apr-May;5(3):241-7. doi: 10.1007/BF02303780. PMID: 9607626. |
1: da Silva NS, Ribeiro Cde M, Machado AH, Pacheco-Soares C. Ultrastructural changes in Tritrichomonas foetus after treatments with AlPcS4 and photodynamic therapy. Vet Parasitol. 2007 May 15;146(1-2):175-81. Epub 2007 Mar 30. PubMed PMID: 17399904.
2: Derycke AS, Kamuhabwa A, Gijsens A, Roskams T, De Vos D, Kasran A, Huwyler J, Missiaen L, de Witte PA. Transferrin-conjugated liposome targeting of photosensitizer AlPcS4 to rat bladder carcinoma cells. J Natl Cancer Inst. 2004 Nov 3;96(21):1620-30. PubMed PMID: 15523091.
3: Plaetzer K, Kiesslich T, Krammer B, Hammerl P. Characterization of the cell death modes and the associated changes in cellular energy supply in response to AlPcS4-PDT. Photochem Photobiol Sci. 2002 Mar;1(3):172-7. PubMed PMID: 12659513.
4: Gijsens A, Derycke A, Missiaen L, De Vos D, Huwyler J, Eberle A, de Witte P. Targeting of the photocytotoxic compound AlPcS4 to Hela cells by transferrin conjugated PEG-liposomes. Int J Cancer. 2002 Sep 1;101(1):78-85. PubMed PMID: 12209592.
5: Rück A, Heckelsmiller K, Kaufmann R, Grossman N, Haseroth E, Akgün N. Light-induced apoptosis involves a defined sequence of cytoplasmic and nuclear calcium release in AlPcS4-photosensitized rat bladder RR 1022 epithelial cells. Photochem Photobiol. 2000 Aug;72(2):210-6. PubMed PMID: 10946575.
6: Moor AC, Wagenaars-van Gompel AE, Hermanns RC, van der Meulen J, Smit J, Wilschut J, Brand A, Dubbelman TM, VanSteveninck J. Inhibition of various steps in the replication cycle of vesicular stomatitis virus contributes to its photoinactivation by AlPcS4 or Pc4 and red light. Photochem Photobiol. 1999 Mar;69(3):353-9. PubMed PMID: 10089828.
7: Peng Q, Moan J, Farrants GW, Danielsen HE, Rimington C. Location of P-II and AlPCS4 in human tumor LOX in vitro and in vivo by means of computer-enhanced video fluorescence microscopy. Cancer Lett. 1991 Jun 14;58(1-2):37-47. PubMed PMID: 1828713.
Related CAS#
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