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MedKoo Cat#: 326808 | Name: Phthalocyanine Chloroaluminum
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phthalocyanine Chloroaluminum, also known as Aluminum phthalocyanine chloride, is an intensely blue-green-coloured aromatic macrocyclic compound that is widely used in dyeing. Phthalocyanine Chloroaluminum is a powerful photosensitizer and is useful in PDT. Photodynamic therapy (PDT) combines light, molecular oxygen and a photosensitizer to induce oxidative stress in target cells.

Chemical Structure

Phthalocyanine Chloroaluminum
Phthalocyanine Chloroaluminum
CAS#14154-42-8

Theoretical Analysis

MedKoo Cat#: 326808

Name: Phthalocyanine Chloroaluminum

CAS#: 14154-42-8

Chemical Formula: C32H20AlClN8

Exact Mass:

Molecular Weight: 579.00

Elemental Analysis: C, 66.38; H, 3.48; Al, 4.66; Cl, 6.12; N, 19.35

Price and Availability

Size Price Availability Quantity
200mg USD 250.00 2 Weeks
500mg USD 450.00 2 Weeks
1g USD 750.00 2 Weeks
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Synonym
Phthalocyanine Chloroaluminum; Chloroaluminum Phthalocyanine; Aluminum phthalocyanine chloride. Chloro(29H,31H-phthalocyaninato)aluminum.
IUPAC/Chemical Name
Aluminum, chloro(29H,31H-phthalocyaninato(2-)-kappaN29,kappaN30,kappaN31,kappaN32)-, (SP-5-12)-
InChi Key
MNJGSPWIVHXYKF-UHFFFAOYSA-M
InChi Code
InChI=1S/C32H20N8.Al.ClH/c1-2-10-18-17(9-1)25-33-26(18)38-28-21-13-5-6-14-22(21)30(35-28)40-32-24-16-8-7-15-23(24)31(36-32)39-29-20-12-4-3-11-19(20)27(34-29)37-25;;/h1-20H;;1H/q-2;+3;/p-1
SMILES Code
Cl[Al]123N(C(C4C=CC=CC54)=N6)C5=NC7=[N]1C(C8=C7C=CC=C8)=NC(N93)=C%10C=CC=CC%10=C9N=C%11C%12C=CC=CC%12C6=[N]%112
Appearance
Solid powder
Purity
>98% (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
More Info
Photodynamic therapy (PDT) has emerged as an effective and minimally invasive treatment option for several diseases, including some forms of cancer.
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Phthalocyanine Chloroaluminum, also known as Aluminum phthalocyanine chloride, is an intensely blue-green-coloured aromatic macrocyclic compound that is widely used in dyeing.
In vitro activity:
The photophysicochemical properties (fluorescence, singlet oxygen and photodegradation quantum yield) of these novel complexes were investigated in dimethylsulfoxide (DMSO) for both non-ionic and quaternized cationic phthalocyanine complexes and in aqueous solution for quaternized cationic phthalocyanine complexes. Studies indicate that the mechanism of BSA quenching by quaternized zinc(II) phthalocyanines was static quenching. Quaternized zinc(II) phthalocyanines interacted with ct-DNA by intercalation. Quaternized zinc(II) phthalocyanines caused a decrease in cell viability and triggered apoptotic cell death after PDT was applied at a concentration that did not have a toxic effect on their own. The results revealed that the synthesized water soluble quaternized zinc(II) phthalocyanine complexes (Q-Zn1c and Q-Zn2c) are promising potential photosensitizers for PDT. Reference: Photochem Photobiol Sci. 2023 May 11. https://pubmed.ncbi.nlm.nih.gov/37166570/
In vivo activity:
The present study aimed to fabricate concanavalin A conjugated phthalocyanine-loaded cochleates (Formulation PhConA) as a glucose-sensitive lipidic system and estimate its efficacy in streptozotocin-induced male Sprague Dawley diabetic rats for 28 days. The in-vivo studies of the formulation PhConA improved the blood glucose levels along with defensive effect on the liver to overcome the hyperlipidemic effect. The rigid structure of cochleates prolongs the drug elimination from systemic circulation and extends its effect for a longer duration by decreasing the blood glucose level. Thus, the glucose-sensitive formulation PhConA showed significant improvement in diabetic rats within the period of 28 days by improving the oxidative defense and protecting the pancreatic β-cells. Reference: J Liposome Res. 2023 May 12:1-16. https://pubmed.ncbi.nlm.nih.gov/37171277/

Preparing Stock Solutions

The following data is based on the product molecular weight 579.00 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.

Recalculate based on batch purity %
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. Kocaağa N, Türkkol A, Bilgin MD, Erdoğmuş A. The synthesis of novel water-soluble zinc (II) phthalocyanine based photosensitizers and exploring of photodynamic therapy activities on the PC3 cancer cell line. Photochem Photobiol Sci. 2023 May 11. doi: 10.1007/s43630-023-00428-y. Epub ahead of print. PMID: 37166570. 2. Liu S, Ma J, Xue EY, Wang S, Zheng Y, Ng DKP, Wang A, Zheng N. Polymeric Phthalocyanine-Based Nanosensitizers for Enhanced Photodynamic and Sonodynamic Therapies. Adv Healthc Mater. 2023 Apr 5:e2300481. doi: 10.1002/adhm.202300481. Epub ahead of print. PMID: 37019442. 3. Govardhane S, Shende P. Phthalocyanine-based glucose-responsive nanocochleates for dynamic prevention of β-cell damage in diabetes. J Liposome Res. 2023 May 12:1-16. doi: 10.1080/08982104.2023.2209642. Epub ahead of print. PMID: 37171277. 4. Feng HY, Yuan Y, Zhang Y, Liu HJ, Dong X, Yang SC, Liu XL, Lai X, Zhu MH, Wang J, Lu Q, Lin Q, Chen HZ, Lovell JF, Sun P, Fang C. Targeted Micellar Phthalocyanine for Lymph Node Metastasis Homing and Photothermal Therapy in an Orthotopic Colorectal Tumor Model. Nanomicro Lett. 2021 Jun 19;13(1):145. doi: 10.1007/s40820-021-00666-8. PMID: 34146159; PMCID: PMC8214644.
In vitro protocol:
1. Kocaağa N, Türkkol A, Bilgin MD, Erdoğmuş A. The synthesis of novel water-soluble zinc (II) phthalocyanine based photosensitizers and exploring of photodynamic therapy activities on the PC3 cancer cell line. Photochem Photobiol Sci. 2023 May 11. doi: 10.1007/s43630-023-00428-y. Epub ahead of print. PMID: 37166570. 2. Liu S, Ma J, Xue EY, Wang S, Zheng Y, Ng DKP, Wang A, Zheng N. Polymeric Phthalocyanine-Based Nanosensitizers for Enhanced Photodynamic and Sonodynamic Therapies. Adv Healthc Mater. 2023 Apr 5:e2300481. doi: 10.1002/adhm.202300481. Epub ahead of print. PMID: 37019442.
In vivo protocol:
1. Govardhane S, Shende P. Phthalocyanine-based glucose-responsive nanocochleates for dynamic prevention of β-cell damage in diabetes. J Liposome Res. 2023 May 12:1-16. doi: 10.1080/08982104.2023.2209642. Epub ahead of print. PMID: 37171277. 2. Feng HY, Yuan Y, Zhang Y, Liu HJ, Dong X, Yang SC, Liu XL, Lai X, Zhu MH, Wang J, Lu Q, Lin Q, Chen HZ, Lovell JF, Sun P, Fang C. Targeted Micellar Phthalocyanine for Lymph Node Metastasis Homing and Photothermal Therapy in an Orthotopic Colorectal Tumor Model. Nanomicro Lett. 2021 Jun 19;13(1):145. doi: 10.1007/s40820-021-00666-8. PMID: 34146159; PMCID: PMC8214644.
1: Acherar S, Colombeau L, Frochot C, Vanderesse R. Synthesis of Porphyrin, Chlorin and Phthalocyanine Derivatives by Azide-Alkyne Click Chemistry. Curr Med Chem. 2015;22(28):3217-54. Review. PubMed PMID: 26179994. 2: Kuzyniak W, Ermilov EA, Atilla D, Gürek AG, Nitzsche B, Derkow K, Hoffmann B, Steinemann G, Ahsen V, Höpfner M. Tetra-triethyleneoxysulfonyl substituted zinc phthalocyanine for photodynamic cancer therapy. Photodiagnosis Photodyn Ther. 2016 Mar;13:148-57. doi: 10.1016/j.pdpdt.2015.07.001. Epub 2015 Jul 7. Review. PubMed PMID: 26162500. 3: Mfouo-Tynga I, Abrahamse H. Cell death pathways and phthalocyanine as an efficient agent for photodynamic cancer therapy. Int J Mol Sci. 2015 May 6;16(5):10228-41. doi: 10.3390/ijms160510228. Review. PubMed PMID: 25955645; PubMed Central PMCID: PMC4463643. 4: Sorokin AB. Phthalocyanine metal complexes in catalysis. Chem Rev. 2013 Oct 9;113(10):8152-91. doi: 10.1021/cr4000072. Epub 2013 Jun 19. Review. PubMed PMID: 23782107. 5: Jiang Z, Shao J, Yang T, Wang J, Jia L. Pharmaceutical development, composition and quantitative analysis of phthalocyanine as the photosensitizer for cancer photodynamic therapy. J Pharm Biomed Anal. 2014 Jan;87:98-104. doi: 10.1016/j.jpba.2013.05.014. Epub 2013 May 18. Review. PubMed PMID: 23746989. 6: Yaku H, Murashima T, Miyoshi D, Sugimoto N. Specific binding of anionic porphyrin and phthalocyanine to the G-quadruplex with a variety of in vitro and in vivo applications. Molecules. 2012 Sep 5;17(9):10586-613. doi: 10.3390/molecules170910586. Review. PubMed PMID: 22951397. 7: Jia X, Jia L. Nanoparticles improve biological functions of phthalocyanine photosensitizers used for photodynamic therapy. Curr Drug Metab. 2012 Oct;13(8):1119-22. Review. PubMed PMID: 22380016. 8: Liao PN, Pillai S, Kloz M, Gust D, Moore AL, Moore TA, Kennis JT, van Grondelle R, Walla PJ. On the role of excitonic interactions in carotenoid-phthalocyanine dyads and implications for photosynthetic regulation. Photosynth Res. 2012 Mar;111(1-2):237-43. doi: 10.1007/s11120-011-9690-9. Epub 2011 Sep 23. Review. PubMed PMID: 21948493. 9: Lam M, Hsia AH, Liu Y, Guo M, Swick AR, Berlin JC, McCormick TS, Kenney ME, Oleinick NL, Cooper KD, Baron ED. Successful cutaneous delivery of the photosensitizer silicon phthalocyanine 4 for photodynamic therapy. Clin Exp Dermatol. 2011 Aug;36(6):645-51. doi: 10.1111/j.1365-2230.2010.03989.x. Epub 2011 May 30. Review. PubMed PMID: 21623875; PubMed Central PMCID: PMC3140567. 10: Bottari G, de la Torre G, Guldi DM, Torres T. Covalent and noncovalent phthalocyanine-carbon nanostructure systems: synthesis, photoinduced electron transfer, and application to molecular photovoltaics. Chem Rev. 2010 Nov 10;110(11):6768-816. doi: 10.1021/cr900254z. Epub 2010 Apr 5. Review. PubMed PMID: 20364812. 11: Fukuda T, Kobayashi N. Hydrogenated tetraazaporphyrins--old but new core-modified phthalocyanine analogues. Dalton Trans. 2008 Sep 21;(35):4685-704. doi: 10.1039/b804181d. Epub 2008 Jun 19. Review. PubMed PMID: 18728874. 12: Miller JD, Baron ED, Scull H, Hsia A, Berlin JC, McCormick T, Colussi V, Kenney ME, Cooper KD, Oleinick NL. Photodynamic therapy with the phthalocyanine photosensitizer Pc 4: the case experience with preclinical mechanistic and early clinical-translational studies. Toxicol Appl Pharmacol. 2007 Nov 1;224(3):290-9. Epub 2007 Feb 15. Review. PubMed PMID: 17397888; PubMed Central PMCID: PMC2128784. 13: Gorman SA, Brown SB, Griffiths J. An overview of synthetic approaches to porphyrin, phthalocyanine, and phenothiazine photosensitizers for photodynamic therapy. J Environ Pathol Toxicol Oncol. 2006;25(1-2):79-108. Review. PubMed PMID: 16566711. 14: Valli L. Phthalocyanine-based Langmuir-Blodgett films as chemical sensors. Adv Colloid Interface Sci. 2005 Nov 30;116(1-3):13-44. Epub 2005 Aug 22. Review. PubMed PMID: 16112639. 15: Huang J, Peng Y, Chen N. [Some spectrum methods on the structures of metal phthalocyanine]. Guang Pu Xue Yu Guang Pu Fen Xi. 2001 Feb;21(1):1-6. Review. Chinese. PubMed PMID: 12953564. 16: Ochsner M. Light scattering of human skin: a comparison between zinc (II)-phthalocyanine and photofrin II. J Photochem Photobiol B. 1996 Jan;32(1-2):3-9. Review. PubMed PMID: 8725049. 17: Hayatsu H. Cellulose bearing covalently linked copper phthalocyanine trisulphonate as an adsorbent selective for polycyclic compounds and its use in studies of environmental mutagens and carcinogens. J Chromatogr. 1992 Apr 24;597(1-2):37-56. Review. Erratum in: J Chromatogr 1992 Jun 19;603(1-2):304. PubMed PMID: 1381369.