Silicon Phthalocyanine 4

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

MedKoo CAT#: 527708

CAS#: 135719-28-7

Description: Silicon Phthalocyanine 4, also known as Pc-4, is a drug potentially for the treatment of cutaneous neoplasms. Photoirradiation of the silicon phthalocyanine 4 photosensitizer with red light generates singlet oxygen and other reactive oxygen species to induce cell death. Pc 4 is absorbed into the epidermis in as little as 1 hour and the absorption increased with increasing time and dose. Silicon phthalocyanine 4 can be effectively delivered into human skin via topical application.

Chemical Structure

img
Silicon Phthalocyanine 4
CAS# 135719-28-7
Instruction

Theoretical Analysis

MedKoo Cat#: 527708
Name: Silicon Phthalocyanine 4
CAS#: 135719-28-7
Chemical Formula: C39H35N9O2Si2
Exact Mass: 717.25
Molecular Weight: 717.940
Elemental Analysis: C, 65.25; H, 4.91; N, 17.56; O, 4.46; Si, 7.82

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: Silicon phthalocyanine 4; Pc-4; Pc 4; Pc4

IUPAC/Chemical Name: 19-(((3-(dimethylamino)propyl)dimethylsilyl)oxy)-19H-6,11-(azeno)-17,21-(azeno[1]episoindoloazeno)benzo[7,8][1,3,5,10]tetraaza[2]silacycloundecino[4,3-a:11,1-a']diisoindol-19-ol

InChi Key: MQPOIOMXRKFQLZ-XSRQUKKKSA-N

InChi Code: InChI=1S/C39H35N9O2Si2/c1-46(2)22-13-23-51(3,4)50-52(49)47-36-28-18-9-10-19-29(28)38(47)44-34-26-16-7-8-17-27(26)35(41-34)45-39-31-21-12-11-20-30(31)37(48(39)52)43-33-25-15-6-5-14-24(25)32(40-33)42-36/h5-12,14-21,49H,13,22-23H2,1-4H3/b42-32-,42-36-,43-33-,43-37-,44-34-,44-38-,45-35-,45-39-

SMILES Code: O[Si]1(O[Si](C)(C)CCCN(C)C)N2/C(C3=C(C=CC=C3)/C2=N/C4=N/C(C5=C4C=CC=C5)=N\6)=N\C(C7=C/8C=CC=C7)=NC8=N/C9=C(C=CC=C%10)C%10=C6N91

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 717.94 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:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Dimaano ML, Rozario C, Nerandzic MM, Donskey CJ, Lam M, Baron ED. The photodynamic antibacterial effects of silicon phthalocyanine (Pc) 4. Int J Mol Sci. 2015 Apr 8;16(4):7851-60. doi: 10.3390/ijms16047851. PubMed PMID: 25856680; PubMed Central PMCID: PMC4425053.

2: Master AM, Livingston M, Oleinick NL, Sen Gupta A. Optimization of a nanomedicine-based silicon phthalocyanine 4 photodynamic therapy (Pc 4-PDT) strategy for targeted treatment of EGFR-overexpressing cancers. Mol Pharm. 2012 Aug 6;9(8):2331-8. doi: 10.1021/mp300256e. PubMed PMID: 22775587; PubMed Central PMCID: PMC3498539.

3: Hutnick MA, Ahsanuddin S, Guan L, Lam M, Baron ED, Pokorski JK. PEGylated Dendrimers as Drug Delivery Vehicles for the Photosensitizer Silicon Phthalocyanine Pc 4 for Candidal Infections. Biomacromolecules. 2017 Feb 13;18(2):379-385. doi: 10.1021/acs.biomac.6b01436. PubMed PMID: 28117573.

4: Soler DC, Ohtola J, Sugiyama H, Rodriguez ME, Han L, Oleinick NL, Lam M, Baron ED, Cooper KD, McCormick TS. Activated T cells exhibit increased uptake of silicon phthalocyanine Pc 4 and increased susceptibility to Pc 4-photodynamic therapy-mediated cell death. Photochem Photobiol Sci. 2016 Jun 8;15(6):822-31. doi: 10.1039/c6pp00058d. PubMed PMID: 27161819; PubMed Central PMCID: PMC4928582.

5: Shen XM, Jiang XJ, Zhu YJ, Zhang HH, Huang JD. [Spectral properties, photodynamic anticancer activity and the interaction with albumin of silicon phthalocyanine axially modified by pyrimidine derivatives]. Guang Pu Xue Yu Guang Pu Fen Xi. 2013 Aug;33(8):2148-52. Chinese. PubMed PMID: 24159865.

6: Li J, Yang Y, Zhang P, Sounik JR, Kenney ME. Synthesis, properties and drug potential of the photosensitive alkyl- and alkylsiloxy-ligated silicon phthalocyanine Pc 227. Photochem Photobiol Sci. 2014 Dec;13(12):1690-8. doi: 10.1039/c4pp00321g. PubMed PMID: 25308695.

7: 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. Review. PubMed PMID: 21623875; PubMed Central PMCID: PMC3140567.

8: Doane T, Chomas A, Srinivasan S, Burda C. Observation and photophysical characterization of silicon phthalocyanine J-aggregate dimers in aqueous solutions. Chemistry. 2014 Jun 23;20(26):8030-9. doi: 10.1002/chem.201304885. PubMed PMID: 24861009.

9: Baron ED, Malbasa CL, Santo-Domingo D, Fu P, Miller JD, Hanneman KK, Hsia AH, Oleinick NL, Colussi VC, Cooper KD. Silicon phthalocyanine (Pc 4) photodynamic therapy is a safe modality for cutaneous neoplasms: results of a phase 1 clinical trial. Lasers Surg Med. 2010 Dec;42(10):728-35. doi: 10.1002/lsm.20984. PubMed PMID: 21246576; PubMed Central PMCID: PMC3149858.

10: Yang Y, Samas B, Kennedy VO, Macikenas D, Chaloux BL, Miller JA, Speer RL Jr, Protasiewicz J, Pinkerton AA, Kenney ME. Long, directional interactions in cofacial silicon phthalocyanine oligomers. J Phys Chem A. 2011 Nov 17;115(45):12474-85. doi: 10.1021/jp2019445. PubMed PMID: 21805980.

11: Céspedes-Guirao FJ, Martín-Gomis L, Ohkubo K, Fukuzumi S, Fernández-Lázaro F, Sastre-Santos A. Synthesis and photophysics of silicon phthalocyanine-perylenebisimide triads connected through rigid and flexible bridges. Chemistry. 2011 Aug 8;17(33):9153-63. doi: 10.1002/chem.201100320. PubMed PMID: 21714016.

12: Lam M, Dimaano ML, Oyetakin-White P, Retuerto MA, Chandra J, Mukherjee PK, Ghannoum MA, Cooper KD, Baron ED. Silicon phthalocyanine 4 phototoxicity in Trichophyton rubrum. Antimicrob Agents Chemother. 2014 Jun;58(6):3029-34. doi: 10.1128/AAC.01448-13. PubMed PMID: 24614382; PubMed Central PMCID: PMC4068425.

13: El-Khouly ME, Kang ES, Kay KY, Choi CS, Aaraki Y, Ito O. Silicon-phthalocyanine-cored fullerene dendrimers: synthesis and prolonged charge-separated states with dendrimer generations. Chemistry. 2007;13(10):2854-63. PubMed PMID: 17177216.

14: Kinsella TJ, Baron ED, Colussi VC, Cooper KD, Hoppel CL, Ingalls ST, Kenney ME, Li X, Oleinick NL, Stevens SR, Remick SC. Preliminary clinical and pharmacologic investigation of photodynamic therapy with the silicon phthalocyanine photosensitizer pc 4 for primary or metastatic cutaneous cancers. Front Oncol. 2011 Jun 30;1:14. doi: 10.3389/fonc.2011.00014. PubMed PMID: 22649754; PubMed Central PMCID: PMC3355859.

15: Lam M, Lee Y, Deng M, Hsia AH, Morrissey KA, Yan C, Azzizudin K, Oleinick NL, McCormick TS, Cooper KD, Baron ED. Photodynamic therapy with the silicon phthalocyanine pc 4 induces apoptosis in mycosis fungoides and sezary syndrome. Adv Hematol. 2010;2010:896161. doi: 10.1155/2010/896161. PubMed PMID: 21197103; PubMed Central PMCID: PMC3004392.

16: Ermilov EA, Liu JY, Ng DK, Röder B. Spectroscopic study of electron and energy transfer in novel silicon phthalocyanine--boron dipyrromethene triads. Phys Chem Chem Phys. 2009 Aug 14;11(30):6430-40. doi: 10.1039/b823432a. PubMed PMID: 19809675.

17: Martín-Gomis L, Ohkubo K, Fernández-Lázaro F, Fukuzumi S, Sastre-Santos A. Multistep electron transfer systems based on silicon phthalocyanine, [60]fullerene and trinitrofluorenone. Chem Commun (Camb). 2010 Jun 14;46(22):3944-6. doi: 10.1039/c002077j. PubMed PMID: 20419189.

18: Ozawa K, Ishii K. Photophysical and magnetic properties of magnetic silica gel-supported silicon phthalocyanine complexes. Phys Chem Chem Phys. 2009 Feb 21;11(7):1019-22. doi: 10.1039/b811128f. PubMed PMID: 19543597.

19: Ishii K, Sakai N. Wavelength-tunable excited-state absorption and optical limiting effects in the Q band region based on silicon phthalocyanine oligomers. Phys Chem Chem Phys. 2010 Dec 21;12(47):15354-7. doi: 10.1039/c0cp01172j. PubMed PMID: 20941425.

20: Zhang GC, Huang JD, Chen YM, Sun JC, Liu H, Chen NS, Huang JL. [A silicon phthalocyanine axially substituted by nipagin: synthesis, molecular spectroscopic properties, and in vitro photodynamic activities]. Guang Pu Xue Yu Guang Pu Fen Xi. 2005 Oct;25(10):1622-6. Chinese. PubMed PMID: 16395898.