Motexafin lutetium | Lutrin | CAS#246252-04-0 |CAS#156436-90-7

Motexafin lutetium hydrate
featured

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

MedKoo CAT#: 201942

CAS#: 156436-90-7 (lutetium hydrate)

Description: Motexafin lutetium is a texaphyrin, marketed as Antrin by Pharmacyclics Inc. Motexafin lutetium is structurally a pentadentate aromatic metallotexaphyrin with photosensitizing properties. Motexafin lutetium preferentially accumulates in tumor cells due to their increased rates of metabolism and absorbs light, forming an extended high energy conformational state that produces high quantum yields of singlet oxygen, resulting in local cytotoxic effects. M otexafin lutetium is a photosensitiser for use in photodynamic therapy to treat skin conditions and superficial cancers. It has also been tested for use in photoangioplasty (photodynamic treatment of diseased arteries). It is photoactivated by 732 nm light which allows greater depth of penetration.

Chemical Structure

Motexafin lutetium hydrate

CAS# 156436-90-7 (lutetium hydrate)

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 201942
Name: Motexafin lutetium hydrate
CAS#: 156436-90-7 (lutetium hydrate)
Chemical Formula: C52H74LuN5O15
Exact Mass: 0.00
Molecular Weight: 1,166.120
Elemental Analysis: C, 53.56; H, 6.22; Lu, 15.00; N, 6.01; O, 19.21

Price and Availability

Size	Price	Availability
1mg	USD 250	Ready to ship
2mg	USD 450	Ready to ship
5mg	USD 750	Ready to ship
10mg	USD 1250	Ready to ship
25mg	USD 2150	Ready to ship
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: PCI-0123; PCI 0123; PCI0123; Lu texaphyrin; LuTex; Lutetium texaphyrin; Lutrin; Optrin; Brand name: Antrin. Pubchem: CID 9919942

IUPAC/Chemical Name: Lutetium, bis(acetato-κO)[9,10-diethyl-20,21-bis[2-[2-(2-methoxyethoxy)ethoxy]ethoxy]-4,15-dimethyl-8,11-imino-3,6:16,13-dinitrilo-1,18-benzodiazacycloeicosine-5,14-dipropanolato-κN1,κN18,κN23,κN24,κN25]-, hydrate, (PB-7-11-233'2'4)- [Note: this is the name used in sci-finder]

InChi Key: NHCMWCKTFZJXSD-RPQFQESVSA-L

InChi Code: InChI=1S/C48H66N5O10.2C2H4O2.Lu/c1-7-35-36(8-2)40-28-42-38(12-10-14-55)34(4)46(53-42)32-50-44-30-48(63-26-24-61-22-20-59-18-16-57-6)47(62-25-23-60-21-19-58-17-15-56-5)29-43(44)49-31-45-33(3)37(11-9-13-54)41(52-45)27-39(35)51-40;2*1-2(3)4;/h27-32,54-55H,7-26H2,1-6H3;2*1H3,(H,3,4);/q-1;;;+4/p-2/b39-27+,40-28+,41-27+,42-28+,45-31+,46-32+,49-31-,49-43-,50-32-,50-44-;;;

SMILES Code: CCC1=C2N3C(C=C4C(CCCO)=C(C)C(C=[N]5C6=C7C=C(OCCOCCOCCOC)C(OCCOCCOCCOC)=C6)=[N]4[Lu+3]358([O-]C(C)=O)([O-]C(C)=O)[N]9=C(C=[N]78)C(C)=C(CCCO)C9=C2)=C1CC

Appearance: Black Solid powder

Purity: >95 % (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 water

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: Motexafin lutetium is a texaphyrin, marketed as Antrin by Pharmacyclics Inc. It is a photosensitiser for use in photodynamic therapy to treat skin conditions and superficial cancers. It has also been tested for use in photoangioplasty (photodynamic treatment of diseased arteries). It is photoactivated by 732 nm light which allows greater depth of penetration.

Product Data:

Product Data

Certificate of Analysis:

View CoA: current batch, lot#CQQ9918

QC Data:

View QC data: current batch, Lot#CQQ9918

Safety Data Sheet (SDS):

View Safety Data Sheet (SDS)

Instruction:

View handling instruction

Biological target:	Motexafin lutetium is a pentadentate aromatic metallotexaphyrin with photosensitizing properties.
In vitro activity:
In vivo activity:	The purpose was to determine the feasibility of comprehensive treatment of the canine prostate with photodynamic therapy (PDT) using motexafin lutetium (Lu-Tex) and to evaluate the toxicity and tissue effects associated with this treatment. Twenty-five adult male beagles with normal prostate glands were given an i.v. injection of the second-generation photosensitizer Lu-Tex (2–6 mg/kg). An apparent allergic reaction to the photosensitizer injection was noted in 10 of 14 dogs receiving 6 mg/kg Lu-Tex. Based on these initial results, the light fluence was escalated to 150 J/cm at a fluence rate of 150 mW/cm and the Lu-Tex dose remained at 6 mg/kg. The next experiments were designed to evaluate the acute (2 days after PDT) clinical and histological effects from this increased light fluence. Based on these results, the doses of Lu-Tex and light were decreased. A total of 11 dogs were treated with Lu-Tex 2 mg/kg, with a light fluence of 100 J/cm at a fluence rate of 150 mW/cm. No acute or long-term clinical toxicities were observed. The results of this study demonstrated that Lu-Tex PDT is feasible in the canine prostate. Reference: Clin Cancer Res. 2001 Mar;7(3):651-60. https://pubmed.ncbi.nlm.nih.gov/11297261/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	Soluble in water	0.0	0.00

Preparing Stock Solutions

The following data is based on the product molecular weight 1,166.12 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. Hsi RA, Kapatkin A, Strandberg J, Zhu T, Vulcan T, Solonenko M, Rodriguez C, Chang J, Saunders M, Mason N, Hahn S. Photodynamic therapy in the canine prostate using motexafin lutetium. Clin Cancer Res. 2001 Mar;7(3):651-60. PMID: 11297261. 2. Griffin GM, Zhu T, Solonenko M, Del Piero F, Kapakin A, Busch TM, Yodh A, Polin G, Bauer T, Fraker D, Hahn SM. Preclinical evaluation of motexafin lutetium-mediated intraperitoneal photodynamic therapy in a canine model. Clin Cancer Res. 2001 Feb;7(2):374-81. PMID: 11234893.
In vitro protocol:	TBD
In vivo protocol:	1. Hsi RA, Kapatkin A, Strandberg J, Zhu T, Vulcan T, Solonenko M, Rodriguez C, Chang J, Saunders M, Mason N, Hahn S. Photodynamic therapy in the canine prostate using motexafin lutetium. Clin Cancer Res. 2001 Mar;7(3):651-60. PMID: 11297261. 2. Griffin GM, Zhu T, Solonenko M, Del Piero F, Kapakin A, Busch TM, Yodh A, Polin G, Bauer T, Fraker D, Hahn SM. Preclinical evaluation of motexafin lutetium-mediated intraperitoneal photodynamic therapy in a canine model. Clin Cancer Res. 2001 Feb;7(2):374-81. PMID: 11234893.

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.

Mass

Concentration

Volume

M. Wt* 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.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

Dilution Calculator

Calculate the dilution required to prepare a stock solution.

Concentration 1

Volume 1

Concentration 2

Volume 2

1: Zheng H, Li P, Ma R, Zhang F, Ji H, Monsky WL, Johnson E, Yang W, Ni C, Gao D, Yang X. Development of a Three-Dimensional Multi-Modal Perfusion-Thermal Electrode System for Complete Tumor Eradication. Cancers (Basel). 2022 Sep 29;14(19):4768. doi: 10.3390/cancers14194768. PMID: 36230690; PMCID: PMC9562205.

2: Osuchowski M, Bartusik-Aebisher D, Osuchowski F, Aebisher D. Photodynamic therapy for prostate cancer - A narrative review. Photodiagnosis Photodyn Ther. 2021 Mar;33:102158. doi: 10.1016/j.pdpdt.2020.102158. Epub 2020 Dec 19. PMID: 33352313.

3: Taguchi YH, Turki T. A new advanced in silico drug discovery method for novel coronavirus (SARS-CoV-2) with tensor decomposition-based unsupervised feature extraction. PLoS One. 2020 Sep 11;15(9):e0238907. doi: 10.1371/journal.pone.0238907. PMID: 32915876; PMCID: PMC7485840.

4: Wu G, Zhao Z, Yan Y, Zhou Y, Wei J, Chen X, Lin W, Ou C, Li J, Wang X, Xiong K, Zhou J, Xu Z. CPS1 expression and its prognostic significance in lung adenocarcinoma. Ann Transl Med. 2020 Mar;8(6):341. doi: 10.21037/atm.2020.02.146. PMID: 32355785; PMCID: PMC7186668.

5: Thiabaud G, He G, Sen S, Shelton KA, Baze WB, Segura L, Alaniz J, Munoz Macias R, Lyness G, Watts AB, Kim HM, Lee H, Cho MY, Hong KS, Finch R, Siddik ZH, Arambula JF, Sessler JL. Oxaliplatin Pt(IV) prodrugs conjugated to gadolinium-texaphyrin as potential antitumor agents. Proc Natl Acad Sci U S A. 2020 Mar 31;117(13):7021-7029. doi: 10.1073/pnas.1914911117. Epub 2020 Mar 16. PMID: 32179677; PMCID: PMC7132275.

6: Kim SJ, Kim HS, Seo YR. Understanding of ROS-Inducing Strategy in Anticancer Therapy. Oxid Med Cell Longev. 2019 Dec 18;2019:5381692. doi: 10.1155/2019/5381692. PMID: 31929855; PMCID: PMC6939418.

7: Baskaran R, Lee J, Yang SG. Clinical development of photodynamic agents and therapeutic applications. Biomater Res. 2018 Sep 26;22:25. doi: 10.1186/s40824-018-0140-z. PMID: 30275968; PMCID: PMC6158913.

8: Gheewala T, Skwor T, Munirathinam G. Photosensitizers in prostate cancer therapy. Oncotarget. 2017 May 2;8(18):30524-30538. doi: 10.18632/oncotarget.15496. PMID: 28430624; PMCID: PMC5444762.

9: Thiabaud G, McCall R, He G, Arambula JF, Siddik ZH, Sessler JL. Activation of Platinum(IV) Prodrugs By Motexafin Gadolinium as a Redox Mediator. Angew Chem Int Ed Engl. 2016 Oct 4;55(41):12626-31. doi: 10.1002/anie.201604236. Epub 2016 Jul 5. PMID: 27377046; PMCID: PMC5039070.

10: Herrmann N, Heinz N, Dolg M, Cao X. Quantum chemical study of the autoxidation of ascorbate. J Comput Chem. 2016 Jul;37(20):1914-23. doi: 10.1002/jcc.24408. Epub 2016 Jun 18. PMID: 27316823.

11: Biersack B, Schobert R. Current State of Metal-Based Drugs for the Efficient Therapy of Lung Cancers and Lung Metastases. Adv Exp Med Biol. 2016;893:211-224. doi: 10.1007/978-3-319-24223-1_11. PMID: 26667346.

12: Qiu L, Zhang F, Shi Y, Bai Z, Wang J, Li Y, Lee D, Ingraham C, Feng X, Yang X. Gliomas: Motexafin Gadolinium-enhanced Molecular MR Imaging and Optical Imaging for Potential Intraoperative Delineation of Tumor Margins. Radiology. 2016 May;279(2):400-9. doi: 10.1148/radiol.2015150895. Epub 2015 Nov 24. PMID: 26599802; PMCID: PMC4851136.

13: Finlay JC, Zhu TC, Dimofte A, Stripp D, Malkowicz SB, Whittington R, Miles J, Glatstein E, Hahn SM. In vivo determination of the absorption and scattering spectra of the human prostate during photodynamic therapy. Proc SPIE Int Soc Opt Eng. 2014 Jun 14;5315:132-142. doi: 10.1117/12.528968. PMID: 26146442; PMCID: PMC4489148.

14: Zhang F, Bai Z, Shi Y, Wang J, Li Y, Yang X. Interventional MRI-guided local delivery of agents into swine bile duct walls using MR-compatible needle- integrated balloon catheter system. NMR Biomed. 2015 Jun;28(6):679-84. doi: 10.1002/nbm.3308. Epub 2015 Apr 22. PMID: 25900480; PMCID: PMC4441522.

15: Brachman DG, Pugh SL, Ashby LS, Thomas TA, Dunbar EM, Narayan S, Robins HI, Bovi JA, Rockhill JK, Won M, Curran WP. Phase 1/2 trials of Temozolomide, Motexafin Gadolinium, and 60-Gy fractionated radiation for newly diagnosed supratentorial glioblastoma multiforme: final results of RTOG 0513. Int J Radiat Oncol Biol Phys. 2015 Apr 1;91(5):961-7. doi: 10.1016/j.ijrobp.2014.12.050. PMID: 25832688; PMCID: PMC4706375.

16: Zhang DG, Feygelman V, Moros EG, Latifi K, Zhang GG. Monte Carlo study of radiation dose enhancement by gadolinium in megavoltage and high dose rate radiotherapy. PLoS One. 2014 Oct 2;9(10):e109389. doi: 10.1371/journal.pone.0109389. PMID: 25275550; PMCID: PMC4183586.

17: Glasauer A, Chandel NS. Targeting antioxidants for cancer therapy. Biochem Pharmacol. 2014 Nov 1;92(1):90-101. doi: 10.1016/j.bcp.2014.07.017. Epub 2014 Jul 28. PMID: 25078786.

18: Kelley MS, Shiozaki T. Large-scale Dirac-Fock-Breit method using density fitting and 2-spinor basis functions. J Chem Phys. 2013 May 28;138(20):204113. doi: 10.1063/1.4807612. PMID: 23742460.

19: Meng Y, Wang J, Sun J, Zhang F, Willis P, Li J, Wang H, Zhang T, Soriano S, Qiu B, Yang X. 3.0-T MR imaging of intracoronary local delivery of motexafin gadolinium into coronary artery walls. Radiology. 2013 Aug;268(2):556-62. doi: 10.1148/radiol.13121451. Epub 2013 Mar 19. PMID: 23513243; PMCID: PMC3721057.

20: Wang H, Zhang F, Meng Y, Zhang T, Willis P, Le T, Soriano S, Ray E, Valji K, Zhang G, Yang X. MRI-monitored intra-shunt local agent delivery of motexafin gadolinium: towards improving long-term patency of TIPS. PLoS One. 2013;8(2):e57419. doi: 10.1371/journal.pone.0057419. Epub 2013 Feb 28. PMID: 23468986; PMCID: PMC3585394.

Your view history

Motexafin lutetium hydrate featured