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SML1707

Sigma-Aldrich

Temoporfin

≥90% (HPLC)

Synonym(s):

3,3′,3′′,3′′′-(7,8-Dihydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakis-phenol, 5,10,15,20-Tetra(m-hydroxyphenyl)chlorin

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About This Item

Empirical Formula (Hill Notation):
C44H32N4O4
CAS Number:
122341-38-2
Molecular Weight:
680.75
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥90% (HPLC)

form

powder

color

dark brown to black

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

−20°C

InChI

1S/C44H32N4O4/c49-29-9-1-5-25(21-29)41-33-13-15-35(45-33)42(26-6-2-10-30(50)22-26)37-17-19-39(47-37)44(28-8-4-12-32(52)24-28)40-20-18-38(48-40)43(36-16-14-34(41)46-36)27-7-3-11-31(51)23-27/h1-17,19,21-24,46-47,49-52H,18,20H2

InChI key

LYPFDBRUNKHDGX-UHFFFAOYSA-N

General description

Temoporfin/(tetra[m-hydroxyphenyl]chlorin, m-THPC), is a hydrophobic second-generation photosensitizer. It is used in the palliative treatment of patients with advanced head and neck cancer by photodynamic therapy.

Biochem/physiol Actions

Temoporfin is a photosensitizer for the photodynamic therapy. Temoporfin has been used clinically to treat advanced head and neck squamous cell carcinoma, and is being investigated for use in several other cancers.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Andrej Wagner et al.
Hepatology (Baltimore, Md.), 62(5), 1456-1465 (2015-05-21)
Photodynamic therapy using porfimer (P-PDT) improves palliation and survival in nonresectable hilar bile duct cancer. Tumoricidal penetration depth of temoporfin-PDT (T-PDT) is twice that of P-PDT. In a single-arm phase II study we investigated the safety, efficacy, survival time, and
T Hauge et al.
Photodiagnosis and photodynamic therapy, 13, 330-333 (2015-09-30)
Photodynamic therapy (PDT) in combination with stent have shown promising results in the treatment of biliary tract cancer (BTC) in patients not suitable for surgery. Chemotherapy has been shown to improve survival in patients with local advanced and metastatic BTC.
Temoporfin-loaded liposomes: physicochemical characterization
Kuntsche J, et al.
European Journal of Pharmaceutical Sciences, 40(4), 305-315 (2010)
Amandine Pinto et al.
ACS nano, 15(2), 3251-3263 (2021-01-23)
The dissemination of tumor metastasis in the peritoneal cavity, also called peritoneal metastasis (PM) or carcinomatosis, represents a late stage of gastrointestinal and gynecological cancer with very poor prognosis, even when cytoreductive surgery is effective, due to residual microscopic disease.
Distribution of temoporfin, a new photosensitizer for the photodynamic therapy of cancer, in a murine tumor model
Whelpton R, et al.
Photochemistry and Photobiology, 61(4), 397-401 (1995)
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