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D-Aminolevulinicacidmethylesterhydrochloride, also known as methyl ester of 5-aminolevulinic acid, is a prodrug that is metabolized to protoporphyrin IX, a photosensitizer. It is used in the photodynamic treatment of non-melanoma skin cancer, including basal cell carcinoma.
Used in Pharmaceutical Industry:
D-Aminolevulinicacidmethylesterhydrochloride is used as a prodrug for the photodynamic treatment of non-melanoma skin cancer, specifically basal cell carcinoma. It is applied topically, often as the hydrochloride salt, which results in the accumulation of protoporphyrin IX in the skin lesions. Subsequent illumination with red light generates toxic singlet oxygen that destroys cell membranes and kills tumor cells.

33320-16-0

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33320-16-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 33320-16-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,3,2 and 0 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 33320-16:
(7*3)+(6*3)+(5*3)+(4*2)+(3*0)+(2*1)+(1*6)=70
70 % 10 = 0
So 33320-16-0 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NO3/c1-4(8)3-5(7)6(9)10-2/h5H,3,7H2,1-2H3

33320-16-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 5-aminolevulinate

1.2 Other means of identification

Product number -
Other names 5-Aminolevulinic acid methyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:33320-16-0 SDS

33320-16-0Downstream Products

33320-16-0Relevant academic research and scientific papers

Photosensitizer prodrug compound, and preparation method and application thereof

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Paragraph 0105-0107, (2019/10/04)

The invention provides a photosensitizer prodrug compound, and a preparation method and an application thereof. The compound has a structure represented by formula (I). A disulfide bond is introduced at the N end of 5-ALA or its ester derivative, the disulfide bond is a GSH responsive group, the group containing the disulfide bond undergoes self-immolative reaction under the condition of linking urethane to the beta position of the disulfide bond in order to release the connected 5-ALA or its ester derivative, protoporphyrin is generated in an intracellular metabolism manner, and the photosensitizer plays a role in photodynamic diagnosis, so dimerization induced inactivation of the 5-ALA is avoided, and the drug stability is increased; and the overexpression of the GSH in various tumor cells and the response of the prodrug compound to the GSH enhance the tumor targeting property of the drug. The invention also provides the application of the photosensitizer prodrug compound in the preparation of the drug for photodynamic diagnosis and treatment.

Carbon nanosphere supported Ru catalyst for the synthesis of renewable herbicide and chemicals

Gupta, Dinesh,Saha, Basudeb

, p. 206 - 209 (2017/07/18)

A carbon nanosphere supported Ru (Ru-CNS) effectively catalyzed the conversion of biorenewable platform chemicals to 5-aminoleulininc acid (ALA), furan alcohols and γ-valerolactone (GVL). The catalyst exhibits high activity for the investigated processes, enabling 76% ALA and > 90% furan alcohols and GVL from their precursors. The effect of solvent polarity on the yield and selectivity of GVL and its ring-opening product has been studied with detailed characterization of the catalyst.

Improved peptide prodrugs of 5-ALA for PDT: Rationalization of cellular accumulation and protoporphyrin IX production by direct determination of cellular prodrug uptake and prodrug metabolization

Giuntini, Francesca,Bourré, Ludovic,MacRobert, Alexander J.,Wilson, Michael,Eggleston, Ian M.

body text, p. 4026 - 4037 (2010/01/06)

Twenty-seven dipeptide derivatives of general structure Ac-Xaa-ALA-OR were synthesized as potential prodrugs for 5-aminolaevulinic acid-based photodynamic therapy (ALA-PDT). Xaa is an R-amino acid, chosen to provide a prodrug with appropriately tailored l

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