Methyl aminolevulinate

Base Information

• Chemical Name: Methyl aminolevulinate
• CAS No.: 33320-16-0
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.158
• UNII: 585NM85KYM
• DSSTox Substance ID: DTXSID3048570
• Nikkaji Number: J313.797J
• Wikipedia: Methyl_aminolevulinate
• Wikidata: Q619603
• NCI Thesaurus Code: C76305
• Metabolomics Workbench ID: 43241
• ChEMBL ID: CHEMBL1096562
• Mol file: 33320-16-0.mol

Synonyms:5-aminolevulinic acid methyl ester;ALA-ME;aminolevulinic acid methyl ester;delta-aminolevulinic acid methyl ester;MAOP cpd;methyl 5-aminolevulinate;methyl aminolaevulinate;Metvix

Chemical Property of Methyl aminolevulinate

Chemical Property:

• Vapor Pressure: 0.0937mmHg at 25°C
• Refractive Index: 1.444
• Boiling Point: 228 °C at 760 mmHg
• Flash Point: 99.5 °C
• PSA: 69.39000
• Density: 1.1 g/cm³
• LogP: 0.96970
• XLogP3: -1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 145.07389321
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

METHYL AMINOLEVULINATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCC(=O)CN
• Recent ClinicalTrials: Safety and Efficacy Study for the Treatment of Non-Aggressive Basal Cell Carcinoma With Photodynamic Therapy
• Recent EU Clinical Trials: Does 4% 5-fluorouracil pre-treatment improve the efficacy of daylight photodynamic therapy for actinic keratoses – a randomized controlled study

Technology Process of Methyl aminolevulinate

There total 4 articles about Methyl aminolevulinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

5-azide methyllevulinate → methyl 5-aminolevulinate (33320-16-0)

Guidance literature:

With hydrogen; In tetrahydrofuran;

DOI:10.1016/j.catcom.2017.07.005

Reference yield:

dimethyl 4,7,16,19-tetraoxo-8,15-dioxa-11,12-dithia-6,17-diazadocosanedioate → methyl 5-aminolevulinate (33320-16-0)

Guidance literature:

With GLUTATHIONE; In aq. phosphate buffer; N,N-dimethyl-formamide; at 37 ℃; for 6h; Time;

Reference yield:

ALA (106-60-5) + trimethyl orthoformate (149-73-5) → methyl 5-aminolevulinate (33320-16-0)

Guidance literature:

With acidic ion-exchange resin; In methanol; at 20 ℃;

DOI:10.1021/jm900224r

upstream raw materials:

ALA

trimethyl orthoformate

levulinic acid methyl ester

Refernces

• 1、 Gupta, Dinesh,Saha, Basudeb. "Carbon nanosphere supported Ru catalyst for the synthesis of renewable herbicide and chemicals". . p. 206 - 209. Retrieved 2017/07/18.