5-Aminolaevulinic acid hydrochloride

Base Information

• Chemical Name: 5-Aminolaevulinic acid hydrochloride
• CAS No.: 5451-09-2
• Molecular Formula: C5H10ClNO3
• Molecular Weight: 167.592
• Hs Code.: 29224999
• Mol file: 5451-09-2.mol

Synonyms:5-Aminolaevulinic acid hydrochloride

Chemical Property of 5-Aminolaevulinic acid hydrochloride

Chemical Property:

• Appearance/Colour: white to pale yellow crystals
• Vapor Pressure: 0.000303mmHg at 25°C
• Melting Point: 156-158 °C
• Boiling Point: 298.4 °C at 760 mmHg
• Flash Point: 134.3 °C
• PSA: 80.39000
• LogP: 0.71540
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: Soluble in dimethyl sulfoxide, methanol and water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 167.0349209
• Heavy Atom Count: 10
• Complexity: 121

Purity/Quality:

≥99% ^*data from raw suppliers

5-Aminolevulinic acid hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-66-20/21/22-36/38
• Safety Statements: 26-36/37-37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(=O)O)C(=O)C[NH3+].[Cl-]
• Uses: 5-Aminolevulinic acid hydrochloride finds an important role as a precursor in the synthesis of tetrapyrroles such as chlorophyll and heme. It is widely utilized in photodynamic therapy of diseases namely, Paget?s disease and human papillomavirus (HPV) infection-associated cervical condylomata acuminata. Naturally occurring amino acid; precursor of tetrapyrroles in the biosynthesis of chlorophyll and heme. Antineoplastic (photosensitizer). 5-Aminolevulinic acid hydrochloride has been used as a supplement for culturing Escherichia coli cells for heme biosynthesis.

Technology Process of 5-Aminolaevulinic acid hydrochloride

There total 70 articles about 5-Aminolaevulinic acid hydrochloride 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: 96.6%

5-phthalimidyl levulinic acid (92632-81-0) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Guidance literature:

With hydrogenchloride; In water; for 6h; Reflux;

Reference yield: 94.0%

ethyl 5-nitro-4-oxopentanoate → 5-aminolevulinic acid hydrochloride (5451-09-2)

Guidance literature:

With hydrogenchloride; water; hydrogen; palladium on activated charcoal; under 1137.73 Torr;

DOI:10.1055/s-1999-3452

Reference yield: 92.0%

benzoylaminolevulinic acid (102872-00-4) → 5-aminolevulinic acid hydrochloride (5451-09-2)

Guidance literature:

With hydrogenchloride; In water; for 12h; Reflux;

upstream raw materials:

piperidine-2,5-dione

5-phthalimidyl levulinic acid

methyl 5-(1,3-dioxoisoindolin-2-yl)-4-oxopentanoate

N-acetyl-5-aminolevulinic acid methyl ester

Downstream raw materials:

5-aminolevulinic acid benzyl ester hydrochloride

4-Nitrobenzyl 5-amino-4-oxopentanoate Hydrochloride

ALA

4-Chlorobenzyl 5-amino-4-oxopentanoate Hydrochloride

Refernces

• 1、 Mascal, Mark,Dutta, Saikat. "Synthesis of the natural herbicide δ-aminolevulinic acid from cellulose-derived 5-(chloromethyl)furfural". . p. 40 - 41. Retrieved 2011.
• 2、 -. "Synthesis method of 5-aminolevulinic acid hydrochloride". Paragraph 0017; 0038; 0040-0041; 0043-0044; 0046-0047; .... . Retrieved 2022/04/03.
• 3、 -. "Preparation method of 5-aminolevulinic acid hydrochloride". Paragraph 0038; 0051; 0059-0060. . Retrieved 2021/11/03.