Production Method 1

5451-09-2

79416-27-6

Reaction Conditions

1.1 Catalysts: Hydrochloric acid Solvents: Water ;  22 h, reflux

Reference

Methyl aminolevulinate hydrochloride powder X-ray diffraction pattern

Anonymous, IP.com Journal, 2011, 11, 19-20

Production Method 2

5451-09-2

79416-27-6

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol ;  -10 °C; 10 °C; 10 °C → 70 °C; 70 °C → rt

Reference

Hexyl aminolaevulinate is a more effective topical photosensitizer precursor than methyl aminolaevulinate and 5-aminolaevulinic acids when applied in equimolar doses

Morrow, Desmond I. J.; McCarron, Paul A.; Woolfson, A. David; Juzenas, Petras; Juzeniene, Asta; et al, Journal of Pharmaceutical Sciences, 2010, 99(8), 3486-3498

Production Method 3

5451-09-2

79416-27-6

Reaction Conditions

1.1 Catalysts: Hydrochloric acid ;  3 - 5.5 h, 85 - 100 °C
1.2 Solvents: Chloroform ;  7 - 12 h, 65 - 105 °C

Reference

Synthesis of aliphatic esters of 5-aminolevulinic acid and their effect on the phototrophic microalgae growth

Mikhalchuk, A. L.; Rudak, E. V.; Kurman, P. V.; Babitskaya, S. V.; Kisel, M. A.; et al, Vestsi Natsyyanal'nai Akademii Navuk Belarusi, 2016, (2), 64-68

Production Method 4

5451-09-2

79416-27-6

Reaction Conditions

1.1 rt → -20 °C
1.2 Reagents: Thionyl chloride ;  -20 °C; 30 h, 20 °C
1.3 Solvents: Dimethyl sulfoxide ;  18 h, 20 °C

Reference

The synthesis and applications of 5-aminolevulinic acid (ALA) derivatives in photodynamic therapy and photodiagnosis

Dabrowski, Zbigniew; Kwasny, Miroslaw; Kaminski, Jaroslaw; Beldowicz, Maria; Lewicka, Lidia; et al, Acta Poloniae Pharmaceutica, 2003, 60(3), 219-224

Production Method 5

5451-09-2

79416-27-6

Reaction Conditions

1.1 Reagents: Thionyl chloride Solvents: Methanol

Reference

Synthesis of 5-amino-4-oxopentanoic acid hydrochloride

Zav'yalov, S. I.; Zavozin, A. G., Izvestiya Akademii Nauk SSSR, 1987, (8), 1796-9

Production Method 6

106-60-5

79416-27-6

Reaction Conditions

1.1 Solvents: Methanol ;  rt

Reference

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; Bourre, Ludovic; MacRobert, Alexander J.; Wilson, Michael; Eggleston, Ian M., Journal of Medicinal Chemistry, 2009, 52(13), 4026-4037

Production Method 7

109258-71-1

79416-27-6

88-99-3

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  4 h, 40 °C

Reference

Synthesis of 5-aminolevulinic acid with nontoxic regents and renewable methyl levulinate

Zai, Yuxia; Feng, Yunchao; Zeng, Xianhai; Tang, Xing; Sun, Yong; et al, RSC Advances, 2019, 9(18), 10091-10093

Methyl aminolevulinate hydrochloride Raw materials

• Aminolevulinic Acid Related Compound B
• 5-Aminolevulinic acid hydrochloride
• 5-Amino-4-oxopentanoic acid

Methyl aminolevulinate hydrochloride Preparation Products

• Methyl aminolevulinate hydrochloride (79416-27-6)
• Phthalic acid (88-99-3)

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• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Amino acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Amines/Sulfonamides
• Catalysts and Inorganic Chemicals Inorganic Compounds Salt

• 140898-90-4(Pentanoic acid, 5-amino-4-oxo-, octyl ester, hydrochloride)
• 797758-44-2(Pentanoic acid, 5-amino-4-oxo-, undecyl ester)
• 33320-16-0(methyl 5-amino-4-oxopentanoate)
• 140898-92-6( )
• 321837-75-6( )
• 183151-37-3( )
• 393803-89-9(butyl 5-amino-4-oxopentanoate,hydrochloride)
• 140898-91-5(Hexaminolevulinate Hydrochloride)
• 183151-38-4( )
• 89109-42-2(Decanoic acid, 10-amino-9-oxo-, methyl ester, hydrochloride)