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79416-27-6

Basic Information
CAS No.: 79416-27-6
Name: 5-Aminolevulinic acid methyl ester hydrochloride
Article Data: 7
Molecular Structure:
Molecular Structure of 79416-27-6 (5-Aminolevulinic acid methyl ester hydrochloride)
Formula: C6H11NO3.HCl
Molecular Weight: 181.619
Synonyms: Metvix;P 1202;d-Aminolevulinic acid methyl ester hydrochloride;Pentanoicacid, 5-amino-4-oxo-, methyl ester, hydrochloride (9CI);5-Amino-4-oxopentanoicacid methyl ester hydrochloride;Methyl 5-amino-4-oxopentanoate hydrochloride;Methyl5-aminolevulinate hydrochloride;Methyl ALA ester hydrochloride;Methylaminolevulinate hydrochloride;
EINECS: 279-151-1
Melting Point: 119-121°
Boiling Point: 228°C at 760 mmHg
Flash Point: 99.5°C
Solubility: very faint turbidity
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 69.39000
LogP: 0.96970
Synthetic route
67-56-1

methanol

5451-09-2

5-aminolevulinic acid hydrochloride

79416-27-6

methyl aminolevulinate

Conditions
ConditionsYield
With thionyl chloride at 20℃; for 30h;86.3%
With thionyl chloride at 20℃; for 48h;81%
With thionyl chloride at 0 - 20℃;
With thionyl chloride
67-56-1

methanol

79416-27-6

methyl aminolevulinate

Conditions
ConditionsYield
With thionyl chloride at 60℃; for 5h;
53856-93-2

methyl 5-bromo-4-oxopentanoate

79416-27-6

methyl aminolevulinate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) K2CO3 / 1.) DMFA, 20 deg C, 20 min, 2.) 72 h, 3.) water, 20 deg C, 24 h
2: 1.) conc. HCl, 2.) conc. HCl / 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C
3: 81 percent / SOCl2 / 48 h / 20 °C
View Scheme
109258-71-1

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

79416-27-6

methyl aminolevulinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) conc. HCl, 2.) conc. HCl / 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C
2: 81 percent / SOCl2 / 48 h / 20 °C
View Scheme
123-76-2

levulinic acid

phosphorus pentasulfide

phosphorus pentasulfide

79416-27-6

methyl aminolevulinate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 10.7 g / Br2, urea / 48 h / 20 °C
2: 1.) K2CO3 / 1.) DMFA, 20 deg C, 20 min, 2.) 72 h, 3.) water, 20 deg C, 24 h
3: 1.) conc. HCl, 2.) conc. HCl / 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C
4: 81 percent / SOCl2 / 48 h / 20 °C
View Scheme
114681-18-4

2,2-dimethyl-4,6-dioxo-5-(3-phthalimido-2-oxopropyl)-1,3-dioxane

79416-27-6

methyl aminolevulinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) conc. HCl, 2.) conc. HCl / 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C
2: 81 percent / SOCl2 / 48 h / 20 °C
View Scheme
5451-09-2

5-aminolevulinic acid hydrochloride

79416-27-6

methyl aminolevulinate

Conditions
ConditionsYield
With hydrogenchloride In methanol
With hydrogenchloride In methanol
79416-27-6

methyl aminolevulinate

203866-13-1

(2S,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid

871979-17-8

5-[(1-tert-butoxycarbonyl-(4S)-fluoro-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;100%
79416-27-6

methyl aminolevulinate

83624-01-5

(2S,4R)-1-(tert-butoxycarbonyl)-4-methoxypyrrolidine-2-carboxylic acid

871979-27-0

5-[(1-tert-butoxycarbonyl-(4R)-methoxy-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;100%
15761-39-4

1-(tert-butoxycarbonyl)-L-proline

79416-27-6

methyl aminolevulinate

871979-33-8

N-(N-tert-butoxycarbonyl-L-prolyl)-5-aminolaevulinic acid methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;100%
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Chemistry

Molecular Structure:

Molecular Formula: C6H12ClNO3
Molecular Weight: 181.6174
IUPAC Name: Methyl 5-amino-4-oxopentanoate hydrochloride
Synonyms of 5-Aminolevulinic acid methyl ester hydrochloride (CAS NO.79416-27-6): Methyl aminolevulinate hydrochloride [USAN] ; EINECS 279-151-1 ; Methyl 5-amino-4-oxopentanoate hydrochloride ; Methyl aminolevulinate HCl ; Methyl aminolevulinate hydrochloride ; Metvix PDT ; Metvixia ; P-1202 ; Pentanoic acid, 5-amino-4-oxo-, methyl ester, hydrochloride ; UNII-7S73606O1A
CAS NO: 79416-27-6
Product Categories: Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives 
Flash Point: 99.5 °C
Enthalpy of Vaporization: 46.45 kJ/mol
Boiling Point: 228 °C at 760 mmHg
Vapour Pressure of 5-Aminolevulinic acid methyl ester hydrochloride (CAS NO.79416-27-6): 0.0754 mmHg at 25°C

Safety Profile

of 5-Aminolevulinic acid methyl ester hydrochloride (CAS NO.79416-27-6)Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3