5-Aminolevulinic acid methyl ester hydrochloride supplier

Name
5-Aminolevulinic acid methyl ester hydrochloride
EINECS 279-151-1
CAS No. 79416-27-6
Article Data7
CAS DataBase
Density
Solubility very faint turbidity
Melting Point 119-121°
Formula C₆H₁₁NO₃^.HCl
Boiling Point 228°C at 760 mmHg
Molecular Weight 181.619
Flash Point 99.5°C
Transport Information
Appearance
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
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

Conditions	Yield
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

: 106-60-5
ALA

: 79416-27-6
methyl aminolevulinate

Conditions

Conditions	Yield
With thionyl chloride at 60℃; for 5h;

: 53856-93-2
methyl 5-bromo-4-oxopentanoate

: 79416-27-6
methyl aminolevulinate

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

: 79416-27-6
methyl aminolevulinate

: 109523-13-9
(2S,3aS,7aS)-1-(tert-butoxycarbonyl)octahydro-1H-indole-2-carboxylic acid

: 871980-14-2
5-[(1-tert-butoxycarbonyl-(2S)-octahydroindolyl)carbonylamino]levulinic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine In dichloromethane; water	100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	100%

: 871810-88-7
(1-tert-butoxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid

: 79416-27-6
methyl aminolevulinate

: 871979-48-5
5-[(1-tert-butoxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester

Conditions

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

: 871810-91-2
(1-tert-butoxycarbonyl-(4S)-cyclobutoxy-(2S)-pyrrolidinyl)carboxylic acid

: 79416-27-6
methyl aminolevulinate

: 871979-48-5
5-[(1-tert-butoxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester

Conditions

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

: 79416-27-6
methyl aminolevulinate

: 361483-69-4
(2S,4R)-4-acetoxy-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

: 871979-67-8
5-[(4R)-acetoxy-1-tert-butoxycarbonyl-(2S)-pyrrolidinylcarbonylamino]levulinic acid methyl ester

Conditions

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

: (1-tert-butoxycarbonyl-(5S)-methoxymethyl-(2S)-pyrrolidinyl)carboxylic acid

: 79416-27-6
methyl aminolevulinate

: 871979-99-6
5-[(1-tert-butoxycarbonyl-(5S)-methoxymethyl-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester

Conditions

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

: 79416-27-6
methyl aminolevulinate

: 83623-93-2
(2S,4S)-1-[(tert-butoxy)carbonyl]-4-methoxypyrrolidine-2-carboxylic acid

: 871978-92-6
5-[(1-tert-butoxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	99%

: 27601-29-2
t-butyloxycarbonyl-O-benzyl-L-tyrosine hydroxysuccinimide ester

: 79416-27-6
methyl aminolevulinate

: 1166835-65-9
N-(N(α)-tert-butoxycarbonyl-O-(benzyl)-L-tyrosyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	98%

: 50715-50-9
O1-(2,5-dioxopyrrolidin-1-yl)-O4-tert-butyl-(2S)-2-(tert-butoxycarbonylamino)-butanedioate

: 79416-27-6
methyl aminolevulinate

: N-(N(α)-tert-butoxycarbonyl-O(γ)-tert-butyl-L-aspartyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	98%

: 3392-11-8
2,5-dioxopyrrolidin-1-yl N-(tert-butoxycarbonyl)-L-tryptophanate

: 79416-27-6
methyl aminolevulinate

: 1166835-63-7
N-(N-tert-butoxycarbonyl-L-tryptophyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	97%

: 79416-27-6
methyl aminolevulinate

: 24533-72-0
pyropheophorbide a

: C39H43N5O5

Conditions

Conditions	Yield
Stage #1: pyropheophorbide a With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 2h; Stage #2: methyl aminolevulinate With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h; Inert atmosphere;	96.1%

: 39747-65-4
succinimido (tert-butyloxycarbony) serinate

: 79416-27-6
methyl aminolevulinate

: 1166835-60-4
N-(N-tert-butoxycarbonyl-L-seryl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	96%

: 5241-56-5, 17324-88-8, 53562-23-5, 4801-80-3
benzyl [(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate

: 79416-27-6
methyl aminolevulinate

: methyl 5-((2'-benzyloxycarbonylamino)-L-phenylpropionyl)amino-4-oxopentanoate

Conditions

Conditions	Yield
Stage #1: benzyl [(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate; methyl aminolevulinate With benzotriazol-1-ol; 1-n-butyl-3-methylimidazolim bromide; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	96%

: 3845-64-5
tertbutoxycarbonyl-L-methionine N-hydroxysuccinimide ester

: 79416-27-6
methyl aminolevulinate

: 1166835-59-1
N-(N-tert-butoxycarbonyl-L-methionyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	95%

: 79416-27-6
methyl aminolevulinate

: 22220-11-7
Nα-Boc-D-tryptophan-N-hydroxysuccinimide ester

: 1166835-64-8
N-(N-tert-butoxycarbonyl-D-tryptophyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	95%

: 79416-27-6
methyl aminolevulinate

: 3674-06-4
Boc-Phe-ONSu

: 321837-83-6
methyl 5-((2'-tert-butyloxycarbonylamino)-L-phenylpropionyl)amino-4-oxopentanoate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	95%

: 79416-27-6
methyl aminolevulinate

: pyropheophorbide a acid

: 173-[N-(2-oxo-4-methoxycarbonylbutyl)]pyropheophorbide amide

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h;	94.9%

: 32886-55-8
(S)-5-tert-butyl 1-(2,5-dioxopyrrolidin-1-yl) 2-((tert-butoxycarbonyl)amino)pentanedioate

: 79416-27-6
methyl aminolevulinate

: N-(N(α)-tert-butoxycarbonyl-O(δ)-tert-butyl-L-glutamyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	94%

: 3392-10-7
tert-butoxycarbonyl-L-proline N-hydroxysuccinimide ester

: 79416-27-6
methyl aminolevulinate

: 871979-33-8
N-(N-tert-butoxycarbonyl-L-prolyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	94%

: 98-88-4
benzoyl chloride

: 79416-27-6
methyl aminolevulinate

: 37061-97-5
methyl 5-(N-benzoyl)amino-4-oxopentanoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	94%
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	91%

: 527-69-5
2-furancarbonyl chloride

: 79416-27-6
methyl aminolevulinate

: methyl 5-(furan-2-carboxamido)-4-oxopentanoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	94%

: 5271-67-0
2-Thiophenecarbonyl chloride

: 79416-27-6
methyl aminolevulinate

: methyl 4-oxo-5-(thiophene-2-carboxamido)pentanoate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere;	94%

: (1-tert-butoxycarbonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinyl)carboxylic acid

: 79416-27-6
methyl aminolevulinate

: 871979-84-9
5-[(1-tert-butoxycarbonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	93%

: (1-tert-butoxycarbonyl-(5S)-ethoxymethyl-(2S)-pyrrolidinyl)carboxylic acid

: 79416-27-6
methyl aminolevulinate

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

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1,2-dichloro-ethane In water	93%

: 79416-27-6
methyl aminolevulinate

: 920538-42-7
δ-aminolevulinic acid methyl ester phosphate

Conditions

Conditions	Yield
With phosphoric acid; triethylamine In water at 0 - 20℃; for 0.166667h;	93%

: 34404-33-6
N-tertiarybutoxycarbonyl-D-alanine N-hydroxysuccinimide ester

: 79416-27-6
methyl aminolevulinate

: 1166835-54-6
N-(N-tert-butoxycarbonyl-D-alanyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	93%

: 34404-36-9
Boc-Lys(Z)-OSu

: 79416-27-6
methyl aminolevulinate

: 861982-91-4
N-(N(α)-tert-butoxycarbonyl-N(ε)-(benzyloxycarbonyl)-L-lysyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	93%

: 132307-50-7
2,5-dioxopyrrolidin-1-yl N2-(((9H-fluoren-9-yl)methoxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysinate

: 79416-27-6
methyl aminolevulinate

: 1166835-52-4
N-(N(α)-(9-fluorenylmethoxycarbonyl)-N(ε)-(tert-butoxycarbonyl)-L-lysyl)-5-aminolaevulinic acid methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	93%

5-Aminolevulinic acid methyl ester hydrochloride Chemical Properties

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

5-Aminolevulinic acid methyl ester hydrochloride 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

Product Name

5-Aminolevulinic acid methyl ester hydrochloride

Synthetic route

5-Aminolevulinic acid methyl ester hydrochloride Chemical Properties

5-Aminolevulinic acid methyl ester hydrochloride Safety Profile

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