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5451-09-2

Basic Information
CAS No.: 5451-09-2
Name: Pentanoicacid, 5-amino-4-oxo-, hydrochloride (1:1)
Molecular Structure:
Molecular Structure of 5451-09-2 (Pentanoicacid, 5-amino-4-oxo-, hydrochloride (1:1))
Formula: C5H10ClNO3
Molecular Weight: 167.59
Synonyms: Levulinicacid, 5-amino-, hydrochloride (8CI);Pentanoic acid, 5-amino-4-oxo-,hydrochloride (9CI);5-Amino-4-oxopentanoic acid hydrochloride;Aminolevulinic acid hydrochloride;Levulan Kerastick;Unguentum-M;d-Aminolevulinicacid hydrochloride;5-Aminolevulinicacid hydrochloride;
EINECS: 226-679-5
Density:
Melting Point: 156-158 °C
Boiling Point: 298.4 °C at 760 mmHg
Flash Point: 134.3 °C
Solubility: 50 mg/mL in water
Appearance: white to pale yellow crystals
Hazard Symbols: IrritantXi, HarmfulXn
Risk Codes: 36/37/38-66-20/21/22
Safety: 26-36/37-37/39-36
Transport Information:
PSA: 80.39000
LogP: 0.71540
Synthetic route
92632-81-0

5-phthalimidyl levulinic acid

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water for 6h; Reflux;96.6%
With hydrogenchloride In water for 10h; Reflux;85%
With hydrogenchloride In water for 16h; Reflux;83%
With hydrogenchloride for 8h; Heating;63.8%
93393-93-2

N-acetyl-5-aminolevulinic acid methyl ester

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 100℃;95%

ethyl 5-nitro-4-oxopentanoate

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; water; hydrogen; palladium on activated charcoal under 1137.73 Torr;94%
109258-71-1

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

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 10h; Heating;92%
With hydrogenchloride 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C; Yield given. Multistep reaction;
With hydrogenchloride In water
With hydrogenchloride; water85 %Chromat.
102872-00-4

benzoylaminolevulinic acid

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water for 12h; Reflux;92%

C12H22N4O2

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Stage #1: C12H22N4O2 With sodium hypochlorite; sodium hydroxide In water at 0℃; for 2h;
Stage #2: With hydrogenchloride In water for 0.5h; pH=1;
86.9%

C9H15NO5

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 100℃; Industrial scale;86.5%
222641-36-3

dimethyl 2-(acetylamino)-3-oxohexanedioate

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; water for 4h; Heating;85%
839724-53-7

diethyl 2-acetylamino-3-oxohexanedioate

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate for 4h; Heating / reflux;82%

methyl 5-nitro-4-oxopentanoate

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; zinc In water at 110℃; for 45h; Reagent/catalyst; Temperature;80%
155585-41-4

5,5-dimethoxy-2-oxopiperidine-1-carboxylic acid methyl ester

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 12h; Heating;77%
159150-70-6

methyl 5-azidolevulinate

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol under 760 Torr; for 2h; Ambient temperature;75%
1268257-14-2

5-(azidomethyl)furan-2-carbaldehyde

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Stage #1: 5-(azidomethyl)furan-2-carbaldehyde With oxygen; rose bengal In methanol at 20℃; for 6h; UV-irradiation;
Stage #2: With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol under 1520.1 Torr; for 6h;
74%
109258-71-1

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

A

5451-09-2

5-aminolevulinic acid hydrochloride

B

88-99-3

benzene-1,2-dicarboxylic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 12℃; Heating;A 73.2%
B n/a
652151-56-9

5-(acetylamino)-6-ethoxy-4,6-dioxohexanoic acid

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
In hydrogenchloride Heating;73%
20238-92-0

4-oxo-5-acetylaminopentanoic acid

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride Heating;70%
With hydrogenchloride
With hydrogenchloride In water at 115℃; for 1h; Temperature;

5-Aminomethyl-dihydro-furan-2-one; hydrochloride

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With chromium(VI) oxide; sulfuric acid 1.) reflux, 4 h, 2.) r.t., overnight;65%
52065-78-8

piperidine-2,5-dione

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride for 12h; Heating;51%
114681-18-4

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

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
With hydrogenchloride 1.) water, reflux, 10 h, 2.) acetone, 60-70 deg C; Yield given. Multistep reaction;
tert-butyl methylether

tert-butyl methylether

5-azido levulinic acid

5-azido levulinic acid

67-63-0

isopropyl alcohol

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
In hydrogenchloride; methanol; hydrogen
179532-81-1

5-(azidomethyl)dihydrofuran-2(3H)-one

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / Raney nickel / diethyl ether; H2O / 0.33 h / Ambient temperature
2: 65 percent / CrO3, 5percent aq. H2SO4 / 1.) reflux, 4 h, 2.) r.t., overnight
View Scheme
53856-93-2

methyl 5-bromo-4-oxopentanoate

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 percent / NaN3 / dimethylformamide / 1 h / -10 °C
2: 75 percent / H2, HCl / 30percent Pd/C / methanol / 2 h / 760 Torr / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 59 percent / dimethylformamide / 1 h / Ambient temperature
2: 92 percent / 6 M HCl / 10 h / Heating
View Scheme
Multi-step reaction with 2 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
View Scheme
123-76-2

levulinic acid

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Br2 / 3.5 h / Heating
2: 100 percent / NaN3 / dimethylformamide / 1 h / -10 °C
3: 75 percent / H2, HCl / 30percent Pd/C / methanol / 2 h / 760 Torr / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: bromine / 22 - 23 °C / Large scale
2: N,N-dimethyl-formamide
3: hydrogenchloride / water
View Scheme
61995-18-4

3-oxopiperidine-1-carboxylic acid methyl ester

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / p-toluenesulfonic acid / 0.5 h
2: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature
3: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating
View Scheme
56475-87-7

3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) CH3COOK, 3.) aq. Na2CO3 / 1.) electrolysis, electrochemical oxidation
2: 84 percent / p-toluenesulfonic acid / 0.5 h
3: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature
4: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating
View Scheme
155585-40-3

3,3-dimethoxypiperidine-1-carboxylic acid methyl ester

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature
2: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating
View Scheme

5-Acetoxy-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 95 percent / aq. Na2CO3 / methanol / 0.33 h / Ambient temperature
2: 84 percent / p-toluenesulfonic acid / 0.5 h
3: 62 percent / NaIO4, RuO2 / ethyl acetate; H2O / 18 h / Ambient temperature
4: 77 percent / 7 M aq. HCl / ethanol / 12 h / Heating
View Scheme
142-08-5

2-Pyridone

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 34 percent / Elbs oxidation
2: 76 percent / H2 / Pd/C / methanol / 5 h / 30 °C
3: 51 percent / conc. HCl / 12 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 34 percent / Elbs oxidation
2: 54 percent / KOH / dimethylsulfoxide / 1 h
3: H2 / Pd/C / methanol / 3 h / 30 °C
4: 51 percent / conc. HCl / 12 h / Heating
View Scheme
5154-01-8

2,5-dihydroxypyridine

5451-09-2

5-aminolevulinic acid hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 76 percent / H2 / Pd/C / methanol / 5 h / 30 °C
2: 51 percent / conc. HCl / 12 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 54 percent / KOH / dimethylsulfoxide / 1 h
2: H2 / Pd/C / methanol / 3 h / 30 °C
3: 51 percent / conc. HCl / 12 h / Heating
View Scheme
5451-09-2

5-aminolevulinic acid hydrochloride

2386-52-9

silver methanesulfonate

5-amino-4-oxopentanoic acid methanesulfonate

Conditions
ConditionsYield
In water96%
5451-09-2

5-aminolevulinic acid hydrochloride

77479-03-9

2,5-(β-carboxyethyl)dihydropyrazine

Conditions
ConditionsYield
With nitrogen In sodium hydroxide Cyclization;95%
5451-09-2

5-aminolevulinic acid hydrochloride

5-aminolevulinic acid phosphate

Conditions
ConditionsYield
With phosphoric acid; triethylamine In water at 0 - 20℃; for 0.166667h; Product distribution / selectivity;93%
With phosphoric acid; triethylamine In ethanol; water at 0 - 20℃; for 1h; Product distribution / selectivity;90%
With picoline; phosphoric acid In water at 20℃; for 0.166667h; Product distribution / selectivity;77%
112-50-5

monoethyl ether of triethylene glycol

5451-09-2

5-aminolevulinic acid hydrochloride

5-amino-4-oxo-pentanoic acid 2-[2-(2-ethoxy-ethoxy)-ethoxy]-ethyl ester; hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 50℃; for 5h;90%
109-86-4

2-methoxy-ethanol

5451-09-2

5-aminolevulinic acid hydrochloride

2-Methoxyethyl 5-amino-4-oxopentanoate Hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 50℃; for 5h;90%
With thionyl chloride at 60℃; for 5h;
24424-99-5

di-tert-butyl dicarbonate

5451-09-2

5-aminolevulinic acid hydrochloride

72072-06-1

5-((tert-butoxycarbonyl)amino)-4-oxopentanoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In methanol at 21℃; Inert atmosphere;90%
With sodium hydrogencarbonate In methanol at 20℃; for 12h;90%
With sodium hydrogencarbonate In methanol for 6h; Inert atmosphere; Sonication;82%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; Cooling with ice;78%
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 18h; pH=8.5;
110-80-5

2-ethoxy-ethanol

5451-09-2

5-aminolevulinic acid hydrochloride

5-amino-4-oxo-pentanoic acid 2-ethoxy-ethyl ester; hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 50℃; for 5h;89%
With thionyl chloride at 60℃; for 5h;
821-41-0

5-Hexen-1-ol

5451-09-2

5-aminolevulinic acid hydrochloride

5-hexenyl 5-aminolevulinate hydrochloride

Conditions
ConditionsYield
Stage #1: 5-aminolevulinic acid hydrochloride With thionyl chloride; N,N-dimethyl-formamide
Stage #2: 5-Hexen-1-ol at 20℃; for 1.5h;
89%
111-90-0

ethoxyethoxyethanol

5451-09-2

5-aminolevulinic acid hydrochloride

3,6-Dioxa-1-octyl 5-amino-4-oxopentanoate Hydrochloride

Conditions
ConditionsYield
With thionyl chloride at 50℃; for 5h;87%
0.90 g (53%)
5451-09-2

5-aminolevulinic acid hydrochloride

504-02-9

1,3-cylohexanedione

218129-12-5

3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoic acid

Conditions
ConditionsYield
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;87%
With sodium acetate In water at 100℃; for 16h;82%
With sodium acetate In water at 110℃; for 12h;60%
With sodium acetate In water at 110℃; for 12h; Product distribution / selectivity;
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
5451-09-2

5-aminolevulinic acid hydrochloride

111-27-3

hexan-1-ol

5-amino-4-oxo-pentanoic acid hexyl ester; hydrochloride

Conditions
ConditionsYield
Stage #1: hexan-1-ol With thionyl chloride at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: 5-aminolevulinic acid hydrochloride at 20℃; for 3h; Inert atmosphere; Reflux;
86%
With thionyl chloride for 26h; Heating;48.2%
With thionyl chloride at 60℃; for 5h;
5451-09-2

5-aminolevulinic acid hydrochloride

111-27-3

hexan-1-ol

5-aminolaevulinic acid n-hexyl ester

Conditions
ConditionsYield
Stage #1: 5-aminolevulinic acid hydrochloride; hexan-1-ol With thionyl chloride for 0.166667h; Cooling with ice;
Stage #2: 5-aminolevulinic acid hydrochloride at 20 - 80℃; for 3h; Heating;
86%
5451-09-2

5-aminolevulinic acid hydrochloride

123-54-6

acetylacetone

38664-17-4

3-(4-acetyl-5-methyl-1H-pyrrol-3-yl)propanoic acid

Conditions
ConditionsYield
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;85%
1194-18-9

cycloheptane-1,3-dione

5451-09-2

5-aminolevulinic acid hydrochloride

760998-19-4

3-(4-oxo-1,4,5,6,7,8-hexahydrocyclohepta[b]pyrrol-3-yl)propanoic acid

Conditions
ConditionsYield
With sodium acetate In water at 100℃; for 2h;80%
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;75%
5451-09-2

5-aminolevulinic acid hydrochloride

71-36-3

butan-1-ol

5-aminolevulinic acid butyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 0.416667h; Heating;78.9%
627-27-0

homoalylic alcohol

5451-09-2

5-aminolevulinic acid hydrochloride

3-butenyl 5-aminolevulinate hydrochloride

Conditions
ConditionsYield
Stage #1: 5-aminolevulinic acid hydrochloride With thionyl chloride; N,N-dimethyl-formamide at 20℃; for 12h;
Stage #2: homoalylic alcohol at 20℃; for 1.5h;
77%
5451-09-2

5-aminolevulinic acid hydrochloride

126-81-8

dimedone

258831-35-5

3-(6,6-dimethyl-4-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)propanoic acid

Conditions
ConditionsYield
With sodium acetate In water at 100℃; for 16h; Knorr pyrrole synthesis;76%
With sodium acetate In water at 110℃; for 4h;68%
With sodium acetate In water at 110℃; for 4h;68%
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    5-Aminolevulinic Acid Hydrochloride CAS Rn:5451-09-2 Molecular Formula:C5H10ClNO3 Molecular Weight:167.59 Specifications Appearance:White to pale yellow powder Assay:>99.0% Melting Point: 156-158 °C Water soluble

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    5-Aminolevulinic Acid Hydrochloride

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    5-Aminolevulinic acid hydrochloride CAS5451-09-2

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    5-Aminolevulinic acid hydrochloride

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Specification

The Pentanoicacid, 5-amino-4-oxo-, hydrochloride (1:1), with the cas register number 5451-09-2, has the IUPAC name of 5-amino-4-oxopentanoic acid hydrochloride. Besides, it is a kind of white to pale yellow crystal, and it is hygroscopic. What's more, its product categories are various, including active pharmaceutical ingredients; fluorobenzene; fatty & aliphatic acids, esters, alcohols & derivatives; aliphatics; carboxylic acids; organic acids; miscellaneous; porphyrins; precursers; plant growth trgulators (others); biochemistry; plant growth regulators; dextrins, sugar & carbohydrates; carboxylic acids; non-natural amino acids.

The characteristics of this chemical are as following: (1)H-Bond Donor: 3; (2)H-Bond Acceptor: 4; (3)Rotatable Bond Count: 4; (4)Tautomer Count: 4; (5)Exact Mass: 167.034921; (6)MonoIsotopic Mass: 167.034921; (7)Topological Polar Surface Area: 80.4; (8)Heavy Atom Count: 10; (9)Formal Charge: 0; (10)Complexity: 121; (11)Covalently-Bonded Unit Count: 2.

Producing method of Pentanoicacid, 5-amino-4-oxo-, hydrochloride (1:1): piperidine-2,5-dione could react to produce Pentanoicacid, 5-amino-4-oxo-, hydrochloride (1:1), in the following condtion: reagent: conc. HCl; reaction time: 12 hours; field: 51%.

Use of Pentanoicacid, 5-amino-4-oxo-, hydrochloride (1:1): Pentanoicacid, 5-amino-4-oxo-, hydrochloride (1:1) could react to produce 3-(5-aminomethyl-4-carboxymethyl-pyrrol-3-yl)-propionic acid, in the following condtion: reagent: 2-mercaptoethanol, aq. potassium phosphate; catalytic agent: 5-aminolevulinate dehydratase; field: 51%; other condition: 1.) 37 deg C, 6 h, 2.) pH 8.0, 0-4 deg C, overnight.

When you are dealing with this chemical, you should be very cautious. Being a kind of irritant chemical, it is irritating to eyes, respiratory system and skin. Then it is harmful if by inhalation, in contact with skin and if swallowed, and may cause inflammation to the skin or other mucous membranes, and may cause damage to health. What's more, repeated exposure may cause skin dryness or cracking. So you had better take the following instructions while using. Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Additionally, you could obtain the molecular structure through converting the following datas:
(1)Canonical SMILES: C(CC(=O)O)C(=O)CN.Cl
(2)InChI: InChI=1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H 
(3)InChIKey: ZLHFONARZHCSET-UHFFFAOYSA-N