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Home> Encyclopedia >Agrochemical Intermediates>Pharmaceutical Intermediates>Organic Intermediate
5-Aminolevulinic acid hydrochloride structure
5-Aminolevulinic acid hydrochloride structure

5-Aminolevulinic acid hydrochloride

Iupac Name:5-amino-4-oxopentanoic acid;hydrochloride
CAS No.: 5451-09-2
Molecular Weight:167.589
Modify Date.: 2022-11-10 22:28
Introduction: Naturally occurring amino acid; precursor of tetrapyrroles in the biosynthesis of chlorophyll and heme. Antineoplastic (photosensitizer). View more+
1. Names and Identifiers
1.1 Name
5-Aminolevulinic acid hydrochloride
1.2 Synonyms

5-Ala 5-AminoL 5-AminolevulinicAcidHydrochloride(5-Ala) DELTA-AMINOLEVULINIC ACID HYDROCHLORIDE CELL CULTUR EINECS 226-679-5 evuL inic acid hydrochL MFCD00012869 TIMTEC-BB SBB003880

1.3 CAS No.
1.4 CID
1.6 Molecular Formula
C5H10ClNO3 (isomer)
1.7 Inchi
1.8 InChkey
1.9 Canonical Smiles
1.10 Isomers Smiles
2. Properties
2.1 Density
2.1 Melting point
2.1 Boiling point
298.4 °C at 760 mmHg
2.1 Refractive index
2.1 Flash Point
134.3 °C
2.1 Precise Quality
2.1 PSA
2.1 logP
2.1 Solubility
H2O: 50?mg/mL
2.2 Appearance
2.3 Storage
Store under Nitrogen. Keep Cold. Hygroscopic.
2.4 Chemical Properties
white to pale yellow crystals or
2.5 Color/Form
White to pale yellow
2.6 PH
pH (10g/l, 25℃) : 2.5~3.0
2.7 Water Solubility
H2O: 50?mg/mL
2.8 StorageTemp
3. Use and Manufacturing
3.1 Definition
ChEBI: A hydrochloride that is the monohydrochloride of 5-aminolevulinic acid. It is metabolised to protoporphyrin IX, a photoactive compound which accumulates in the skin. Used in combination with blue light illumination for the treatment of minimally to moderatly thick actinic keratosis of the face or scalp.
3.2 GHS Classification
Signal: Warning
GHS Hazard Statements
Aggregated GHS information provided by 36 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (27.78%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501
3.3 Purification Methods
Dry ALA-HCl in a vacuum desiccator over P2O5 overnight, then crystallise it by dissolving it in cold EtOH and adding dry Et2O. Also crystallis 5-Aminolevulinic acid hydrochlorideSupplier
3.4 Usage
Naturally occurring amino acid; precursor of tetrapyrroles in the biosynthesis of chlorophyll and heme. Antineoplastic (photosensitizer).
4. Safety and Handling
4.1 Symbol
4.1 Hazard Codes
Xi; Xn
4.1 Signal Word
4.1 Risk Statements
4.1 Safety Statements
4.1 Hazard Declaration
NONH for all modes of transport
4.1 Caution Statement
P305 + P351 + P338
4.1 WGK Germany
4.1 Sensitive
4.2 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 


2.Hazard identification

2.1 Classification of the substance or mixture

Skin irritation, Category 2

Eye irritation, Category 2

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H315 Causes skin irritation

H319 Causes serious eye irritation

Precautionary statement(s)

P264 Wash ... thoroughly after handling.

P280 Wear protective gloves/protective clothing/eye protection/face protection.


P302+P352 IF ON SKIN: Wash with plenty of water/...

P321 Specific treatment (see ... on this label).

P332+P313 If skin irritation occurs: Get medical advice/attention.

P362+P364 Take off contaminated clothing and wash it before reuse.

P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

P337+P313 If eye irritation persists: Get medical advice/attention.





2.3 Other hazards which do not result in classification


8. Other Information
8.0 Usage
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.
8.1 Merck
8.2 BRN
8.3 Chemical Properties
white to pale yellow crystals or
8.4 Originator
Levulan Kerastick,DUSA Pharmaceuticals Inc.
8.5 Uses
Naturally occurring amino acid; precursor of tetrapyrroles in the biosynthesis of chlorophyll and heme. Antineoplastic (photosensitizer).
8.6 Uses
5-Aminolevulinic acid hydrochloride has been used as a supplement for culturing Escherichia coli cells for heme biosynthesis.
9. Computational chemical data
  • Molecular Weight: 167.589g/mol
  • Molecular Formula: C5H10ClNO3
  • Compound Is Canonicalized: True
  • XLogP3-AA: null
  • Exact Mass: 167.0349209
  • Monoisotopic Mass: 167.0349209
  • Complexity: 121
  • Rotatable Bond Count: 4
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 4
  • Topological Polar Surface Area: 80.4
  • Heavy Atom Count: 10
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 2
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