5-Aminolevulinic acid hydrochloride

Modify Date: 2025-08-22 19:14:14

5-Aminolevulinic acid hydrochloride Structure
5-Aminolevulinic acid hydrochloride structure
Common Name 5-Aminolevulinic acid hydrochloride
CAS Number 5451-09-2 Molecular Weight 167.59
Density 1.2±0.1 g/cm3 Boiling Point 311.5±27.0 °C at 760 mmHg
Molecular Formula C5H10ClNO3 Melting Point ~150 °C (dec.)
MSDS Chinese USA Flash Point 142.2±23.7 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of 5-Aminolevulinic acid hydrochloride


5-Aminolevulinic acid HCl is an intermediate in heme biosynthesis in the body and the universal precursor of tetrapyrroles.Target: Others5-Aminolevulinic acid is a non-fluorescent prodrug that leads to intracellular accumulation of fluorescent porphyrins in malignant gliomas-a finding that is under investigation for intraoperative identification and resection of these tumours. Median follow-up was 35.4 months (95% CI 1.0-56.7). Contrast-enhancing tumour was resected completely in 90 (65%) of 139 patients assigned 5-aminolevulinic acid compared with 47 (36%) of 131 assigned white light (difference between groups 29% [95% CI 17-40], p<0.0001). Patients allocated 5-aminolevulinic acid had higher 6-month progression free survival than did those allocated white light (41.0% [32.8-49.2] vs 21.1% [14.0-28.2]; difference between groups 19.9% [9.1-30.7], p=0.0003, Z test) [1]. 5-ALA alone proved to be insufficient in attaining gross total resection without the danger of incurring postoperative neurological deterioration. Furthermore, in the case of functional grade III gliomas, iMRI in combination with functional neuronavigation was significantly superior to the 5-ALA resection technique [2].

 Names

Name 5-Aminolevulinic Acid Hydrochloride
Synonym More Synonyms

 5-Aminolevulinic acid hydrochloride Biological Activity

Description 5-Aminolevulinic acid HCl is an intermediate in heme biosynthesis in the body and the universal precursor of tetrapyrroles.Target: Others5-Aminolevulinic acid is a non-fluorescent prodrug that leads to intracellular accumulation of fluorescent porphyrins in malignant gliomas-a finding that is under investigation for intraoperative identification and resection of these tumours. Median follow-up was 35.4 months (95% CI 1.0-56.7). Contrast-enhancing tumour was resected completely in 90 (65%) of 139 patients assigned 5-aminolevulinic acid compared with 47 (36%) of 131 assigned white light (difference between groups 29% [95% CI 17-40], p<0.0001). Patients allocated 5-aminolevulinic acid had higher 6-month progression free survival than did those allocated white light (41.0% [32.8-49.2] vs 21.1% [14.0-28.2]; difference between groups 19.9% [9.1-30.7], p=0.0003, Z test) [1]. 5-ALA alone proved to be insufficient in attaining gross total resection without the danger of incurring postoperative neurological deterioration. Furthermore, in the case of functional grade III gliomas, iMRI in combination with functional neuronavigation was significantly superior to the 5-ALA resection technique [2].
Related Catalog
References

[1]. Stummer, W., et al., Fluorescence-guided surgery with 5-aminolevulinic acid for resection of malignant glioma: a randomised controlled multicentre phase III trial. Lancet Oncol, 2006. 7(5): p. 392-401.

[2]. Eyupoglu, I.Y., et al., Improving the extent of malignant glioma resection by dual intraoperative visualization approach. PLoS One, 2012. 7(9): p. e44885.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 311.5±27.0 °C at 760 mmHg
Melting Point ~150 °C (dec.)
Molecular Formula C5H10ClNO3
Molecular Weight 167.59
Flash Point 142.2±23.7 °C
PSA 80.39000
LogP -0.79
Appearance of Characters powder
Vapour Pressure 0.0±1.4 mmHg at 25°C
Index of Refraction 1.482
Storage condition 2-8°C
Water Solubility H2O: 50 mg/mL

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
OI1640000
CHEMICAL NAME :
Levulinic acid, 5-amino-, hydrochloride (8CI)
CAS REGISTRY NUMBER :
5451-09-2
LAST UPDATED :
199304
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C5-H9-N-O3.Cl-H
MOLECULAR WEIGHT :
167.61

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319
Precautionary Statements P305 + P351 + P338
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xi,Xn
Risk Phrases R36/37/38:Irritating to eyes, respiratory system and skin . R66:Repeated exposure may cause skin dryness or cracking. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
Safety Phrases S26-S36/37-S37/39
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS OI1640000
HS Code 2922509090

 Synthetic Route

 Customs

HS Code 2922509090
Summary 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

5-Aminolevulinic acid hydrochloride
MFCD00012869
EINECS 226-679-5
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