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Key Documents

SML1637

Sigma-Aldrich

Hexaminolevulinate hydrochloride

≥98% (HPLC)

Synonym(s):

5-Aminolevulinic acid hexyl ester HAL hydrochloride, 5-Aminolevulinic acid hexyl ester hydrochloride, HAL, Hexvix, Hexyl 5-aminolevulinate hydrochloride, P 1206, n-Hexyl 5-aminolevulinate hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H21NO3 · HCl
CAS Number:
Molecular Weight:
251.75
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

room temp

SMILES string

CCCCCCOC(CCC(CN)=O)=O.[H]Cl

InChI

1S/C11H21NO3.ClH/c1-2-3-4-5-8-15-11(14)7-6-10(13)9-12;/h2-9,12H2,1H3;1H

InChI key

LZYXPFZBAZTOCH-UHFFFAOYSA-N

Biochem/physiol Actions

Hexaminolevulinate (HAL) hydrochloride is a hexyl ester of 5-Aminolevulinic acid (ALA), a precursor to porphyrins including the photosensitizer protoporphyrin IX (PPIX). Hexaminolevulinate is more lipophilic than ALA, and is 50–100 times more efficient than ALA at inducing PpIX, which accumulates preferentially in neoplastic cells. Hexaminolevulinate administration followed by light activation has been used for fluorescence cystoscopy to enhance detection of bladder cancer, in particular carcinoma in situ (CIS). Hexaminolevulinate is also being studied for use in cancer photodynamic therapy. Hexaminolevulinate followed by irradiation produced DNA oxidative damage and apoptosis.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3


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