5-Aminolevulinic acid hexyl ester

HCID 6433083

基本情報

CAS
140898-97-1
標準SMILES
CCCCCCOC(=O)CCC(=O)CN
InChIKey
RYQOILLJDKPETL-UHFFFAOYSA-N
分子式
C11H21NO3
平均分子量
215.29 g/mol
単同位体質量
215.15214353

概要

5-aminolevulinic acid hexyl ester is an organonitrogen compound and an organooxygen compound. It is functionally related to a delta-amino acid.

名称と識別子

優先名称
5-Aminolevulinic acid hexyl ester
IUPAC
hexyl 5-amino-4-oxopentanoate
英語名
5-aminolevulinic acid hexyl ester
分子式
C11H21NO3
分子量
215.29

名称と別名

5-Aminolevulinic acid hexyl esterhexyl-aminolevulinateALA hexyl esterhexa ALAhexylaminolevulinateRefChem:552965-ALAHEaminolevulinic acid hexylesterHexaminolevulinateHexyl 5-amino-4-oxopentanoate140898-97-1Hexyl 5-aminolevulinate
名称をさらに表示
Ethyl Acetate Impurity 164
Pentanoic acid, 5-amino-4-oxo-, hexyl esterG7H20TKI67Aminolevulinic acid hexyl esterUNII-G7H20TKI675-Amino-4-oxopentanoic acid hexyl esterstarbld0000848(14C)-hexaminolevulinateHEXAMINOLEVULINATE [MI]

データベース識別子

CAS
140898-97-1
PubChem CID
6433083
DTXSID
DTXSID40161487
ChEMBL
CHEMBL1201784
ChEBI
CHEBI:134892
UNII
G7H20TKI67
Nikkaji
J1.058.793J

物性

構造計算による物性

XLogP
1.1
極性表面積
69.4 Ų
水素結合供与体数
1
水素結合受容体数
4
回転可能結合数
10
重原子数
15

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
Human DrugsBreast Feeding; Lactation; Diagnostic Agents; Photosensitizing Agents;

物理化学的性質

沸点
313.2 · 313.2±22.0 °C(Predicted)
比重(密度)
1.004 · 1.004±0.06 g/cm3(Predicted)
酸解離定数(Pka)
7.24 · 7.24±0.29(Predicted)

安全と法規制

毒性情報

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

化学と産業

薬理情報

ATC Code · 2 件

V - Various

QV - Various

Protein BindingNo evidence of significant binding.
Pharmacodynamics · 1 件

In vitro studies have shown increased porphyrin fluorescence in normal urothelium after exposure to hexaminolevulinate hydrochloride intravesical solution. In the human bladder, a greater accumulation of porphyrins is proposed in neoplastic or inflamed cells, compared to normal urothelium. After bladder instillation of hexaminolevulinate hydrochloride intravesical solution for approximately 1 hour and subsequent illumination with blue light at wavelengths 360 – 450nm, the porphyrins will fluoresce red.

Mechanism of Action · 1 件

Hexaminolevulinate is an ester of the heme precursor, aminolevulinic acid. After bladder instillation, hexaminolevulinate enters the bladder mucosa and is proposed to enter the intracellular space of mucosal cells where it is used as a precursor in the formation of the photoactive intermediate protoporphyrin IX (PpIX) and other photoactive porphyrins (PAPs). PpIX and PAPs are reported to accumulate preferentially in neoplastic cells as compared to normal urothelium, partly due to altered enzymatic activity in the neoplastic cells. After excitation with light at wavelengths between 360 and 450 nm, PpIX and other PAPs return to a lower energy level by fluorescing, which can be detected and used for cystoscopic detection of lesions. The fluorescence from tumor tissue appears bright red and demarcated, whereas the background normal tissue appears dark blue. Similar processes may occur in inflamed cells.

Biological Half-LifeBiphasic elimination, with an initial elimination half-life of 39 minutes, followed by a terminal half-life of approximately 76 hours.
Metabolism/MetabolitesRapid metabolism in human blood.

サプライヤー5 社

天津狄克特科技有限公司22-58627059 13920586291 · [email protected]
湖北扬信医药科技有限公司07143299675 13092790750 · [email protected]
湖北扬信医药科技有限公司15374522761 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]
淄博航宇生物科技发展有限公司+86-0533-2185556 +86-15965530500 · [email protected]

関連反応

3 件

化合物ノート

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