5-氨基乙酰丙酸盐酸盐

Aminolevulinic Acid Hydrochloride

HCID 123608CAS 5451-09-2

基本信息

标准SMILES
Cl.NCC(=O)CCC(=O)O
InChIKey
ZLHFONARZHCSET-UHFFFAOYSA-N
分子式
C5H10ClNO3
平均分子量
167.59 g/mol
单同位素质量
167.03492086

概述

5-aminolevulinic acid hydrochloride is 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 moderately thick actinic keratosis of the face or scalp. It has a role as an antineoplastic agent, a photosensitizing agent, a dermatologic drug and a prodrug. It contains a 5-ammoniolevulinic acid.

名称与标识

首选名称
Aminolevulinic Acid Hydrochloride
IUPAC
5-amino-4-oxopentanoic acid;hydrochloride
中文名
5-氨基乙酰丙酸盐酸盐
英文名
5-Aminolevulinic acid hydrochloride
分子式
C5H10ClNO3
分子量
167.59

名称与别名

5-Aminolevulinic acid hydrochloride5451-09-2Aminolevulinic acid hydrochloride5-Amino-4-oxopentanoic acid hydrochlorideLevulanLevulan Kerastickdelta-Aminolevulinic acid hydrochlorideAminolevulinic Acid HClAmeluzAlaglioGleolanAlabel
展开更多名称
氨基酮戊酸盐酸氨酮戊酸氨基乙酰丙酸盐酸氨基酮戊酸 1G盐酸氨基乙酰丙酸5-氨基左旋糖酸盐氨基酮戊酸,99%5-氨基乙酰丙酸盐氨酰丙酸(盐酸盐)盐酸-5-氨基果糖酸5-Ala5-AMINOLEVULINIC ACID HCL5-AminolevulinicGliolaninic acid hydrochLevuL5-AminoL5-Amino-3-oxopentanoic acid (hydrochloride)
AlaCareDTXSID5045914Pentanoic acid, 5-amino-4-oxo-, hydrochlorideV35KBM8JGRNSC-18509NPC-075-AMINO-4-OXOPENTANOIC ACID HCLDTXCID3025914

数据库标识

CAS
5451-09-2
PubChem CID
123608
DTXSID
DTXSID5045914
ChEMBL
CHEMBL1200582
ChEBI
CHEBI:132969
UNII
V35KBM8JGR

性质

结构计算性质

极性表面积
80.4 Ų
氢键供体
3
氢键受体
4
可旋转键
4
重原子
10

实验与物化性质

Human Drugs · 5 条

Breast Feeding; Lactation; Milk, Human; Dermatologic Agents; Photosensitizing Agents

FDA approved drugs -> Active ingredient

EMA approved medicines: Human medicine

EMA approved medicines: Human medicine

FDA approved drugs -> Active ingredient

物理化学性质

熔点
150 °C · ~150 °C (dec.)
堆积密度
400 kg/m3 · 400kg/m3
闪点
155 · 155-157°C
储存条件
-20 °C · -20°C
溶解度
2 O: · H2O: 50 mg/mL
形态
powder

安全与法规

危害信息

Regulatory InformationPentanoic acid, 5-amino-4-oxo-, hydrochloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Pentanoic acid, 5-amino-4-oxo-, hydrochloride: Environment tier I assessment

毒理信息

Exposure RoutesOral bioavailability is 50-60%.
Toxicity Summary · 1 条

According to the presumed mechanism of action, photosensitization following application of aminolevulinic acid (ALA) topical solution occurs through the metabolic conversion of ALA to protoporphyrin IX (PpIX), which accumulates in the skin to which aminolevulinic acid has been applied. When exposed to light of appropriate wavelength and energy, the accumulated PpIX produces a photodynamic reaction, a cytotoxic process dependent upon the simultaneous presence of light and oxygen. The absorption of light results in an excited state of the porphyrin molecule, and subsequent spin transfer from PpIX to molecular oxygen generates singlet oxygen, which can further react to form superoxide and hydroxyl radicals. Photosensitization of actinic (solar) keratosis lesions using aminolevulinic acid, plus illumination with the BLU-UTM Blue Light Photodynamic Therapy Illuminator (BLU-U), is the basis for aminolevulinic acid photodynamic therapy (PDT).

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全数据

F
3-8-10
wgk
3
RTECS号
OI1640000
hazard_note
Irritant
存储类别
11 - Combustible Solids
安全说明
26-36/37-37/39-36

化学与工业

药理信息

Metabolism/MetabolitesFollowing topical administration, synthesis into protoporphyrin IX takes place in situ in the skin. Half Life: Mean half-life is 0.70 ± 0.18 h after the oral dose and 0.83 ± 0.05 h after the intravenous dose.
FDA Pharmacological Classification · 2 条

AMINOLEVULINIC ACID HYDROCHLORIDE

Optical Imaging Agent [EPC]; Porphyrin Precursor [EPC]; Porphyrinogens [CS]; Fluorescence Contrast Activity [MoA]

MeSH Pharmacological Classification · 1 条

Drugs that are pharmacologically inactive but when exposed to ultraviolet radiation or sunlight are converted to their active metabolite to produce a beneficial reaction affecting the diseased tissue. These compounds can be administered topically or systemically and have been used therapeutically to treat psoriasis and various types of neoplasms.

用途与制造

UsesAminolevulinic acid plus blue light illumination using a blue light photodynamic therapy illuminator is indicated for the treatment of minimally to moderately thick actinic keratoses of the face or scalp.

应用领域

用途5-氨基乙酰丙酸盐酸盐是天然氨基酸;作为四吡咯的前体用于叶绿素和血红素的生物合成;抗肿瘤药(光敏剂)。

试剂价格

HY-N0305R · 5 mg
5-氨基乙酰丙酸盐酸盐5-Aminolevulinic acid hydrochloride (Standard) — 300元
HY-N0305R · 10 mg
5-氨基乙酰丙酸盐酸盐5-Aminolevulinic acid hydrochloride (Standard) — 450元

供应商50 家

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

相关反应

112 条

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