5-アミノレブリン酸塩酸塩

Aminolevulinic Acid Hydrochloride

HCID 123608CAS 5451-09-2

基本情報

標準SMILES
Cl.NCC(=O)CCC(=O)O
InChIKey
ZLHFONARZHCSET-UHFFFAOYSA-N
分子式
C5H10ClNO3
平均分子量
167.59 g/mol
単同位体質量
167.03492086

概要

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.

名称と識別子

優先名称
Aminolevulinic Acid Hydrochloride
IUPAC
5-amino-4-oxopentanoic acid;hydrochloride
現地名
5-アミノレブリン酸塩酸塩
英語名
5-Aminolevulinic acid hydrochloride
分子式
C5H10ClNO3
分子量
167.59

名称と別名

5-Aminolevulinic acid hydrochloride5451-09-2Aminolevulinic acid hydrochloride5-Amino-4-oxopentanoic acid hydrochlorideLevulanLevulan Kerastickdelta-Aminolevulinic acid hydrochlorideAminolevulinic Acid HClAmeluzAlaglioGleolanAlabel
名称をさらに表示
5-アミノレブリン酸塩酸塩4-カルボキシ-2-オキソブチルアミン·塩酸塩4-カルボキシ-2-オキソブチルアンモニウム=クロリド5-アミノ-4-オキソペンタン酸=塩酸塩5-アミノ-4-オキソペンタン酸·塩酸塩5‐アミノレブリン酸塩酸塩アミノレブリン酸HCL5-アミノ-4-オキソペンタン酸塩酸塩5-アミノレブリン酸塩酸塩 SALTΔ-アミノレブリン酸塩酸塩5-アミノレブリン酸 塩酸塩5-アミノレブリン酸塩酸塩, 99%アミノレブリン酸塩酸塩アミノレブリン酸塩酸塩 (JAN)5-アミノレブリン酸・塩酸塩4-カルボキシ-2-オキソブチルアミン・塩酸塩5-アミノ-4-オキソペンタン酸・塩酸塩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

データベース識別子

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

物性

構造計算による物性

極性表面積
80.4 Ų
水素結合供与体数
3
水素結合受容体数
4
回転可能結合数
4
重原子数
10

実験および物理化学的性質

Human Drugs · 5 件

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

物理化学的性質

融点
150 °C · ~150 °C (dec.)
闪点
155 · 155-157°C
貯蔵温度
-20 °C · -20°C
溶解性
2 O: · H2O: 50 mg/mL
外見
粉
色
白色~淡黄色

化学的性質

化学的特性white to pale yellow crystals or

安全と法規制

危険有害性情報

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

毒性情報

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

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

安全データ

F
3-8-10
wgk
3
rtecs
OI1640000
hs_code
29224999
risk_code
36/37/38-66-20/21/22-36/38
化審法
新規公示化学物質(2011年3月31日以前届出)

化学と産業

薬理情報

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 件

AMINOLEVULINIC ACID HYDROCHLORIDE

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

MeSH Pharmacological Classification · 1 件

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.

用途と製造

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.
応用分野 · 1 件

使用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, Pagets disease and human papillomavirus (HPV) infection-associated cervical condylomata acuminata.

調製方法

純化方法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

サプライヤー50 社

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]
補足説明 · 2 件

定義本品は、次の化学式で表される有機化合物である。

定義ChEBI: 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.

関連反応

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