Aminolevulinic Acid Hydrochloride

HCID 123608CAS 5451-09-2

기본 정보

표준 SMILES
Cl.NCC(=O)CCC(=O)O
InChIKey
ZLHFONARZHCSET-UHFFFAOYSA-N
분자식
C5H10ClNO3
평균 분자량
167.59 g/mol
단동위원소 질량
167.03492086

개요

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.

이름 및 식별자

우선 이름
Aminolevulinic Acid Hydrochloride
IUPAC
5-amino-4-oxopentanoic acid;hydrochloride
영어명
5-Aminolevulinic acid hydrochloride
분자식
C5H10ClNO3
분자량
167.59

이름 및 동의어

5-Aminolevulinic acid hydrochloride5451-09-2Aminolevulinic acid hydrochloride5-Amino-4-oxopentanoic acid hydrochlorideLevulanLevulan Kerastickdelta-Aminolevulinic acid hydrochlorideAminolevulinic Acid HClAmeluzAlaglioGleolanAlabel
이름 더 보기
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

데이터베이스 식별자

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

물성

구조 계산 물성

극성 표면적
80.4 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
4
회전 가능 결합 수
4
무거운 원자 수
10

실험 및 물리화학적 성질

Human Drugs · 5건

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

물리화학적 성질

녹는점
150 °C · ~150 °C (dec.)
인화점
155 · 155-157°C
저장 조건
-20 °C · -20°C
용해도
2 O: · H2O: 50 mg/mL
물리적 상태
가루
색상
흰색에서 연한 노란색

화학적 성질

white to pale yellow crystals or

안전 및 규제

유해성 정보

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

독성 정보

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

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

안전 데이터

wgk
3
rtecs
OI1640000
HS 번호
29224999
risk_code
36/37/38-66-20/21/22-36/38
hazard_code
Xi,Xn
safety_code
26-36/37-37/39-36

화학 및 산업

약리 정보

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 · 2건

AMINOLEVULINIC ACID HYDROCHLORIDE

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

MeSH Pharmacological Classification · 1건

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.

용도 및 제조

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.
응용 분야 · 1건

용도5-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.

공급사50 곳

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]
추가 설명 · 1건

정의ChEBI: 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.

관련 반응

112건

연결된 노트

불러오는 중…