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
이름 더 보기
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
- 형식 전하
- 0
- 복잡도
- 121
실험 및 물리화학적 성질
Human Drugs
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
- 수소이온지수(pH)
- pH (10g/l, 25℃) : 2.5~3.0
- 수용성
- 디메틸설폭사이드, 메탄올 및 물에 용해됩니다.
- Merck
- 14 · 14,446
- BRN
- 3690651 · 3690651
- 안정성
- 흡습성
- 화장품 원료 기능
- 피부 보호항균헤어 컨디셔닝피지 억제
- InChI
- 1S/C5H9NO3.ClH/c6-3-4(7)1-2-5(8)9;/h1-3,6H2,(H,8,9);1H
- InChIKey
- ZLHFONARZHCSET-UHFFFAOYSA-N
- SMILES
- Cl[H].NCC(=O)CCC(O)=O
화학적 성질
white to pale yellow crystals or
안전 및 규제
유해성 정보
독성 정보
Toxicity Summary
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).
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
- 기존화학 물질
- KE-05-0127
- F 고인화성물질
- 3-8-10
- 위험 참고 사항
- Irritant
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
FDA Pharmacological Classification
AMINOLEVULINIC ACID HYDROCHLORIDE
Optical Imaging Agent [EPC]; Porphyrin Precursor [EPC]; Porphyrinogens [CS]; Fluorescence Contrast Activity [MoA]
MeSH Pharmacological Classification
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
응용 분야
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.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
추가 설명
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.
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