기본 정보
- CAS
3902-71-4- 표준 SMILES
Cc1cc2cc3c(C)cc(=O)oc3c(C)c2o1- InChIKey
FMHHVULEAZTJMA-UHFFFAOYSA-N- 분자식
- C14H12O3
- 평균 분자량
- 228.24 g/mol
- 단동위원소 질량
- 228.07864424
개요
Trioxsalen is 7H-Furo[3,2-g]chromen-7-one in which positions 2, 5, and 9 are substituted by methyl groups. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered orally in conjunction with UV-A for phototherapy treatment of vitiligo. After photoactivation it creates interstrand cross-links in DNA, inhibiting DNA synthesis and cell division, and can lead to cell injury; recovery from the cell injury may be followed by increased melanisation of the epidermis. It has a role as a photosensitizing agent and a dermatologic drug.
이름 및 식별자
- 우선 이름
- Trimethylpsoralen
- IUPAC
- 2,5,9-trimethylfuro[3,2-g]chromen-7-one
- 현지명
- 락톤
- 영어명
- TRIOXSALEN
- 분자식
- C14H12O3
- 분자량
- 228.24
이름 및 동의어
trioxsalen3902-71-4TrioxysalenTrimethylpsoralen4,5',8-TrimethylpsoralenTrioxisalenoTrioxysalene2',4,8-TrimethylpsoralenTrioxysalenumNSC710472,5,9-trimethylfuro[3,2-g]chromen-7-oneTmp (psoralen)
이름 더 보기
락톤트라이옥살렌LACTONENSC-71047TrioxalenTrioxsaleTrixsalenrioxsalenTRISORALENElder 8011
DTXSID3023716NSC 710477H-Furo[3,2-g][1]benzopyran-7-one, 2,5,9-trimethyl-Y6UY8OV51T2,5,9-Trimethyl-7H-furo(3,2-g)(1)benzopyran-7-one7H-Furo(3,2-g)(1)benzopyran-7-one, 2,5,9-trimethyl-2,5,9-Trimethyl-7H-furo[3,2-g][1]benzopyran-7-oneDTXCID403716
데이터베이스 식별자
- CAS
3902-71-4- PubChem CID
- 5585
- DTXSID
DTXSID3023716- ChEMBL
CHEMBL1475- ChEBI
CHEBI:28329- UNII
- Y6UY8OV51T
- EC Number
- 223-459-0
- Nikkaji
- J3.411H
물성
구조 계산 물성
- XLogP
- 3
- 극성 표면적
- 39.4 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 17
- 형식 전하
- 0
- 복잡도
- 374
실험 및 물리화학적 성질
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesFusion temperature
LogP3.25
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physical DescriptionSolid
Collision Cross Section
147.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
146.69 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
물리화학적 성질
- 녹는점
- 229 · 229-231 °C(lit.)
- 끓는 점
- 310.05 °C · 310.05°C (rough estimate)
- 밀도
- 1.2196 · 1.2196 (rough estimate)
- 굴절률
- 1.5557 · 1.5557 (estimate)
- 저장 조건
- -20 °C · -20°C
- 용해도
- DMSO: 용해될 수 있다
- 물리적 상태
- 가루
- 색상
- 하얀색
- Merck
- 14 · 14,9735
- BRN
- 221723 · 221723
- InChI
- 1S/C14H12O3/c1-7-4-12(15)17-14-9(3)13-10(6-11(7)14)5-8(2)16-13/h4-6H,1-3H3
- InChIKey
- FMHHVULEAZTJMA-UHFFFAOYSA-N
- SMILES
- Cc1cc2cc3C(C)=CC(=O)Oc3c(C)c2o1
- EPA
- 7 H-Furo[3,2-g][1]benzopyran-7-one, · 7H-Furo[3,2-g][1]benzopyran-7-one, 2,5,9-trimethyl- (3902-71-4)
화학적 성질
White to slightly beige crystalline powder
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P203, P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P318, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Other Safety InformationIMAP assessments - 7H-Furo[3,2-g][1]benzopyran-7-one, 2,5,9-trimethyl-: Human health tier I assessment
Hazard Classes and CategoriesSkin Corr. 1B (100%)
독성 정보
Carcinogen Classification
4,5',8-Trimethylpsoralen
Group 3: Not classifiable as to its carcinogenicity to humans
Volume 40: (1986) Some Naturally Occurring and Synthetic Food Components, Furocoumarins and Ultraviolet Radiation
1987
1987
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- LV1576000
- ridadr
- UN 1759 8/PG 1
- HS 번호
- 29322985
- risk_code
- 34-40
- hazard_code
- C
- safety_code
- 26-36/37/39-45
- 포장분류
- III
- 위험 등급
- 8
- 기존화학 물질
- KE-34519
- F 고인화성물질
- 8-10
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Dam. 1Muta. 2Skin Corr. 1B
- 스토리지 클래스
- 8A - Combustible corrosive hazardous materials
화학 및 산업
약리 정보
ATC Code
D - Dermatologicals
D - Dermatologicals
QD - Dermatologicals
QD - Dermatologicals
PharmacodynamicsTrioxsalen ispharmacologically inactive but when exposed to ultraviolet radiation or sunlight it is converted to its active metabolite to produce a beneficial reaction affecting the diseased tissue.
Mechanism of ActionAfter photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death.
FDA Pharmacological Classification
Y6UY8OV51T
TRIOXSALEN
Established Pharmacologic Class [EPC] - Psoralen
Chemical Structure [CS] - Psoralens
Trioxsalen is a Psoralen.
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.
Cellular LocationsCytoplasm
용도 및 제조
General Manufacturing Information7H-Furo[3,2-g][1]benzopyran-7-one, 2,5,9-trimethyl-: INACTIVE
응용 분야
용도Trioxsalen has been used: to induce small deletion mutations in worms in combination with ultraviolet A (UVA) to induce interstrand crosslinks (ICLs) in DNA for the preparation and photoactivation of trimethyl psoralen
상·하류 제품 정보
상류 원료
공급사70 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]
南京世洲生物科技有限公司025-85560043 15850508050 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
韶远科技(上海)有限公司4000665055 · [email protected]
普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
武汉众志诚生物技术有限公司13628624121 13628604890 · [email protected]
上海仲因实业有限公司2537653158 16621191650 · [email protected]
Aladdin Scientific[email protected]
Syntechem Co.,Ltd[email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技股份有限公司）400-0056266 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
추가 설명
정의ChEBI: 7H-Furo[3,2-g]chromen-7-one in which positions 2, 5, and 9 are substituted by methyl groups. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered orally in conjunction with UV-A for phot therapy treatment of vitiligo. After photoactivation it creates interstrand cross-links in DNA, inhibiting DNA synthesis and cell division, and can lead to cell injury; recovery from the cell injury may be followed by increased melanisation of the epidermi .
관련 반응
2건
화합물 노트
불러오는 중…