기본 정보
- CAS
90-33-5- 표준 SMILES
Cc1cc(=O)oc2cc(O)ccc12- InChIKey
HSHNITRMYYLLCV-UHFFFAOYSA-N- 분자식
- C10H8O3
- 평균 분자량
- 176.17 g/mol
- 단동위원소 질량
- 176.04734412
개요
Beta-methylumbelliferone appears as colorless crystals. Insoluble in water. (NTP, 1992)
이름 및 식별자
- 우선 이름
- 4-Methylumbelliferone
- IUPAC
- 7-hydroxy-4-methylchromen-2-one
- 현지명
- 쿠마린 4
- 영어명
- 4-Methylumbelliferone
- 분자식
- C10H8O3
- 분자량
- 176.17
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
90-33-5- PubChem CID
- 5280567
- DTXSID
DTXSID8025670- ChEMBL
CHEMBL12208- ChEBI
CHEBI:17224- UNII
- 3T5NG4Q468
- EC Number
- 201-986-7
- Nikkaji
- J1.763.999D、J3.914D
물성
구조 계산 물성
- XLogP
- 1.9
- 극성 표면적
- 46.5 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 13
- 형식 전하
- 0
- 복잡도
- 257
실험 및 물리화학적 성질
Chemical Classes
Other Classes -> Other Aromatic Compounds
Industrial compound
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals
Physical Description
Beta-methylumbelliferone appears as colorless crystals. Insoluble in water. (NTP, 1992)
Colorless solid; [CAMEO] Off-white powder; [Acros Organics MSDS]
Solid
물리화학적 성질
- 녹는점
- 188.5 · 188.5-190 °C(lit.)
- 끓는 점
- 267.77 °C · 267.77°C (rough estimate)
- 밀도
- 1.1958 · 1.1958 (rough estimate)
- 굴절률
- 1.5036 · 1.5036 (estimate)
- 저장 조건
- 2 · 2-8°C
- 용해도
- 물에 거의 녹지 않습니다. 에탄올, 에테르, 클로로포름에 약간 용해됩니다. 가용성 인메탄올
- 물리적 상태
- 결정성 분말
- 산도 계수 (pKa)
- 7.79 · 7.79(at 25℃)
- 색상
- 황백색에서 노란색까지
- 수용성
- 약간 용해됨
- Merck
- 14 · 14,4854
- BRN
- 142217 · 142217
- 안정성
- 안정적인. 타기 쉬운. 강한 산화제와 호환되지 않습니다.
- 주요 응용
- 컬러 필터, 전계발광 디스플레이, 문서 보안 처리, 레이저, 집적 회로, 액정 디스플레이, 표면 광택 조성물, 석유 제품, 치아 미백제, 리소좀 효소 분석법, 리파아제 기질, 생세포 내 단백질-단백질 상호작용 측정, 항트리파노소마, 항레슈마니아, 항암, 항HIV, 항말라리아, 항균, 항진균
- InChI
- 1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3
- InChIKey
- HSHNITRMYYLLCV-UHFFFAOYSA-N
- SMILES
- CC1=CC(=O)Oc2cc(O)ccc12
- LogP
- 2.37 · 2.370 (est)
- NIST
- 7 · Coumarin, 7-hydroxy-4-methyl-(90-33-5)
- EPA
- 4 · 4-Methylumbelliferone (90-33-5)
화학적 성질
Off-white to yellow crystals. Soluble in ethanol, acetic acid, alkali solutions, and ammonia. Slightly soluble in hot water, ether, and chloroform. Exhibits blue fluorescence when exposed to concentrated sulfuric acid.
안전 및 규제
GHS 분류
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 340 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Regulatory Information
Chemical: 2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-
2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
An irritant; [NTP] Causes tearing, ptosis, and altered sleep time in oral lethal-dose studies of mice and rats; Causes changes in liver and pituitary weights in 26-week constant oral studies of rats; [RTECS] An irritant; Harmful by inhalation and skin absorption; [Acros Organics MSDS]
안전 및 보호
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
안전 데이터
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- GN7000000
- 독성
- LD50 oral in rat: 3850mg/kg
- HS 번호
- 29329990
- risk_code
- 36/37/38-20/21/22
- hazard_code
- Xi,Xn
- safety_code
- 26-37/39-36
- 기존화학 물질
- KE-05-0742
- 위험 참고 사항
- Irritant
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
ATC Code
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
MeSH Pharmacological Classification
Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
용도 및 제조
Uses
Used as an analytical reagent, fluorescent indicator, and antispasmodic drug; [Merck Index] Used in tunable lasers; [NTP]
Use (kg; approx.) in Germany (2009): >2500
응용 분야
용도4-methylumbelliferone (4-MU) is a dietary supplement that inhibits hyaluronic acid (HA) synthesis. HA is a prominent component of the extracellular matrix at many sites of chronic inflammation, including type 1 diabetes (T1D), multiple sclerosis, and numerous malignancies. 4-MU is an already approved drug in Europe and Asia called “hymecromone” where it is used to treat biliary spasm.
일반 설명4-Methylumbelliferone is a useful indicator for nitric acid determination and enzyme activity investigation. It emits fluorescence in alkaline solution and Standard for the fluorometric determination of enzyme activity. Highly fluorescent in alkaline solution. Fluorescence: max Abs. l = 360nm, max. Em. l = 449nm; pH > 9.
제조 방법
4-Methylumbelliferone is obtained by the cyclization reaction between resorcinol and ethyl acetate. Concentrated sulfuric acid is cooled to below 10 ° C, and a solution prepared from resorcinol and ethyl acetate is slowly added to the stirring solution. After dropping it completely, let it stand for 12 hours. Then, the reaction mixture is added into ice-cold water. The precipitate is filtered out and purified with a dilute sodium hydroxide solution and dilute sulfuric acid to obtain the final product.
상·하류 제품 정보
상류 원료
하류 제품
공급사100 곳
추가 설명
정의ChEBI: 4-methylumbelliferone is a hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4. It has a role as an antineoplastic agent and a hyaluronic acid synthesis inhibitor. It is functionally related to an umbelliferone.
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