쿠마린 4

4-Methylumbelliferone

HCID 5280567

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

4-methylumbelliferoneHymecromone90-33-57-Hydroxy-4-methyl-2H-chromen-2-oneImecromoneCantabilineCrodimonCholonertonHymecromonHimecromonaHymecromonumResocyanine
이름 더 보기
쿠마린4쿠마린44-메틸벨리프론7-HYDROXY-4-METHYLCOUMARIN4-MU4-METHYL-7-HYDROXYCOUMARIN7-HYDROXY-4-METHYL-CHROMEN-2-ONE4-MethylumbelliferonBMUMedillaBilcolic
2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-7-Hydroxy-4-methyl-2H-1-benzopyran-2-one7-hydroxy-4-methylchromen-2-one7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyranLM-947-hydroxy-4-methyl-coumarin7-Hydroxy-4-methyl-2-oxo-3-chromeneDTXSID8025670

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

실험 및 물리화학적 성질

Chemical Classes · 2건

Other Classes -> Other Aromatic Compounds

Industrial compound

Drugs · 2건

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals

SpringerMaterials PropertiesAngular frequency
LogP1.9
SolubilityInsoluble (NTP, 1992)
Melting Point381 to 383 °F (NTP, 1992)

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

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 · 4건

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 · 2건

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

Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include local irritation of the skin, eyes and mucous membranes.
Hazards Summary · 1건

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]

Reactive GroupEsters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters
Air and Water ReactionsInsoluble in water.

안전 및 보호

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1건

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 · 1건

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) · 1건

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

화학 및 산업

약리 정보

ATC Code · 2건

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Metabolism/Metabolites4-Methylumbelliferone has known human metabolites that include 4-Methylumbelliferone O-glucuronide.
MeSH Pharmacological Classification · 1건

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 · 2건

Used as an analytical reagent, fluorescent indicator, and antispasmodic drug; [Merck Index] Used in tunable lasers; [NTP]

Use (kg; approx.) in Germany (2009): >2500

General Manufacturing Information2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-: ACTIVE
응용 분야 · 2건

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 · 1건

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.

공급사100 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
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]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
추가 설명 · 1건

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.

관련 반응

54건

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