Hymecromon

4-Methylumbelliferone

HCID 5280567CAS 90-33-5

Grundinformationen

Standard-SMILES
Cc1cc(=O)oc2cc(O)ccc12
InChIKey
HSHNITRMYYLLCV-UHFFFAOYSA-N
Summenformel
C10H8O3
Durchschnittliche Molmasse
176,17 g/mol
Monoisotopische Masse
176,04734412

Überblick

Beta-methylumbelliferone appears as colorless crystals. Insoluble in water. (NTP, 1992)

Namen und Bezeichner

Bevorzugter Name
4-Methylumbelliferone
IUPAC
7-hydroxy-4-methylchromen-2-one
Lokaler Name
Hymecromon
Englischer Name
4-Methylumbelliferone
Summenformel
C10H8O3
Molmasse
176.17

Namen und Synonyme

4-methylumbelliferoneHymecromone90-33-57-Hydroxy-4-methyl-2H-chromen-2-oneImecromoneCantabilineCrodimonCholonertonHymecromonHimecromonaHymecromonumResocyanine
Weitere Namen anzeigen
7-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

Datenbank-Bezeichner

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

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,9
Polarare Oberfläche (TPSA)
46,5 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
13

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Other Aromatic Compounds

Industrial compound

Drugs · 2 Einträge

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals

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

Physikochemische Eigenschaften

Schmelzpunkt
188.5 · 188.5-190 °C(lit.)
Siedepunkt
267.77 °C · 267.77°C (rough estimate)
Dichte
1.1958 · 1.1958 (rough estimate)
Brechungsindex
1.5036 · 1.5036 (estimate)
storage temp.
2 · 2-8°C
Löslichkeit
Practically insoluble in water; slightly soluble in ethanol, ether,chloroform; soluble inmethanol

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Regulatory Information · 2 Einträge

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 · 1 Eintrag

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.

Sicherheit und Schutzausrüstung

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

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 · 1 Eintrag

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) · 1 Eintrag

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)

Sicherheitsdaten

wgk
2
tsca
TSCA listed
hs_code
29329990
RTECS-Nr.
GN7000000
risk_code
36/37/38-20/21/22
Toxizität
LD50 oral in rat: 3850mg/kg

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

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 · 1 Eintrag

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)

Verwendung und Herstellung

Uses · 2 Einträge

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
Anwendungen · 1 Eintrag

Verwenden4-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.

Darstellung · 1 Eintrag

synthetische4-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.

Anbieter50 Anbieter

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]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 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.

Zugehörige Reaktionen

54

Verknüpfte Notizen

Wird geladen…