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Hymecromon

4-Methylumbelliferone Struktur
90-33-5
CAS-Nr.
90-33-5
Bezeichnung:
Hymecromon
Englisch Name:
4-Methylumbelliferone
Synonyma:
HYMECROMONE;7-HYDROXY-4-METHYLCOUMARIN;7-HYDROXY-4-METHYL-2H-CHROMEN-2-ONE;4-MU;4-METHYL-7-HYDROXYCOUMARIN;7-HYDROXY-4-METHYL-CHROMEN-2-ONE;4-Methylumbelliferon;BMU;Medilla;Bilcolic
CBNumber:
CB5745737
Summenformel:
C10H8O3
Molgewicht:
176.17
MOL-Datei:
90-33-5.mol

Hymecromon Eigenschaften

Schmelzpunkt:
188.5-190 °C(lit.)
Siedepunkt:
267.77°C (rough estimate)
Dichte
1.1958 (rough estimate)
Brechungsindex
1.5036 (estimate)
storage temp. 
2-8°C
L?slichkeit
Practically insoluble in water; slightly soluble in ethanol, ether,chloroform; soluble inmethanol
Aggregatzustand
Crystalline Powder
pka
7.79(at 25℃)
Farbe
off-white to yellow
S?ure-Base-Indikators(pH-Indikatoren)
Green 1 uorescent (0.0) to weak blue 1 uorescent (2.0);Weak blue 1 uorescent (6.5) blue 1 uorescent (8.0)
Wasserl?slichkeit
slightly soluble
maximale Wellenl?nge (λmax)
221nm, 251nm, 322nm
Merck 
14,4854
BRN 
142217
Stabilit?t:
Stable. Combustible. Incompatible with strong oxidizing agents.
Major Application
color filter, electroluminescent displays, document security processes, lasers, integrated circuits, liquid crystal displays, surface brightening composition, oil products, teeth whitening agent, lysosomal enzyme assay, substrate for lipase, determining protein-protein-interactions in living cells, Antitrypanosomal, antileishmanial, anticancer, antiHIV, antimalarial, antibacterial, antifungal
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
2.370 (est)
CAS Datenbank
90-33-5(CAS DataBase Reference)
NIST chemische Informationen
Coumarin, 7-hydroxy-4-methyl-(90-33-5)
EPA chemische Informationen
4-Methylumbelliferone (90-33-5)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi,Xn
R-S?tze: 36/37/38-20/21/22
S-S?tze: 26-37/39-36
WGK Germany  2
RTECS-Nr. GN7000000
Hazard Note  Irritant
TSCA  TSCA listed
HS Code  29329990
Speicherklasse 11 - Combustible Solids
Toxizit?t LD50 oral in rat: 3850mg/kg
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H303 May be harmfulif swallowed Acute toxicity,oral Category 5 P312
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung
Sicherheit
P261 Einatmen von Staub vermeiden.
P304+P340 BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.
P405 Unter Verschluss aufbewahren.

Hymecromon Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitssch?dlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

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.

Verwenden

4-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.

Definition

ChEBI: 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.

synthetische

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.

Allgemeine Beschreibung

4-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.

Air & Water Reaktionen

Insoluble in water.

Brandgefahr

Flash point data for 4-Methylumbelliferone are not available. 4-Methylumbelliferone is probably combustible.

Pharmazeutische Anwendungen

4-Methylumbelliferone is primarily used in synthesizing medicinal compounds and as a building block for fluorescent probes. Applications include synthesis of:
coumarin triazole derivatives as potential antimicrobial agents.
coumarin salen-based fluorescence sensors for Mg2+ detection.
pyranocoumarin derivatives as anti-hyperglycemic and anti-dyslipidemic agents.
coumarin piperazine derivatives as potential multireceptor atypical antipsychotics.
4-methylumbelliferyl T-antigen as a substrate for endo-α-N-acetylgalactosaminidase.

Sicherheitsprofil

Moderately toxic by ingestion and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits acrid smoke and irritating fumes.

l?uterung methode

Purify it by recrystallisation from EtOH. It is very slightly soluble in cold H2O (solubility at 37o is 0.22%), slightly soluble in Et2O and CHCl3, but soluble in MeOH and AcOH. It has a blue fluorescence in aqueous EtOH and has UV: 221, max 251 and 322.5nm (MeOH). The IR has 3077 br, 1667, 1592, 1385, 1267, 1156, 1130 and 1066 cm-1.max The acetate has m 153-154o. [Woods & Sapp J Org Chem 27 3703 1962, Beilstein 18 III/IV 332, 18/1 V 439.]

Hymecromon Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Hymecromon Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 741)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Chuanghai Biotechnology Co., Ltd
+8615350571055
Sibel@chuanghaibio.com China 8738 58
Anhui Ruihan Technology Co., Ltd
+8617756083858
daisy@anhuiruihan.com China 973 58
airuikechemical co., ltd.
+86-18353166132
sales02@airuikechemical.com China 983 58
Sinoway Industrial co., ltd.
+86-0592-5800732 +86-13806035118
xie@china-sinoway.com China 1369 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29640 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21586 55
Rixing Chemical CO.,LTD
+86-13237129059 -13237129059
sales@rixingchemi.com CHINA 229 55
Shanghai Zheyan Biotech Co., Ltd.
18017610038
zheyansh@163.com CHINA 3619 58
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29812 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083
scglp@glp-china.com CHINA 1824 58

90-33-5(Hymecromon)Verwandte Suche:


  • 2H-1-Benzopyran, 7-hydroxy-4-methyl-2-oxo-
  • 2H-1-Benzopyran-2-one, 7-hydroxy-4-methyl-
  • 2H-1-Benzopyren-2-one, 7-hydroxy-4-methyl-
  • 7-hydroxy-4-methyl-2h-1-benzopyran-2-on
  • lm94
  • Methylumbelliferone, beta
  • NSC 19026
  • omega 127
  • omega127
  • Pilot 447
  • pilot447
  • TIMTEC-BB SBB009085
  • UMBELLIFERONE 47
  • LABOTEST-BB LT01272564
  • COUMARIN 456
  • COUMARIN 4
  • IFLAB-BB F1918-0038
  • AURORA KA-3734
  • B-METHYLUMBELLIFERONE
  • BETA-METHYLUMBELLIFERONE
  • METHYLUMBELLIFERONE, 4-
  • 7-HYDROXY-4-METHYL-1,2-BENZOPYRONE
  • β-Methylumbelliferone, 4-MU, 7-Hydroxy-4-methylcoumarin
  • 2(1H)-Pyridinone, 3-(phenylmethoxy)-1-(phenylmethyl)-
  • 7-Hydroxy-4-methylcoumarin ,97%
  • 7-Hydroxy-4-methylcoumarin,pure,laser grade
  • 7-Hydroxy-4-Methyl-2-chroMenone
  • NSC 9408
  • AKOS NCG-0056
  • -METHYLUMBELLIFERONE AR
  • 4-Methylumbelliferone, 4-MU, Coumarin 4
  • 4-MethyluMbelliferone (CouMarin 4)
  • 7-Hydroxy-4-MethylcouMarin, pure, 97% 500GR
  • 7-Hydroxy-4-methyl-2H-chromen-2-one, 7-Hydroxy-4-methyl-2-oxo-2H-chromene, 4-Methylumbelliferone
  • HyMecroMone(7-Hydroxy-4-MethylcouMarin)
  • 4-MethyluMbelliferone >=98%
  • 4-METHYLUMBELLIFERONE
  • 4-METHYLUMBELLIFERONE (BETA), FOR FLUOR- ESCENCE
  • 7-Hydroxy-4-Methylcoumarine
  • 7-Hydroxy-4-MethylCoumarin/4-MethylUmbelliferone
  • Hydroxy-4-methylcoumarin
  • 4-Methylumbelliferone,97%
  • 7-Hydroxy-4-methylcoumarin, laser grade, pure
  • 7-HYDROXY-4-METHYLCOUMARIN, DYE CONTENT&
  • 4-METHYLUMBELLIFERONE FREE ACID
  • 7-Hydroxy-4-methylcoumarin, pure, 97%
  • HYDROXY-4-METHYLCOUMARIN, 6-(RG)
  • 7-hydroxy-4-methyl-2h-1-benzopyren-2-on
  • 7-hydroxy-4-methyl-2-oxo-2h-1-benzopyra
  • 7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyran
  • 7-Hydroxy-4-methyl-2-oxo-3-chromene
  • 7-hydroxy-4-methyl-coumari
  • Biliton H
  • CantabbY
  • Cantabilin
  • Cantabiline
  • Cholestil
  • Cholspasmin
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