Brommethyl-4-methoxyphenylketon

Bezeichnung:Brommethyl-4-methoxyphenylketon

CAS-Nr2632-13-5

Englisch Name:2-Bromo-4'-methoxyacetophenone

CBNumberCB2715762

SummenformelC9H9BrO2

Molgewicht229.07

MOL-Datei2632-13-5.mol

Synonyma

Brommethyl-4-methoxyphenylketon

Brommethyl-4-methoxyphenylketon physikalisch-chemischer Eigenschaften

Schmelzpunkt	69-71 °C(lit.)
Siedepunkt	215.8°C (rough estimate)
Dichte	1.4921 (rough estimate)
Brechungsindex	1.5500 (estimate)
storage temp.	2-8°C
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Crystals or Crystalline Powder
Farbe	Off-white to light brown
Wasserlöslichkeit	It is soluble in DMSO, water (partly miscible), most organic solvents, and methanol.
BRN	743112
InChI	InChI=1S/C9H9BrO2/c1-12-8-4-2-7(3-5-8)9(11)6-10/h2-5H,6H2,1H3
InChIKey	XQJAHBHCLXUGEP-UHFFFAOYSA-N
SMILES	C(=O)(C1=CC=C(OC)C=C1)CBr
CAS Datenbank	2632-13-5(CAS DataBase Reference)
NIST chemische Informationen	Ethanone, 2-bromo-1-(4-methoxyphenyl)-(2632-13-5)

Sicherheit

Kennzeichnung gefährlicher	C,Xi
R-Sätze:	34-36/37-36/37/38
S-Sätze:	26-27-28-36/37/39-45-37/39
RIDADR	UN 3261 8/PG 2
WGK Germany	3
F	8-9-19-21
Hazard Note	Corrosive
HazardClass	8
PackingGroup	III
HS Code	29147090

Gefahreninformationscode (GHS)

2-Bromo-4'-methoxyacetophenone Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R34:Verursacht Verätzungen.
R36/37:Reizt die Augen und die Atmungsorgane.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S27:Beschmutzte, getränkte Kleidung sofort ausziehen.
S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
off-white to light brown crystals or
Verwenden
2-Bromo-4'-methoxyacetophenone, is used as a cell-permeable, covalent and potent protein tyrosine phosphatase inhibitor.
Verwenden
2-Bromo-4'-methoxyacetophenone is a α-haloacetophenone derivatives tested for inhibition of protein tyrosine phosphatases SHP-1 and PTP1B.
synthetische
Obtained by reaction of N-bromosuccinimide (NBS) with 4-methoxyacetophenone in the presence of trimethylsilyl trifluoromethanesulfonate (TMS-OTf) in acetonitrile at r.t. for 24 h (87%).
Biologische Aktivität
ki: 128 μmptp inhibitor ii is a protein tyrosine phosphatase (ptp) inhibitor.protein tyrosine phosphatases (ptps) are reported to be involved in the etiology of diabetes mellitus, neural diseases such as alzheimer and parkinson diseases, regulation of allergy and inflammation, or ptps are even regarded to be responsible for the pathogens.
in vitro
in a previous study, it was found that all of the previously reported ptp inhibitors contained a negatively charged, nonhydrolyzable py mimetic as the core structure, such as malonates, aryl carboxylates, phosphonates, or cinnamates. the poor membrane permeability of these inhibitors might compromise their potential development. it was reported that several α-bromoacetophenone derivatives, such as ptp inhibitor ii, could act as fairly potent ptp inhibitors, by covalently alkylating the conserved catalytic cysteine in the ptp active site. since ptp inhibitor ii is neutral, it could readily diffuse into human b cells and inhibit the intracellular ptps. the sar study was performed with the catalytic domain of phosphatase shp-1, and ti was found that ptp inhibitor ii showed time-dependent inactivation of shp-1, consistent with the mechanism. furthermore, the potency of ptp inhibitor ii was described by an equilibrium constant ki, representing the dissociation constant of the noncovalent enzyme–inhibitor complex. ptp inhibitor ii bound with lower affinity than ptp inhibitor i with ki values of 128 μm [1].
Einzelnachweise
[1] p. heneberg. use of protein tyrosine phosphatase inhibitors as promising targeted therapeutic drugs. current medicinal chemistry 16(6), 706-733 (2009).

2-Bromo-4'-methoxyacetophenone Upstream-Materialien And Downstream Produkte

Brommethyl-4-methoxyphenylketon Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

2632-13-5, 2-Bromo-4'-methoxyacetophenone Verwandte Suche:

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