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3-Maleimidopropionic acid

3-Maleimidopropionic acid Struktur
7423-55-4
CAS-Nr.
7423-55-4
Englisch Name:
3-Maleimidopropionic acid
Synonyma:
3-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)PROPANOIC ACID;BMPA;3-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-PROPIONIC ACID;MPA-OH;3-Maleimidopropionic;AKOS BC-0729;Mal-(CH2)2-COOH;n-maleoyl-β-alanine;MALEOYL-BETA-ALA-OH;RARECHEM AL CD 0912
CBNumber:
CB1371466
Summenformel:
C7H7NO4
Molgewicht:
169.13
MOL-Datei:
7423-55-4.mol

3-Maleimidopropionic acid Eigenschaften

Schmelzpunkt:
103-106 °C (lit.)
Siedepunkt:
382.5±25.0 °C(Predicted)
Dichte
1.473±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
L?slichkeit
DMSO (Slightly), Methanol (Slightly)
pka
4.18±0.10(Predicted)
Aggregatzustand
Solid
Farbe
White
Wasserl?slichkeit
Soluble in methanol, dimethyl formamide, alcohol and dimethyl sulfoxide. Slightly soluble in water.
Sensitive 
Moisture Sensitive
BRN 
1528952
InChIKey
IUTPJBLLJJNPAJ-UHFFFAOYSA-N
CAS Datenbank
7423-55-4(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-36
WGK Germany  3
10-21
HS Code  29252900
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P271 Nur im Freien oder in gut belüfteten R?umen verwenden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERüHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckm??ig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

3-Maleimidopropionic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

White to Pale Yellow Solid

Verwenden

3-Maleimidopropionic acid is a sulfhydryl reactive heterobifunctional crosslinking reagent.

Application

3-Maleimidopropionic acid (3MP) is a molecule that can be used for the treatment of cancer. 3MP has been shown to inhibit the growth of tumor cells and induce apoptosis. It also inhibits the production of reactive oxygen species, which are produced by cancer cells as a result of chemotherapy. 3MP has potent inhibitory activity against bacterial organisms such as methicillin-resistant Staphylococcus aureus (MRSA) and Clostridium perfringens and antiviral properties against HIV infection. This molecule can also be used in conjunction with monoclonal antibodies or other immunotherapy techniques to improve their efficacy.

Allgemeine Beschreibung

N-Maleoyl-β-alanine (3-maleimidopropanoic acid) is an aliphatic N-substituted maleimide. It is one of the component of the stabilizing solution for EC145 (a folate-targeted vinca alkaloid conjugate) used in rodent pharmacokinetic studies.

Synthese

An acetic acid solution of maleic anhydride (5.00 g in 50 mL) was added dropwise to an acetic acid solution of β-alanine (4.54 g in 50 mL). The mixture was stirred at room temperature. After 3 h, AcOH (70 mL ) was added and the temperature was raised to 115 °C under stirred overnight. After 1 hour, an orange oil was obtained. The solvent excess was removed under reduced pressure and the product was washed with toluene (3 × 30 mL). The product was then purified by flash chromatography using a silica column (DCM/ethylacetate 9:1) to obtain the white solid 3-Maleimidopropionic acid.
3-Maleimidopropionic acid

3-Maleimidopropionic acid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


3-Maleimidopropionic acid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 315)Lieferanten
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Hebei Chuanghai Biotechnology Co,.LTD
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7423-55-4()Verwandte Suche:


  • N-(2-CARBOXYETHYL)MALEIMIDE
  • N-BETA-MALEIMIDOPROPIONIC ACID
  • N-MALEOYL-BETA-ALANINE
  • RARECHEM AL CD 0912
  • AKOS BC-0729
  • 3-MALEIMIDOPROPIONIC ACID
  • MALEOYL-BETA-ALA-OH
  • BETA-MALEIMIDOPROPIONIC ACID
  • B-MALEIMIDOPROPIONIC ACID
  • 3-Maleinimidopropionicacid
  • n-maleoyl-β-alanine
  • 3-MALEIMIDOPROPIONOIC ACID DIHYDRATE
  • 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-prop
  • 3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide
  • N-Maleoyl-β-ananine
  • 3-Maleimidopropionic acid ,98%
  • N-Maleoyl-β-alanine,3-Maleimidopropionic acid, N-(2-Carboxyethyl)maleimide
  • Mal-(CH2)2-COOH (MPA)
  • N-(2-Carboxyethyl)maleimide, 3-Maleimidopropionic acid
  • 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-propanoic Acid
  • Maleoyl-bAla-OH, MPA-OH, 3-(2,5-Dioxo-2,5-dihydro-pyrrol-1-yl)-propionic acid
  • 3-MaleiMidopropioniccid (BMPA)
  • Mal-(CH2)2-COOH
  • MPA 3-Maleimidopropionic acid
  • 3-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)propa
  • N-Maleoyl-beta-alanine 97%
  • 3-maleimidopropropionic acid
  • 3-(2,5-Dioxo-2,5-dihydropyrrol-1-yl)propanoic acid
  • 3-(2,5-Dioxopyrrol-1-yl)propanoic acid
  • 3-Maleimidopropionic acid(MPA)
  • Maleimide-(CH2)2-COOH
  • 3-MaleimidopropionicAcid>
  • 1H-Pyrrole-1-propanoic acid, 2,5-dihydro-2,5-dioxo-
  • 3-(2,5-DIOXO-2,5-DIHYDRO-PYRROL-1-YL)-PROPIONIC ACID
  • 3-(2,5-DIOXO-2,5-DIHYDRO-1H-PYRROL-1-YL)PROPANOIC ACID
  • BMPA
  • MPA-OH
  • 3-Maleimidopropionic
  • [MAL-PA] 3-Maleimide propionic acid
  • 3-maleimide propionic acid
  • N-Maleoyl-β-alanine
  • 3-Maleimidopropionic acid dihydrate
  • 7423-55-4
  • Organic Building Blocks
  • Cyclic Imides
  • Building Blocks
  • Carbonyl Compounds
  • Maleimide Derivatives
  • N-Substituted Maleimides
  • N-Substituted Maleimides, Succinimides & Phthalimides
  • Cross Linking Reagents
  • MTS & Sulfhydryl Active Reagents
  • Heterobifunctional Crosslinker
  • Building Blocks
  • Carbonyl Compounds
  • Chemical Synthesis
  • Cyclic Imides
  • Organic Building Blocks
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