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5-(Methylamino)-2-((3,9,11-trime-thyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-4-benzoxazolcarbons?ure, (6S-(6 alpha(2S*,3S*), 8 beta(R*),9 beta, 11 alpha))-

A23187 Struktur
52665-69-7
CAS-Nr.
52665-69-7
Bezeichnung:
5-(Methylamino)-2-((3,9,11-trime-thyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-4-benzoxazolcarbons?ure, (6S-(6 alpha(2S*,3S*), 8 beta(R*),9 beta, 11 alpha))-
Englisch Name:
A23187
Synonyma:
SBE-β-CD;CALCIMYCIN;A23187, 98%, FREE ACID;CALCIUM IONOPHORE A23187;5-(Methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid;11B1;A23187;(R*),9B2;Calimycin;(2S*,3S*),8B2
CBNumber:
CB4315720
Summenformel:
C29H37N3O6
Molgewicht:
523.62
MOL-Datei:
52665-69-7.mol

5-(Methylamino)-2-((3,9,11-trime-thyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-4-benzoxazolcarbons?ure, (6S-(6 alpha(2S*,3S*), 8 beta(R*),9 beta, 11 alpha))- Eigenschaften

Schmelzpunkt:
187-190 °C
alpha 
D25 -56° (c = 1 in chloroform)
Siedepunkt:
710.3±55.0 °C(Predicted)
Dichte
1.28±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
L?slichkeit
Soluble in DMSO with warming or sonication. Also soluble in ethanol or ethyl acetate
Aggregatzustand
Solid
pka
pKa1 6.9 in 90% DMSO
Farbe
white to light yellow
Merck 
13,1639
BRN 
1096801
Stabilit?t:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 4 months.
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi,Xn
R-S?tze: 36/37/38-20/21/22
S-S?tze: 26-36
WGK Germany  3
RTECS-Nr. DM4676000
F  8
HS Code  29349990
Toxizit?t LD50 i.p. in mice: 10 mg/kg (Gale)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
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.
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.

5-(Methylamino)-2-((3,9,11-trime-thyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-4-benzoxazolcarbons?ure, (6S-(6 alpha(2S*,3S*), 8 beta(R*),9 beta, 11 alpha))- 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.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

white to off-white solid

Verwenden

A23187 (Mixed Calcium-Magnesium Salt) is used in cell activation experiments when calcium dose-response data are not required. Ca-Mg ratio ~ 1:1. it is widely used as a compound in cell activation. It is used as a highly selective Ca2+ ionophore. it is used in studies of intracellular Ca2+ mediated events. A23187 has been observed to induce cell activation, differentiation or proliferation. In vitro experimentation has shown A23187 to boost ROS generation and platelet fragmentation. A23187 is a widely used ionophore. It has the ability to increase the intracellular concentrations of cations and is widely used to increase the intracellular levels of calcium. Visualization of Synaptic Ca2+ Calmodulin-Dependent Protein Kinase II Activity in Living Neurons.

Allgemeine Beschreibung

A mobile ion-carrier that forms stable complexes with divalent cations. Useful for increasing intracellular Ca2+ levels. Also acts as an uncoupler of oxidative phosphorylation and inhibitor of mitochondrial ATPase activity. An antibiotic with weak activity against Gram-positive bacteria. Also induces apoptosis in mouse lymphoma cell line (S49); however, A23187 has been shown to block apoptosis in other systems, such as when interleukin-3 (IL-3) is withdrawn from IL-3-dependent cells.

Biologische Aktivit?t

Calcium ionophore that induces Ca 2+ -dependent cell death by increasing intracellular calcium concentration. Promotes intracelllular ROS generation and platelet particle formation (fragmentation) in vitro and in vivo .

l?uterung methode

It recrystallises from Me2CO as colourless needles. Protect it from light and moisture, store in a refrigerator. It is soluble in Me2SO or EtOH and can be stored for 3 months without loss of activity. The Mg and Ca salts are soluble in organic solvents and cross biological membranes. It has a pKa of 6.9 in 90% Me2SO. The Ca complex crystallises from 50% EtOH as colourless prisms. It is highly TOXIC. [Pressman Ann Rev Biochem 45 501 1976, Chaney et al. J Am Chem Soc 96 1932 1974, Chaney et al. J Antibiotics 29 124 1976, Suzuki et al. Anal Biochem 61 382 1989, Simon & Carafoli Methods Enzymol 56 439 1977.]

5-(Methylamino)-2-((3,9,11-trime-thyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-4-benzoxazolcarbons?ure, (6S-(6 alpha(2S*,3S*), 8 beta(R*),9 beta, 11 alpha))- Upstream-Materialien And Downstream Produkte

Upstream-Materialien

4-Benzoxazolecarboxylic acid, 5-[methyl(trifluoroacetyl)amino]-2-[[3,9,11-trimethyl-8-[1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-, methyl ester, [6S-[6α(2S*,3S*),8β(R*),9β,11α]]- (9CI)

Downstream Produkte

5-(Methylamino)-2-((3,9,11-trime-thyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-4-benzoxazolcarbons?ure, (6S-(6 alpha(2S*,3S*), 8 beta(R*),9 beta, 11 alpha))- Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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52665-69-7(5-(Methylamino)-2-((3,9,11-trime-thyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-4-benzoxazolcarbons?ure, (6S-(6 alpha(2S*,3S*), 8 beta(R*),9 beta, 11 alpha))-)Verwandte Suche:

  • A 23187, CaliMycin
  • CalciuM Ionophore A23187, froM StreptoMyces chartreusis
  • Calcimycin [Calcium Ionophore A23187]
  • 4-Benzoxazolecarboxylicacid,5-(methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-
  • 4-BENZOXAZOLECARBOXYLIC ACID, 5-(METHYLAMINO)-2-((3,9,11-TRIMETHYL-8-(1-METHYL-2-OXO-2-(1H-PYRROL-2-YL)ETHYL)-1,7-DIOXASPIRO(5.5)UNDEC-2-YL)METHYL)-(6S-(6ALPHA(2S*,3S*),8BETA(R),9BETA,11ALPHA))-
  • 5-(METHYLAMINO)-2-[[[2R,3R,6S,8S,9R,11R]-3,9,11-TRIMETHYL-8-[(1S)-1-METHYL-2-OXO-2-(1H-PYRROL-2-YL)-ETHYL]-1,7-DIOXASPIRO[5.5]UNDEC-2-YL]METHYL]-4-BENZOXAZOLECARBOXYLIC ACID
  • A23187
  • ANTIBIOTIC A23187
  • 2-oxo-2-(1h-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl),(6s-(6-a
  • 3s*),8-beta(r*),9-beta,11-alpha))-lpha(2s
  • 5-(methylamino)-2-((3,9,11-trimethyl-8-(1-methyl-4-benzoxazolecarboxylicaci
  • CALCIMYCIN A23187 FREE ACID
  • CALCIUM IONOPHORE (CALCIMYCIN) FREE ACID III
  • 4-Benzoxazolecarboxylic acid, 5-(methylamino)-2-((3,9,11-trimethyl-8-(1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1,7-dioxaspiro(5.5)undec-2-yl)methyl)-, (6S-(6alpha(2S*,3S*),8beta(R*),9beta,11alpha))-, A23187 (free acid), Calcimycin, Calcium Ionophore A23187
  • Antibiotic A 23187, Calcium Ionophore A23187, Calimycin
  • A23187 (CalciMycin)
  • CALCIUM IONOPHORE III
  • CALCIMYCIN A23187
  • IONOPHORE A-23187
  • Bis[5-methylamino-2-[[(6S)-3β,9α,11β-trimethyl-8α-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2β-yl]methyl]-4-benzoxazolecarboxylic acid]calcium salt
  • 5-(Methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
  • 5-Methylamino-2-[[(2R,3R,6S)-3,9α,11β-trimethyl-8α-[(S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
  • Antibiotic A 23187, Calimycin
  • A23187, 98%, MIXED CALCIUM-MAGNESIUM SALT
  • Calcium ionophore A23187, 98%, from Streptomyces chartreusis
  • CALIMYCIN;ANTIBIOTIC A 23187
  • A23187, Free Acid, Streptomyces chartreusensis - CAS 52665-69-7 - Calbiochem
  • Calcimycin hydrate
  • (2S*,3S*),8B2
  • (R*),9B2
  • 11B1
  • 4-Benzoxazolecarboxylic acid, 5-(methylamino)-2-[[3,9,11-trimethyl-8-[1-methyl-2-oxo-2-(1H-pyrrol-2-yl)ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-, [6S-[6B1
  • CALCIUM IONOPHORE A23187
  • CALCIMYCIN
  • 5-(Methylamino)-2-[[(2R,3R,6S,8S,9R,11R)-3,9,11-trimethyl-8-[(1S)-1-methyl-2-oxo-2-(1H-pyrrol-2-yl)-ethyl]-1,7-dioxaspiro[5.5]undec-2-yl]methyl]-4-benzoxazolecarboxylic acid
  • A23187, 98%, FREE ACID
  • SBE-β-CD
  • Calimycin
  • Calcimycin (Mixed Ca/Mg salt)
  • 52665-69-7
  • C29H36N3O6xCaxMg
  • C29H37N3O6
  • BioChemical
  • Antibiotics
  • Antibiotics A-F
  • Antibiotics A to Z
  • Signalling
  • antibiotic
  • Calcium channel
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