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12'-Hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trion

α-Ergocryptine Struktur
511-09-1
CAS-Nr.
511-09-1
Bezeichnung:
12'-Hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trion
Englisch Name:
α-Ergocryptine
Synonyma:
ergokryptine;ergocryptine;Ergocrypyine;Ergocriptine;A-ergocryptine;α-Ergocryptine;ALPHA-ERGOCRYPTINE;alpha-ergokryptine;9,10-Dihydro-βERGOCRYPTINE95%,98%
CBNumber:
CB8205993
Summenformel:
C32H41N5O5
Molgewicht:
575.7
MOL-Datei:
511-09-1.mol

12'-Hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trion Eigenschaften

Schmelzpunkt:
152-154°C
alpha 
D20 -120° (pyridine); -198° (chloroform)
Siedepunkt:
636.59°C (rough estimate)
Dichte
1.1762 (rough estimate)
Brechungsindex
1.7500 (estimate)
storage temp. 
−20°C
L?slichkeit
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.3 mg/mL
pka
9.61±0.60(Predicted)
Aggregatzustand
Solid
Farbe
Pale Yellow to Pale Beige
Stabilit?t:
Hygroscopic
InChIKey
YDOTUXAWKBPQJW-YBALXUQENA-N
SMILES
[C@@]12(O)O[C@@](C(C)C)(NC(=O)[C@H]3CN(C4CC5=CNC6=CC=CC(=C56)C4=C3)C)C(=O)N1[C@@H](CC(C)C)C(=O)N1CCCC21 |&1:0,3,10,30,r|
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn
R-S?tze: 62
S-S?tze: 36/37
RIDADR  UN 1544 6.1/PG 3
WGK Germany  3
RTECS-Nr. KE1400000
HazardClass  6.1(b)
PackingGroup  III
Bildanzeige (GHS) GHS hazard pictogramsGHS 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
H312 Gesundheitssch?dlich bei Hautkontakt. Akute Toxizit?t dermal Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P280,P302+P352, P312, P322, P363,P501
H332 Gesundheitssch?dlich bei Einatmen. Akute Toxizit?t inhalativ Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P271, P304+P340, P312
H361 Kann vermutlich die Fruchtbarkeit beeintr?chtigen oder das Kind im Mutterleib sch?digen. Reproduktionstoxizit?t Kategorie 2 Warnung P201, P202, P281, P308+P313, P405,P501
H362 Kann S?uglinge über die Muttermilch sch?digen. Reproductive toxicity, effects on or via lactation Additional category P201, P260, P263, P264, P270,P308+P313
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P260 Dampf/Aerosol/Nebel nicht einatmen.
P261 Einatmen von Staub vermeiden.
P263 Kontakt w?hrend der Schwangerschaft /und der Stillzeit vermeiden.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P271 Nur im Freien oder in gut belüfteten R?umen verwenden.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P304+P340 BEI EINATMEN: Die Person an die frische Luft bringen und für ungehinderte Atmung sorgen.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.
P312 Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P330 Mund ausspülen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

12'-Hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trion Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R62:Kann m?glicherweise die Fortpflanzungsf?higkeit beeintr?chtigen.

S-S?tze Betriebsanweisung:

S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.

Chemische Eigenschaften

Pale Yellow Solid

Verwenden

An impurity of 2-Bromo α-Ergocriptine Mesylate (B682600).

Definition

ChEBI: Ergotaman bearing hydroxy, isopropyl, and 2-methylpropyl groups at the 12', 2' and 5' positions, respectively, and oxo groups at positions 3', 6', and 18. It is a natural ergot alkaloid. Ergocryptine discussed in the literature prior to 1967, when b ta-ergocryptine was separated from alpha-ergocryptine, is now referred to as alpha-ergocryptine.

Allgemeine Beschreibung

One of the biologically most important ergot alkaloids is α-ergocryptine. Its semisynthetic derivative, the so-called bromocryptine, is one of the most widely used drugs in this family (e.g., as a prolactin inhibitor or an anti-Parkinsonian)[2]. 

Toxikologie

A study describes the metabolic changes observed in a dietary subacute toxicity experiment with the ergot alkaloid α-ergocryptine in Sprague±Dawley rats. The rats were fed 0, 4, 20, 100 or 500 mg ergocryptine/kg diet for 28±32 days (equal to 0, 0.36, 1.7, 8.9 and 60 mg ergocryptine/kg body weight/day for females and 0, 0.34, 1.4, 6.6 and 44 mg ergocryptine/kg body weight/day for males). Total cholesterol and high-density lipoprotein (HDL)-cholesterol was decreased dose-dependently in females, but the ratio HDL-cholesterol/total cholesterol was only decreased at 20 mg/kg body weight. Triglycerides and glucose concentrations were decreased in the highest dose groups of both sexes. Serum urea concentrations were increased in the 20, 100 and 500 mg/kg dose groups. Insulin, glucagon and liver glycogen were increased in the highest dose group at the end of the study when the animals were allowed to eat prior to blood sampling and necropsy. Prolactin, T4 and FT4 were decreased in the 20, 100 and 500 mg/kg dose groups of both sexes. Follicle-stimulating hormone (FSH) was decreased in the 20, 100 and 500 mg/kg female dose groups and luteinizing hormone (LH) was increased in the 20, 100 and 500 mg/kg male dose groups[1].

l?uterung methode

It crystallises with solvent of crystallisation, from acetone, *benzene or methanol. [Stadler et al. Helv Chim Acta 52 1549 1969, Beilstein 25 III/IV 964, 27 II 860.]

12'-Hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trion Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


12'-Hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trion Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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511-09-1(12'-Hydroxy-5'α-isobutyl-2'-isopropylergotaman-3',6',18-trion)Verwandte Suche:


  • 12’-hydroxy-2’-(1-methylethyl)-5’-alpha-(2-methylpropyl)ergotaman-3’,6’,18-t
  • alpha-ergokryptine
  • ergocryptine
  • ALPHA-ERGOCRYPTINE
  • A-ergocryptine
  • 12'-hydroxy-5'alpha-isobutyl-2'-isopropylergotaman-3',6',18-trione
  • ERGOCRYPTINE95%,98%
  • ergokryptine
  • 12μ-Hydroxy-2μ-(1-methylethyl)-5μ-α-(2-methylpropyl)ergotaman-3μ,6μ,18-trione
  • 12'-Hydroxy-2'-isopropyl-5'α-isobutylergotaman-3',6',18-trione
  • A-ERGOCRYPTINE ERGOT ALKALOID
  • Ergocryptine Ergokryptine
  • ErgotaMan-3',6',18-trione,12'-hydroxy-2'-(1-Methylethyl)-5'-(2-Methylpropyl)-, (5'a)-
  • 9,10-Dihydro-&beta
  • Bromocriptine EP Impurity B
  • (R)-9,10-Dihydro-&beta
  • Ergotaman-3',6',18-trione, 12'-hydroxy-2'-(1-methylethyl)-5'-(2-methylpropyl)-, (5'α)-
  • Bromocriptine Impurity 2(Bromocriptine Mesylate EP Impurity B)
  • α-Ergocryptine
  • Ergocrypyine
  • ALPHA-ERGOCRYPTINE USP/EP/BP
  • Bromocriptine mesilate EP Impurity B
  • (6aR,9R)-N-[(2R,5S,10aS,10bS)-10b-hydroxy-2-(1-methylethyl)-5-(2-methylpropyl)-3,6-dioxooctahydro-8H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl]-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide (α-ergocryptine),
  • (6aR,9R)-N-((2R,5S,10aS,10bS)-10b-hydroxy-5-isobutyl-2-isopropyl-3,6-dioxooctahydro-2H-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-7-methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxamide
  • Ergocriptine
  • Bromocryptine EP Impurity B (α-Ergocryptine)
  • Cilnidipine Impurity 16
  • 511-09-1
  • 3086-91-8
  • 205448-66-5
  • C32H41N5O5
  • Aromatics
  • Heterocycles
  • Impurities
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
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