N,N'-Octamethylenbis(dichloracetamid)

Bezeichnung:N,N'-Octamethylenbis(dichloracetamid)

CAS-Nr1477-57-2

Englisch Name:N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE)

CBNumberCB2146249

SummenformelC12H20Cl4N2O2

Molgewicht366.11

MOL-Datei1477-57-2.mol

Synonyma

N,N'-Octamethylenbis(dichloracetamid)

N,N'-Octamethylenbis(dichloracetamid) physikalisch-chemischer Eigenschaften

Schmelzpunkt	118-120 °C
Siedepunkt	530℃
Dichte	0.726
Brechungsindex	1.6200 (estimate)
Flammpunkt	275℃
storage temp.	Inert atmosphere,2-8°C
Löslichkeit	Acetone (Very Slightly), DMSO (Slightly), Methanol (Sparingly, Heated, Sonicated
pka	12.28±0.46(Predicted)
Aggregatzustand	Solid
Farbe	White to Off-White
CAS Datenbank	1477-57-2

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22-40
S-Sätze:	24/25-45-36
Toxizität	LD50 orally in mice: >16000 mg/kg (Coulston)

Gefahreninformationscode (GHS)

N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
white crystalline powder
Verwenden
Win 18446 was shown to inhibit the biosynthesis of retinoic acid from retinol in neonatal and adult murine testis and in the embryonic murine gonad.
Definition
ChEBI: A carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group. Inhibitor of aldehyde dehydrogenase 1a2 (ALDH1a2). Inhibits the biosynthesis of retinoic acid from retinol in neon tal and adult murine testis. It down-regulates sex related genes in zebrafish.
Biologische Aktivität
win 18446 is a bis-(dichloroacetyl)-diamine which inhibits aldehyde dehydrogenase 1a2 (aldh1a2), with ic50 value of 300 nm [1].aldh1a2, expressed almost exclusively in the testes, localizes to developing germ cells within the seminiferous tubules and strongly binds retinol, but does not recognize acetaldehyde as a substrate, suggesting that aldh1a2 functions in testicular retinoic acid biosynthesis [1].in whole testes or germ cells isolated from mice at 2 days postpartum, win 18,446 alone (1 μm) or in combination with retinol significantly reduced the expression of stra8, a marker for retinoic acid activity [2].in male rabbits, oral administration of win 18446 at 200 mg/kg for 16 weeks substantially reduced intratesticular concentrations of retinoic acid, significantly impaired spermatogenesis, and resulted in infertility. reduced concentrations of intratesticular retinoic acid became obvious after only 4 weeks of treatment and preceded the decrease in sperm counts and the loss of mature germ cells in tissue samples. sperm counts and fertility recovered after treatment was discontinued [1].[1]. amory j k, muller c h, shimshoni j a, et al. suppression of spermatogenesis by bisdichloroacetyldiamines is mediated by inhibition of testicular retinoic acid biosynthesis. journal of andrology, 2011, 32(1): 111-119.[2]. hogarth c a, evanoff r, snyder e, et al. suppression of stra8 expression in the mouse gonad by win 18,446. biology of reproduction, 2011, 84(5): 957-965.
Sicherheitsprofil
Poison by intraperitoneal route.Human systemic effects by ingestion: nausea andvomiting. Human reproductive effects by ingestion:changes in spermatogenesis. An experimental teratogen.Other experimental reproductive effects. Human mutationdata reporte
Lager
Store at +4°C

N,N'-Octamethylenbis(dichloracetamid) Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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