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N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE)

CAS No.
1477-57-2
Chemical Name:
N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE)
Synonyms
SKL878;r-010-tk;win18441;win18446;win18,446;NSC 59354;bisdiamine;FERTILYSIN;bis-diamine;Fertilysine
CBNumber:
CB2146249
Molecular Formula:
C12H20Cl4N2O2
Molecular Weight:
366.11
MDL Number:
MFCD00000841
MOL File:
1477-57-2.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) Properties

Melting point 118-120 °C
Boiling point 530℃
Density 0.726
refractive index 1.6200 (estimate)
Flash point 275℃
storage temp. Inert atmosphere,2-8°C
solubility Acetone (Very Slightly), DMSO (Slightly), Methanol (Sparingly, Heated, Sonicated
pka 12.28±0.46(Predicted)
form Solid
color White to Off-White
CAS DataBase Reference 1477-57-2
FDA UNII 3F56RA64JN

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H312+H332-H351
Precautionary statements  P202-P261-P280-P302+P352+P312-P304+P340+P312-P308+P313
Hazard Codes  Xn
Risk Statements  20/21/22-40
Safety Statements  24/25-45-36
Toxicity LD50 orally in mice: >16000 mg/kg (Coulston)
NFPA 704
1
2 0

N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) price More Price(24)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML3187 WIN 18446 ≥98% (HPLC) 1477-57-2 50MG $123 2024-03-01 Buy
Cayman Chemical 14018 WIN 18,446 ≥98% 1477-57-2 50mg $62 2024-03-01 Buy
Cayman Chemical 14018 WIN 18,446 ≥98% 1477-57-2 100mg $109 2024-03-01 Buy
Cayman Chemical 14018 WIN 18,446 ≥98% 1477-57-2 250mg $151 2024-03-01 Buy
Tocris 4736 WIN18446 1477-57-2 50 $125 2021-12-16 Buy
Product number Packaging Price Buy
SML3187 50MG $123 Buy
14018 50mg $62 Buy
14018 100mg $109 Buy
14018 250mg $151 Buy
4736 50 $125 Buy

N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) Chemical Properties,Uses,Production

Chemical Properties

white crystalline powder

Uses

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ChEBI: A carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group.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.

Biological Activity

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.

Safety Profile

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

storage

Store at +4°C

N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) Preparation Products And Raw materials

Raw materials

Preparation Products

N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) Suppliers

Global( 94)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
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Finetech Industry Limited
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CD Chemical Group Limited
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 021-61259108 18621169109 market03@meryer.com China 40240 62
FERTILYSIN N,N'-BIS(DICHLOROACETYL)-1,8-OCTAMETHYLENEDIAMINE N,N'-OCTA-METHYLENE-BIS[2,2-DICHLOROACETAMIDE] N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE) bisdiamine bis-diamine n,n’,1,8-octanediylbis(2,2-dichloro-acetamid n,n’-bis(dichloroacetyl)-1,8-diaminooctane n,n’-bis(dichloroacetyl)-1,8-octanediamine n,n’-octamethylenebis(2,2-dichloro-acetamid n,n’-octamethylenebis(2,2-dichloroactamide) n,n-bis(dichloroacetyl)-1,8-octanediamine r-010-tk win18,446 win18441 win18446 NSC 59354 N,N''-OCTMETHYLENEBIS (DICHLOROACETAMIDE) N,N'-(1,8-Octanediyl)bis(2,2-dichloroacetamide) N,N'-Octamethylenebis(dichloroacetamide),97% N,N'-(Octane-1,8-diyl)bis(2,2-dichloroacetaMide) AcetaMide,N,N'-1,8-octanediylbis[2,2-dichloro- Fertilysine SKL878 WIN 18446,Stra8,testis,spermatogenesis,inhibit,Win18446,Aldehyde Dehydrogenase (ALDH),Testes,Win-18446,Inhibitor 2,2-dichloro-N-[8-[(2,2-dichloroacetyl)amino]octyl]acetamide N,N'-(Octane-1,8-diyl)bis(2,2-dichloroacetamide) 1477-57-2 C12H20Cl4N2O2