N,N′-1,8-Octanediylbis[2,2-dichloroacetamide]
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![N,N′-1,8-Octanediylbis[2,2-dichloroacetamide] structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220811/be3da9ed3e2e41e8a30f8470546b82ec.png "N,N′-1,8-Octanediylbis[2,2-dichloroacetamide]")
N,N′-1,8-Octanediylbis[2,2-dichloroacetamide]
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CAS No:
1477-57-2
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Formula:
C12H20Cl4N2O2
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Chemical Name:
N,N′-1,8-Octanediylbis[2,2-dichloroacetamide]
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Synonyms:
Acetamide,N,N′-1,8-octanediylbis[2,2-dichloro-;Acetamide,N,N′-octamethylenebis[2,2-dichloro-;N,N′-1,8-Octanediylbis[2,2-dichloroacetamide];Win 18446;N,N′-Bis(dichloroacetyl)-1,8-octamethylenediamine;Win 18441;N,N′-Octamethylenebis(2,2-dichloroacetamide);N,N′-Bis(dichloroacetyl)-1,8-diaminooctane;Fertilysin;Bis-Diamine;Fertilysine;NSC 59354;2,2-Dichloro-N-[8-[(2,2-dichloroacetyl)amino]octyl]acetamide;1071707-69-1
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CAS No:
Description
white crystalline powderChEBI: A carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group.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.
WIN 18446 is a carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group.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 neonatal and adult murine testis. It down-regulates sex related genes in zebrafish. It has a role as an EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor. It is an organochlorine compound and a secondary carboxamide. It derives from a dichloroacetic acid and a 1,8-diaminooctane.
N,N′-1,8-Octanediylbis[2,2-dichloroacetamide] Basic Attributes
366.11
366.11
216-033-0
3F56RA64JN
59354
DTXSID80163783
2924199090
Characteristics
58.2
4.1
0.726
122.4-123.6 °C
530℃
275℃
1.6200 (estimate)
2-8°C
2.51E-11mmHg at 25°C
Abdominal cavity-mouse LDL0: 150 mg/kg
Flammable; heat produces toxic nitrogen oxides, chloride fumes; drug side effects: nausea, vomiting, altered sperm formation
Safety Information
20/21/22-40
24/25-45-36
Xn
Treasury is ventilated, low temperature and dry; stored separately from food materials
P201, P202, P261, P271, P280, P281, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P363, P405, P501
H312
|Warning|H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]|P201, P202, P261, P271, P280, P281, P302+P352, P304+P312, P304+P340, P308+P313, P312, P322, P363, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
N,N′-1,8-Octanediylbis[2,2-dichloroacetamide] Use and Manufacturing
Win 18446 was shown to inhibit the biosynthesis of retinoic acidfrom retinol in neonatal and adult murine testis and in the embryonic murine gonad.
Computed Properties
Molecular Weight:366.1
XLogP3:4.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:11
Exact Mass:366.024939
Monoisotopic Mass:364.027889
Topological Polar Surface Area:58.2
Heavy Atom Count:20
Complexity:261
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
N,N′-1,8-Octanediylbis[2,2-dichloroacetamide]
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