Basic information
- CAS
1477-57-2- Standard SMILES
O=C(NCCCCCCCCNC(=O)C(Cl)Cl)C(Cl)Cl- InChIKey
FAOMZVDZARKPFJ-UHFFFAOYSA-N- Molecular formula
- C12H20Cl4N2O2
- Average molar mass
- 366.1 g/mol
- Monoisotopic mass
- 364.027889
Overview
WIN 18446 is a carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group.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 a secondary carboxamide and an organochlorine compound. It is functionally related to a dichloroacetic acid and a 1,8-diaminooctane.
Names & identifiers
- Preferred name
- N,N'-1,8-Octanediylbis(2,2-dichloroacetamide)
- IUPAC
- 2,2-dichloro-N-[8-[(2,2-dichloroacetyl)amino]octyl]acetamide
- English name
- N,N'-OCTAMETHYLENEBIS(DICHLOROACETAMIDE)
- Molecular formula
- C12H20Cl4N2O2
- Molecular weight
- 366.11
Names & synonyms
1477-57-2FertilysinFertilysineWin-18446N,N'-Bis(dichloroacetyl)-1,8-octamethylenediamineWIN 18,446N,N'-Octamethylenebis(2,2-dichloroacetamide)N,N'-Bis(dichloroacetyl)-1,8-diaminooctaneN,N'-Bis(dichloracetyl)-1,8-octanediamine3F56RA64JNDTXSID80163783NSC-59354
Show more names
SKL878r-010-tkwin18441win18446win18,446NSC 59354bisdiaminebis-diamine
N,N'-1,8-Octanediylbis(2,2-dichloroacetamide)N,N'-Octamethylenebis(2,2-dichloro-N-ethylacetamide)N,N'-octamethylene bis(2,2-dichloro)-N-ethylacetamideRefChem:599164DTXCID4086274216-033-0Win 18446N,N'-(Octane-1,8-diyl)bis(2,2-dichloroacetamide)
Database identifiers
- CAS
1477-57-2- PubChem CID
- 15134
- DTXSID
DTXSID80163783
Properties
Computed structural properties
- XLogP
- 4.1
- Topological polar surface area
- 58.2 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 11
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 261
Physicochemical properties
- Melting point
- 118 · 118-120 °C
- Boiling point
- 530 ℃ · 530℃
- Density
- 0.726 · 0.726
- refractive index
- 1.62 · 1.6200 (estimate)
- Flash point
- 275 ℃ · 275℃
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- Acetone (Very Slightly), DMSO (Slightly), Methanol (Sparingly, Heated, Sonicated
- form
- Solid
- pka
- 12.28 · 12.28±0.46(Predicted)
- color
- White to Off-White
- InChI
- 1S/C12H20Cl4N2O2/c13-9(14)11(19)17-7-5-3-1-2-4-6-8-18-12(20)10(15)16/h9-10H,1-8H2,(H,17,19)(H,18,20)
- InChIKey
- FAOMZVDZARKPFJ-UHFFFAOYSA-N
- SMILES
- O=C(NCCCCCCCCNC(C(Cl)Cl)=O)C(Cl)Cl
- CAS DataBase Reference
- 1477 · 1477-57-2
- FDA UNII
- 3 F56RA64JN · 3F56RA64JN
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
P203, P261, P271, P280, P302+P352, P304+P340, P317, P318, P321, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- WGK 3
- Toxicity
- LD50 orally in mice: >16000 mg/kg (Coulston)
- risk_code
- 20/21/22-40
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 24/25-45-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H312+H332-H351
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationCarc. 2
- Precautionary statements
- P202-P261-P280-P302+P352+P312-P304+P340+P312-P308+P313
Chemistry & industry
Applications
UsesWin 18446 was shown to inhibit the biosynthesis of retinoic acid from retinol in neonatal and adult murine testis and in the embryonic murine gonad.
Suppliers54 total
河南萨克斯生物科技有限公司13803717460 · [email protected]
上海衡新化工科技有限公司13917104483; 13917104483 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
杭州品高化工有限公司0571-87658025 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]
郑州汇聚化工有限公司13393710386 · [email protected]
上海凌飞医药科技有限公司13764318709 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
MedBio脉铂医药021-69568360 18916172912 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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