CAS Number1477-57-2
Synonyms2,2-dichloro-N-[8-[(2,2-dichloroacetyl)amino]octyl]acetamide; N,N'-Octane-1,8-diylbis(2,2-dichloroacetamide); Fertilysin; N,N'-1,8-Octanediylbis(2,2-dichloroacetamide); N,N'-1,8-Octanediylbis[2,2-dichloroacetamide]; N,N'-Octamethylenebis(2,2-dichloroacetamide); N,N'-Octamethylenebis(dichloroacetamide); EINECS 216-033-0; N,N'-Octamethylenebis(2,2-dichloro-N-ethylacetamide); N,N'-Bis(dichloroacetyl)-1,8-octamethylenediamine
Molecular FormulaC12H20Cl4N2O2
Molecular Weight366.11
Purity≥98 (HPLC)%
Density1.3±0.1 g/cm3
Boiling Point530.2±50.0 °C at 760 mmHg
Melting Point118-120ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1477-57-2 |
| Catalog No. | 2A-9084241 |
| Chinese Name | N,N'-八亚甲基双二氯乙酰胺 |
| Synonyms | 2,2-dichloro-N-[8-[(2,2-dichloroacetyl)amino]octyl]acetamide; N,N'-Octane-1,8-diylbis(2,2-dichloroacetamide); Fertilysin; N,N'-1,8-Octanediylbis(2,2-dichloroacetamide); N,N'-1,8-Octanediylbis[2,2-dichloroacetamide]; N,N'-Octamethylenebis(2,2-dichloroacetamide); N,N'-Octamethylenebis(dichloroacetamide); EINECS 216-033-0; N,N'-Octamethylenebis(2,2-dichloro-N-ethylacetamide); N,N'-Bis(dichloroacetyl)-1,8-octamethylenediamine |
| Molecular Formula | C12H20Cl4N2O2 |
| Molecular Weight | 366.11 |
| Purity | ≥98 (HPLC) |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 530.2±50.0 °C at 760 mmHg |
| Melting Point | 118-120ºC |
| Appearance | powder |
| Storage Condition | Keep the container sealed and stored in a cool, dr |
| Application | Win 18446 is an orally active inhibitor of the testis-specific enzyme ALDH1a2 with an IC50 value of 0.3 μM. Win 18446 reversibly inhibits spermatogenesis in multiple species and inhibits the synthesis |
| HTC | 2924199090 |
| MDL Number | MFCD00000841 |
| SMILES | O=C(NCCCCCCCCNC(C(Cl)Cl)=O)C(Cl)Cl |
| 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) |
| InChI Key | FAOMZVDZARKPFJ-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/84241_1_1477_57_2.pdf |
| Bioactivity | Win 18446 is an orally active testes-specific enzyme ALDH1a2 inhibitor, with an IC50 of 0.3 μM. Win 18446 reversibly inhibits spermatogenesis in many species and inhibits Retinoic acid (HY-14649) biosynthesis from Retinol (HY-B1342) within the testes[1][2]. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Aldehyde Dehydrogenase (ALDH) Research Areas >> Endocrinology In Vitro WIN 18446 (1 μM, 24 h) is able to suppress Stra8 expression in whole-testes cultures that contained both germ and somatic cells[2]. RT-PCR[2] Cell Line: Testes were collected from 2-dpp mice. Concentration: 1 μM. Incubation Time: 24 h. Result: Results in a VAD-like phenotype in the testis. Alone or in combination with ROL significantly reduced Stra8 expression. In Vivo Win 18446 (200 mg/kg, Orally for 4, 8, and 16 weeks) significantly reduces intratesticular concentrations of retinoic acid, severely impaired spermatogenesis, and caused infertility[1]. Animal Model: Six-month-old male New Zealand white rabbits[1]. Dosage: 200 mg/kg. Administration: Orally for 4, 8, and 16 weeks. Result: Resulted in marked suppression of testicular weight over time. Dramatically suppressed spermatogenesis. Significantly reduces intratesticular concentrations of retinoic acid and Stra8 expression and very severely suppresses spermatogenesis and fertility. References [1]. John K Amory, et al. Suppression of spermatogenesis by bisdichloroacetyldiamines is mediated by inhibition of testicular retinoic acid biosynthesis. J Androl. Jan-Feb 2011;32(1):111-9. [2]. Cathryn A Hogarth, et al. Suppression of Stra8 expression in the mouse gonad by WIN 18,446. Biol Reprod. 2011 May;84(5):957-65. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 530.2±50.0 °C at 760 mmHg Melting Point 118-120ºC Molecular Formula C12H20Cl4N2O2 Molecular Weight 366.111 Flash Point 274.5±30.1 °C Exact Mass 364.027893 PSA 58.20000 LogP 1.96 Vapour Pressure 0.0±1.4 mmHg at 25°C Index of Refraction 1.503 InChIKey FAOMZVDZARKPFJ-UHFFFAOYSA-N SMILES O=C(NCCCCCCCCNC(=O)C(Cl)Cl)C(Cl)Cl |
| Use of | Win 18446 is an orally active testes-specific enzyme ALDH1a2 inhibitor, with an IC50 of 0.3 μM. Win 18446 reversibly inhibits spermatogenesis in many species and inhibits Retinoic acid (HY-14649) biosynthesis from Retinol (HY-B1342) within the testes[1][2]. Properties Name N,N'-(Octane-1,8-diyl)bis(2,2-dichloroacetamide) Synonym More Synonyms Win 18446 Biological Activity Description Win 18446 is an orally active testes-specific enzyme ALDH1a2 inhibitor, with an IC50 of 0.3 μM. Win 18446 reversibly inhibits spermatogenesis in many species and inhibits Retinoic acid (HY-14649) biosynthesis from Retinol (HY-B1342) within the testes[1][2]. Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Aldehyde Dehydrogenase (ALDH) Research Areas >> Endocrinology In Vitro WIN 18446 (1 μM, 24 h) is able to suppress Stra8 expression in whole-testes cultures that contained both germ and somatic cells[2]. RT-PCR[2] Cell Line: Testes were collected from 2-dpp mice. Concentration: 1 μM. Incubation Time: 24 h. Result: Results in a VAD-like phenotype in the testis. Alone or in combination with ROL significantly reduced Stra8 expression. References [1]. John K Amory, et al. Suppression of spermatogenesis by bisdichloroacetyldiamines is mediated by inhibition of testicular retinoic acid biosynthesis. J Androl. Jan-Feb 2011;32(1):111-9. [2]. Cathryn A Hogarth, et al. Suppression of Stra8 expression in the mouse gonad by WIN 18,446. Biol Reprod. 2011 May;84(5):957-65. Chemical & Physical Properties Exact Mass 364.027893 PSA 58.20000 Index of Refraction 1.503 InChIKey FAOMZVDZARKPFJ-UHFFFAOYSA-N SMILES O=C(NCCCCCCCCNC(=O)C(Cl)Cl)C(Cl)Cl |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Product name: Purity: 95.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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