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SML3187

WIN 18446

≥98% (HPLC)

Synonym(s):

Bis-diamine, Bisdiamine, Fertilysin, N,N′-1,8-Octanediylbis[2,2-dichloro-acetamide; N,N′-Bis(dischloroacetyl)-1,8-octamethylenediamine, NSC 59354, NSC59354, WIN 18,446

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Size/SKUAvailabilityPrice
50 mg

Available to ship TODAYfromMILWAUKEE

$141.00

About This Item

Empirical Formula (Hill Notation):
C12H20Cl4N2O2
CAS Number:
1477-57-2
Molecular Weight:
366.11
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00000841
Assay:
≥98% (HPLC)
Form:
powder

$141.00

Available to ship TODAYDetails

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Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

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

Biochem/physiol Actions

WIN 18,446 is an orally available bisdichloroacetyldiamine that potently inhibits aldehyde dehydrogenase family 1 (ALDH1) members-catalyzed all-trans retinoic acid (atRA) production (IC50 = 88 nM/human testicular S10 fraction, 102 nM/ALDH1A1, 187 nM/ALDH1A3) via retinal oxidation, efficiently inhibits ALDH1A2 enzymatic activity in a time-dependent manner (kinact = 22.0/h, Ki = 1026 nM). The inhibitory activity of WIN 18,446 against atRA production forms the basis of its in vivo efficacy as a male contraceptive in inhibiting spermatogenesis among mulitple mammalian species and zebrafish.
orally available ALDH1A1/ALDH1A2/ALDH1A3 inhibitor with in vivo male contraceptive efficacy by inhibiting spermatogenesis

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This Item
CB_94092814
WIN 18446 ≥98% (HPLC)

Sigma-Aldrich

SML3187

WIN 18446

vibrant-m

WIN human cell line

description

≥98% (HPLC)

description

NOTE: Both the cell line and DNA from the cell line may be available for this product. Please choose -1VL or VIAL for cells, or -DNA-5UG for DNA, 94092814, IHW Number: 9095

assay

≥98% (HPLC)

assay

-

form

powder

form

-

Quality Level

100

Quality Level

-

storage temp.

−20°C

storage temp.

-140 to -196°C

solubility

DMSO: 2 mg/mL, clear

solubility

-

color

white to beige

color

-

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Codes

H312 + H332,H351

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Carc. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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