| Identification | Back Directory | [Name]
AY 9944 | [CAS]
366-93-8 | [Synonyms]
AY 9944
trans-id
AY99442HCl
AY 9944 DIHYDROCHLORIDE
AY 9944 - CAS 366-93-8 - Calbiochem
TRANS-1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE, 2HCL
1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE DIHYDROCHLORIDE
trans-1,4-bis(2-chlorobenzaminomethyl)cyclohexanedihydrochloride
trans1,4-bis(2-dichlorobenzylaminoethyl)cyclohexanedichlorhydrate
TRANS-1,4-BIS(2-CHLOROBENZYLAMINOETHYL) CYCLOHEXANE DIHYDROCHLORIDE
trans-1,4-Bis(2-Chlorobenzylamimomethyl)cyclohexane dihydrochloride
trans-1,4-Bis(2-chlorobenzylaminomethyl)cyclohexane,dihydrochloride
1,1'-((1r,4r)-cyclohexane-1,4-diyl)bis(N-(2-chlorobenzyl)methanamine)
4-cyclohexanebis(methylamine),n,n’-bis(o-chlorobenzyl)-dihydrochloride
4-cyclohexanedimethanamine,n,n’-bis((2-chlorophenyl)methyl)-dihydrochlor
1,4-cyclohexanebis(methylamine),n,n’-bis(2-chlorobenzyl)-,dihydrochloride,(e
trans-n,n’-(1,4-cyclohexylenedimethylene)bis(2-chlorobenzylamine)dihydrochlo
trans-n,n’-bis(2-chlorobenzyl)-1,4-cyclohexanebis(methylamine)dihydrochlorid
N,N'-Bis(o-chlorobenzyl)-trans-1,4-cyclohexanebis(methylamine) Dihydrochloride
TRANS-N,N-BIS[2-CHLOROPHENYLMETHYL]-1,4-CYCLOHEXANEDIMETHANAMINE DIHYDROCHLORIDE
trans-N1,N4-Bis[(2-chlorophenyl)methyl]-1,4-cyclohexanedimethanamine Hydrochloride
(2-chlorobenzyl)-[[4-[[(2-chlorobenzyl)amino]methyl]cyclohexyl]methyl]amine dihydrochloride
N-[(2-chlorophenyl)methyl]-1-[4-[[(2-chlorophenyl)methylamino]methyl]cyclohexyl]methanamine dihydrochloride | [Molecular Formula]
C22H30Cl4N2 | [MDL Number]
MFCD01734586 | [MOL File]
366-93-8.mol | [Molecular Weight]
464.3 |
| Chemical Properties | Back Directory | [Melting point ]
288-293.5 °C(lit.)
| [storage temp. ]
2-8°C
| [solubility ]
DMSO: 14 mg/mL
| [form ]
White solid | [color ]
white
| [Water Solubility ]
Soluble to 50 mM in water | [Sensitive ]
Hygroscopic |
| Hazard Information | Back Directory | [Uses]
Cholesterol synthesis inhibitor; inhibits both 7-dehydrocholesterol 7-reductase and 8,7-sterol isomerase. A sonic hedgehog inhibitor | [Biological Activity]
Inhibitor of hedgehog (Hh) signaling, possibly via several mechanisms. Inhibits Δ 7 -dehydrocholesterol reductase (IC 50 = 13 nM), thus reduces cholesterol biosynthesis, and also inhibits cholesterol esterification. May also directly block the cellular response to Hh proteins. Teratogenic in vivo . | [Safety Profile]
Poison by ingestion.Experimental teratogenic and reproductive effects.Inhibits cholesterol synthesis. When heated todecomposition it emits very toxic fumes of NOx and Cl-. | [in vivo]
AY 9944 (7.5 mg/kg; i.h. every 6 days once from postnatal day 2 to postnatal day 20) reduces brain cholesterol until 400 days after stop treatment[3]. | Animal Model: | Long–Evans hooded rats[3]. | | Dosage: | 7.5 mg/kg | | Administration: | Subcutaneous injection; 7.5 mg/kg every 6 days once; from postnatal day 2 to postnatal day 20 | | Result: | Reduced brain cholesterol and increased 7-dehydrocholesterol in all brain regions of rats till the treatment stopped for 400 days and showed a more severe effect on the change of sterols in plasma and liver of female rats. |
| [storage]
4°C, sealed storage, away from moisture | [References]
[1]. moebius, f.f., et al., molecular cloning and expression of the human delta7-sterol reductase. proc natl acad sci u s a, 1998. 95(4): p. 1899-902.
[2]. achour, a., et al., restoration of immune response by a cationic amphiphilic drug (ay 9944) in vitro: a new approach to chemotherapy against human immunodeficiency virus type 1. antimicrob agents chemother, 1998. 42(10): p. 2482-91.
[3]. xu, l., et al., novel oxysterols observed in tissues and fluids of ay9944-treated rats: a model for smith-lemli-opitz syndrome. j lipid res, 2011. 52(10): p. 1810-20. |
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Energy Chemical
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