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ChemicalBook--->CAS DataBase List--->366-93-8

366-93-8

366-93-8 Structure

366-93-8 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xi,N
[Risk Statements ]

36/37/38-50/53
[Safety Statements ]

26-60-61
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

GU7025000
[HazardClass ]

6.1
[Toxicity]

LD50 orl-mus: 155 mg/kg PSEBAA 139,100,72
Hazard InformationBack 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-.
[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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