ChemicalBook > CAS DataBase List > AY 9944

AY 9944

Product Name
AY 9944
CAS No.
366-93-8
Chemical Name
AY 9944
Synonyms
AY 9944;trans-id;AY99442HCl;AY 9944 dihydrochlor;AY 9944, 10 mM in DMSO;AY 9944 DIHYDROCHLORIDE;AY 9944 - CAS 366-93-8 - Calbiochem;AY 9944 dihydrochloride, Hedgehog signaling inhibitor;TRANS-1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE, 2HCL;1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE DIHYDROCHLORIDE
CBNumber
CB3673047
Molecular Formula
C22H30Cl4N2
Formula Weight
464.3
MOL File
366-93-8.mol
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AY 9944 Property

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
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S693162
Product name
1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE DIHYDROCHLORIDE
Purity
Aldrich<sup>CPR</sup>
Packaging
1 unit
Price
$113
Updated
2025/07/31
Sigma-Aldrich
Product number
190080
Product name
AY 9944
Packaging
5mg
Price
$248
Updated
2025/07/31
Sigma-Aldrich
Product number
S693162
Product name
1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE DIHYDROCHLORIDE
Purity
Aldrich
Packaging
5mg
Price
$110
Updated
2024/03/01
Cayman Chemical
Product number
14611
Product name
AY 9944
Purity
≥98%
Packaging
1mg
Price
$34
Updated
2024/03/01
Cayman Chemical
Product number
14611
Product name
AY 9944
Purity
≥98%
Packaging
5mg
Price
$100
Updated
2024/03/01
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AY 9944 Chemical Properties,Usage,Production

Uses

Cholesterol synthesis inhibitor; inhibits both 7-dehydrocholesterol 7-reductase and 8,7-sterol isomerase. A sonic hedgehog inhibitor

Uses

Inhibitor of hedgehog (Hh) signaling

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

room temperature (desiccate)

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.

AY 9944 Preparation Products And Raw materials

Raw materials

Preparation Products

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AY 9944 Suppliers

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366-93-8, AY 9944Related Search:

2-Chlorobenzylamine 1,4-Cyclohexanebis(methylamine) AY 9944

  • 1,4-cyclohexanebis(methylamine),n,n’-bis(2-chlorobenzyl)-,dihydrochloride,(e
  • 4-cyclohexanebis(methylamine),n,n’-bis(o-chlorobenzyl)-dihydrochloride
  • 4-cyclohexanedimethanamine,n,n’-bis((2-chlorophenyl)methyl)-dihydrochlor
  • trans-1,4-bis(2-chlorobenzaminomethyl)cyclohexanedihydrochloride
  • N-[(2-chlorophenyl)methyl]-1-[4-[[(2-chlorophenyl)methylamino]methyl]cyclohexyl]methanamine dihydrochloride
  • 1,1'-((1r,4r)-cyclohexane-1,4-diyl)bis(N-(2-chlorobenzyl)methanamine)
  • 1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE DIHYDROCHLORIDE
  • AY 9944 - CAS 366-93-8 - Calbiochem
  • AY99442HCl
  • trans-1,4-Bis(2-chlorobenzylaminomethyl)cyclohexane,dihydrochloride
  • N,N'-Bis(o-chlorobenzyl)-trans-1,4-cyclohexanebis(methylamine) Dihydrochloride
  • trans-N1,N4-Bis[(2-chlorophenyl)methyl]-1,4-cyclohexanedimethanamine Hydrochloride
  • trans-1,4-Bis(2-Chlorobenzylamimomethyl)cyclohexane dihydrochloride
  • (2-chlorobenzyl)-[[4-[[(2-chlorobenzyl)amino]methyl]cyclohexyl]methyl]amine dihydrochloride
  • trans1,4-bis(2-dichlorobenzylaminoethyl)cyclohexanedichlorhydrate
  • trans-id
  • trans-n,n’-(1,4-cyclohexylenedimethylene)bis(2-chlorobenzylamine)dihydrochlo
  • trans-n,n’-bis(2-chlorobenzyl)-1,4-cyclohexanebis(methylamine)dihydrochlorid
  • TRANS-N,N-BIS[2-CHLOROPHENYLMETHYL]-1,4-CYCLOHEXANEDIMETHANAMINE DIHYDROCHLORIDE
  • TRANS-1,4-BIS(2-CHLOROBENZYLAMINOETHYL) CYCLOHEXANE DIHYDROCHLORIDE
  • TRANS-1,4-BIS(2-CHLOROBENZYLAMINOMETHYL)CYCLOHEXANE, 2HCL
  • AY 9944
  • AY 9944 DIHYDROCHLORIDE
  • AY 9944 dihydrochlor
  • 7DHC,AY 9944,hypocholesterolemia,inhibit,AY-9944,cholesterol,Inhibitor,isomerase,AY9944,Δ7-Δ8,accumulation,reductase,biosynthesis
  • trans-1,1'-(Cyclohexane-1,4-diyl)bis(N-(2-chlorobenzyl)methanamine) dihydrochloride
  • AY 9944 dihydrochloride, Hedgehog signaling inhibitor
  • AY 9944, 10 mM in DMSO
  • trans-1,1'-(Cyclohexane-1,4-diyl)bis(N-(2-chlorobenzyl)methanamine) dihydrochloride , AY 9944
  • trans-1,1'-(Cyclohexane-1,4-diyl)bis(N-(2-chlorobenzyl)methanamine) dihydrochloride , AY 9944
  • trans-1,1'-(Cyclohexane-1,4-diyl)bis(N-(2-chlorobenzyl)methanamine) dihydrochloride
  • 366-93-8
  • C22H28Cl2N22HCl
  • C22H30Cl4N2
  • Lipid signaling
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals