U 18666A

ChemicalBook > CAS DataBase List > U 18666A

Product Name: U 18666A
CAS No.: 3039-71-2
Chemical Name: U 18666A
Synonyms: U 18666A;U18666A,HCl;U18666A - CAS 3039-71-2 - Calbiochem;3BETA-(2-DIETHYLAMINOETHOXY)-ANDROSTENONE HCL;3BETA-(2-DIETHYLAMINOETHOXY)ANDROST-5-EN-17 ONE, HCL;3BETA-(2-DIETHYLAMINO-ETHOXY)ANDROSTENONE HYDROCHLORIDE;(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-onehydrochloride;(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-one hydrochloride;(3B)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE HYDROCHLORIDE;(3β)-3-[2-(diethylamino)ethoxy]androst-5-en-17-one dihydrochloride
CBNumber: CB1467459
Molecular Formula: C25H42ClNO2
Formula Weight: 424.06
MOL File: 3039-71-2.mol

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U 18666A Property

Melting point:: 195-196.5 °C(lit.)
storage temp.: 2-8°C
solubility: H₂O: 9 mg/mL at ≤60 °C
form: crystalline
color: white
Water Solubility: Soluble in water at 10mg/ml
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20°C for up to 1 week.

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Safety

Safety Statements: 22-24/25
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: U3633
Product name: U 18666A
Purity: powder
Packaging: 5mg
Price: $127
Updated: 2024/03/01

Sigma-Aldrich

Product number: 662015
Product name: U18666A
Packaging: 10mg
Price: $172
Updated: 2024/03/01

Alfa Aesar

Product number: J67389
Product name: U18666A
Purity: 95%
Packaging: 5mg
Price: $103
Updated: 2023/06/20

Alfa Aesar

Product number: J67389
Product name: U18666A
Purity: 95%
Packaging: 10mg
Price: $178
Updated: 2023/06/20

Cayman Chemical

Product number: 10009085
Product name: U18666A
Purity: ≥95%
Packaging: 5mg
Price: $48
Updated: 2024/03/01

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U 18666A Chemical Properties,Usage,Production

Description

U-18666A (3039-71-2) is an oxidosqualene reductase inhibitor.1 Inhibits the egress of cholesterol from late endosomes and lysosomes.2 U-18666A is also used to study Niemann-Pick disease and for assessing the importance of molecular trafficking through the lysosomal pathway in other conditions.3

Uses

U 18666A is a cell-permeable amphiphilic amino-steroid.

Definition

ChEBI: 3beta-(2-diethylaminoethoxy)androst-5-en-17-one hydrochloride is a hydrochloride obtained by reaction of 3beta-(2-diethylaminoethoxy)androst-5-en-17-one with one equivalent of hydrochloric acid. It is a cholesterol synthesis and transport inhibitor. It has a role as an EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor, a nicotinic antagonist, a sterol biosynthesis inhibitor, an antiviral agent and a Hedgehog signaling pathway inhibitor. It contains a 3beta-(2-diethylaminoethoxy)androst-5-en-17-one(1+).

General Description

A cell-permeable, amphiphilic amino-steroid that alters intracelluar membrane protein trafficking by impairing intracellular biosynthesis and transport of LDL-derived cholesterol. Reported to exert its effects via the inhibition of 2,3-oxidosqualene-lanosterol cyclase activity. Also reported to inhibit the activity of Δ⁸-sterol isomerase.

Biological Activity

Inhibitor of cholesterol synthesis and cellular transport, and weak inhibitor of hedgehog (Hh) signaling. Reduces serum sterol levels in rats in vivo .

Biochem/physiol Actions

Cell permeable: yes

storage

Desiccate at RT

References

1) Sexton et al. (1983) Effects of 3.beta.-[2-(diethylamino)ethoxy]androst-5-en-17-one on the synthesis of cholesterol and ubiquinone in rat intestinal epithelial cell cultures; Biochemistry 22 5687 2) Liscum and Faust (1989) The intracellular transport of low density lipoprotein-derived cholesterol is inhibited in Chinese hamster ovary cells cultured with 3-?-[2-(diethylamino)ethoxy]androst-5-en-17-one; J. Biol. Chem. 264 11796 3) Cenedella, (2009) Cholesterol synthesis inhibitor U18666A and the role of sterol metabolism and trafficking in numerous pathophysiological processes; Lipids 44 477

U 18666A Preparation Products And Raw materials

Raw materials

Preparation Products

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U 18666A Suppliers

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3039-71-2, U 18666ARelated Search:

LDN-57444 2-Methoxy-4-[(5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d]pyrimidin-4-yl)-hydrazonomethyl]-phenol Endosidin 2 N-(1-phenylethyl)-2-(pyrrolidin-1-yl)quinazolin-4-aMine RO 48-8071 AURORA 18666 U 18666A Dehydroepiandrosterone

U 18666A

3BETA-(2-DIETHYLAMINOETHOXY)ANDROST-5-EN-17 ONE, HCL

3BETA-(2-DIETHYLAMINOETHOXY)-ANDROSTENONE HCL

3BETA-(2-DIETHYLAMINO-ETHOXY)ANDROSTENONE HYDROCHLORIDE

(3BETA)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE DIHYDROCHLORIDE

(3B)-3-[2-(DIETHYLAMINO)ETHOXY]ANDROST-5-EN-17-ONE HYDROCHLORIDE

U18666A,HCl

(3β)-3-[2-(diethylamino)ethoxy]androst-5-en-17-one dihydrochloride

(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-onehydrochloride

U18666A - CAS 3039-71-2 - Calbiochem

(3β)-3-[2-(Diethylamino)ethoxy]androst-5-en-17-one hydrochloride

3039-71-2

C25H41NO2HCl

C25H41NO22HCl

C25H42ClNO2