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ChemicalBook > CAS DataBase List > R-(+)-Etomoxir

R-(+)-Etomoxir

Description Application
Product Name
R-(+)-Etomoxir
CAS No.
124083-20-1
Chemical Name
R-(+)-Etomoxir
Synonyms
B80754;CS-1432;B807-54;B 80754;B-80754;B 807-54;B-807-54;S-(+)-ETOMOXIR;R-(+)-ETOMOXIR;R(+)-Etomoxir free acid
CBNumber
CB2407236
Molecular Formula
C17H23ClO4
Formula Weight
326.82
MOL File
124083-20-1.mol
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R-(+)-Etomoxir Property

Melting point:
32-34°C
Boiling point:
405.0±25.0 °C(Predicted)
Density 
1.163
storage temp. 
Inert atmosphere,2-8°C
solubility 
≥32.7 mg/mL in DMSO; ≥109.6 mg/mL in EtOH; ≥48.3 mg/mL in H2O with gentle warming
form 
Powder
color 
Colorless to light yellow
InChI
InChI=1S/C17H23ClO4/c1-2-20-16(19)17(13-22-17)11-5-3-4-6-12-21-15-9-7-14(18)8-10-15/h7-10H,2-6,11-13H2,1H3/t17-/m1/s1
InChIKey
DZLOHEOHWICNIL-QGZVFWFLSA-N
SMILES
O1C[C@]1(CCCCCCOC1=CC=C(Cl)C=C1)C(OCC)=O
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
E933505
Product name
R-(+)-Etomoxir
Packaging
50mg
Price
$1620
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
10182
Product name
S-(+)-Etomoxir
Packaging
25mg
Price
$2000
Updated
2021/12/16
ApexBio Technology
Product number
A3404
Product name
Etomoxir
Packaging
10mg
Price
$120
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0002658
Product name
Etomoxir
Purity
95.00%
Packaging
10MG
Price
$303.45
Updated
2021/12/16
ApexBio Technology
Product number
A3404
Product name
Etomoxir
Packaging
50mg
Price
$510
Updated
2021/12/16
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R-(+)-Etomoxir Chemical Properties,Usage,Production

Description

Etomoxir, or 2[6(4-chlorophenoxy)hexyl]oxirane-2-carboxylate, is an irreversible inhibitor of carnitine palmitoyltransferase-1 (CPT-1) on the outer face of the inner mitochondrial membrane.This prevents the formation of acyl carnitines, a step that is necessary for the transport of fatty acyl chains from the cytosol into the intermembrane space of the mitochondria. This step is essential to the production of ATP from fatty acid oxidation. Etomoxir has also been identified as a direct agonist of PPARα. An off-target effect has been demonstrated at high concentrations of etomoxir on Coenzyme-A (CoA) metabolism.

Application

Etomoxir (R-(+)-Etomoxir) is an irreversible inhibitor of carnitine palmitoyltransferase 1a (CPT-1a), inhibits fatty acid oxidation (FAO) through CPT-1a and inhibits palmitate β-oxidation in human, rat and guinea pig.

Chemical Properties

Colourless Oil

Uses

R-(+)-Etomoxir is an inhibitor of carnitine palmitoyltransferase A (CPT1), which is required for the oexidation of long-chain acyl CoA esters. A strong inhibitor of mitochondrial CPT1 and is a candidate as an anti-diabetic drug

Definition

ChEBI: (2R)-2-[6-(4-chlorophenoxy)hexyl]-2-oxiranecarboxylic acid ethyl ester is an aromatic ether.

Biological Activity

etomoxir is a cell-permeable, irreversible, and stereospecific compound. etomoxir is shown to inhibit carnitine palmitoyltransferase (cpt)-1 and dgat activity in the mitochondria of rat heart h9c2 myoblastic cells at a concentration of 1-80 μm and 40 μm, respectively.

Mechanism of action

R-(+)-Etomoxir (ETO) is a carnitine palmitoyltransferase 1 (CPT1) inhibitor. ETO inhibits oxidative phosphorylation (OxPhos), a mitochondrial electron transport chain (ETC) that generates large amounts of ATP in cells. ETO prevents acylcarnitine formation. It is a step necessary for the translocation of fatty acyl chains from the cytoplasmic lysate to the mitochondrial intermembrane space. This step is essential for the production of ATP from fatty acid oxidation.

R-(+)-Etomoxir Preparation Products And Raw materials

Raw materials

Preparation Products

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R-(+)-Etomoxir Suppliers

MedChemexpress LLC
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View Lastest Price from R-(+)-Etomoxir manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Etomoxir 124083-20-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Etomoxir 124083-20-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
Etomoxir 124083-20-1
Price
US $1.00/g
Min. Order
1g
Purity
95-99%
Supply Ability
1ton
Release date
2020-01-10

124083-20-1, R-(+)-EtomoxirRelated Search:


  • (R)-2-[6-(4-Chlorophenoxy)hexyl]oxirane-2-carboxylic acid ethyl ester
  • 2-Oxiranecarboxylic acid, 2-[6-(4-chlorophenoxy)hexyl]-, ethyl ester, (2R)-
  • (2S)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylic acid ethyl ester
  • ethyl (2S)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate
  • (2R)-2-[6-(4-Chlorophenoxy)hexyl]-2-oxiranecarboxylic acid ethyl ester
  • 2-Oxiranecarboxylic acid, 2-[6-(4-chlorophenoxy)hexyl]-, ethyl ester, (2R)-(R)-(+)-Etomoxir
  • S-(+)-ETOMOXIR
  • (S)-2-[6-(4-CHLOROPHENOXY)HEXYL]OXIRANECARBOXYLIC ACID, ETHYL ESTER
  • R-(+)-ETOMOXIR
  • (R)-2-[6-(4-CHLOROPHENOXY)HEXYL]OXIRANECARBOXYLIC ACID, ETHYL ESTER
  • R(+)-Etomoxir free acid
  • CS-1432
  • R-(+)-ETOMOXIR USP/EP/BP
  • (R)-Ethyl 2-(6-(4-chlorophenoxy)hexyl)oxirane-2-carboxylate
  • B807-54
  • B 80754
  • B 807-54
  • B80754
  • B-80754
  • B-807-54
  • ethyl (2R)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate
  • (R)-(+)-Etomoxir, CPT1 inhibitor
  • Etomoxir ((R)-(+)-Etomoxir)
  • Etomoxir, 10 mM in DMSO
  • 124083-20-1
  • Chiral Reagents
  • Inhibitors