ChemicalBook > CAS DataBase List > Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate

Product Name
Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate
CAS No.
144689-93-0
Chemical Name
Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate
Synonyms
4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID ETHYL ESTER;ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-iMidazole-5-carboxylate;ETHYL-4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-IMIDAZOLE-5-CARBOXYLATE;Olmesartan intermediate;4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid;5-(1-HYDROXYL-1-METHYLETHYL)-2-PROPYL-IMIDAZOL-4-YLCARBOXYLIC ACID ETHYL ESTER;1H-Imidazole-5-carboxylic acid, 4-(1-hydroxy-1-methylethyl)-2-propyl-, ethyl ester;OMSTint-D;)-2-propyL;Olmesartan Impurity 2
CBNumber
CB4151009
Molecular Formula
C12H20N2O3
Formula Weight
240.3
MOL File
144689-93-0.mol
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Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate Property

Melting point:
98-100°C
Boiling point:
456.2±35.0 °C(Predicted)
Density 
1.131±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Chloroform, Ethyl Acetate, Methanol
form 
Solid
pka
11.61±0.10(Predicted)
color 
Pale Yellow
InChI
InChI=1S/C12H20N2O3/c1-5-7-8-13-9(11(15)17-6-2)10(14-8)12(3,4)16/h16H,5-7H2,1-4H3,(H,13,14)
InChIKey
KZBJJAFGNMRRHN-UHFFFAOYSA-N
SMILES
C1(CCC)NC(C(OCC)=O)=C(C(O)(C)C)N=1
CAS DataBase Reference
144689-93-0(CAS DataBase Reference)
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Safety

HS Code 
2933.29.9000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TCI Chemical
Product number
E0976
Product name
Ethyl 4-(2-Hydroxy-2-propyl)-2-propyl-1H-imidazole-5-carboxylate
Purity
>96.0%(GC)(T)
Packaging
5g
Price
$112
Updated
2021/12/16
TCI Chemical
Product number
E0976
Product name
Ethyl 4-(2-Hydroxy-2-propyl)-2-propyl-1H-imidazole-5-carboxylate
Purity
>96.0%(GC)(T)
Packaging
25g
Price
$252
Updated
2023/06/20
TRC
Product number
H946900
Product name
4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylicAcidEthylEster
Packaging
1g
Price
$110
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0025183
Product name
OLMESARTAN IMPURITY
Purity
95.00%
Packaging
10G
Price
$1824.9
Updated
2021/12/16
AK Scientific
Product number
J11288
Product name
OlmesartanImpurity2
Packaging
25mg
Price
$59
Updated
2021/12/16
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Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate Chemical Properties,Usage,Production

Chemical Properties

Pale Yellow Solid

Uses

An Olmesartan (O550000) intermediate.

Application

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate is a synthetic drug with pharmacological properties that are similar to those of the natural product medoxomil. It has been shown to be a potent blocker of the GABA receptor and is used for the treatment of epilepsy.It has been shown to be an inhibitor of rat liver microsomes and also has a high affinity for the enzyme cilexetil, which is responsible for the conversion of cilexetil into its active form.

Synthesis

To a solution of MeMgCl(55.86 g, 0.74 mol) in tetrahydrofuran was added a solution of diethyl 2-propyl imidazole- 4,5-dicarboxylate (50 g,0.19 mol) in tetrahydrofuran (200 ml) at -10 to 0°C under N2 atmosphere. The mixture was stirred at -5 to 0°C for 10 minutes. The reaction mass was quenched into 400 ml 25 % ammonium chloride solution, followed by extraction with ethyl acetate (300 ml). The organic phase was separated, washed with brine, dried over Na2SO4, and concentrated in vacuo to give Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate, which was crystallized using diisopropyl ether. Yield: 85-90 %.

Definition

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate is a crucial intermediate for the synthesis of olmesartan medoxomil, which can be produced via the reaction of diethyl 2-propyl-imidazole-4,5-dicarboxylate, the raw material, with methylmagnesium bromide, followed by the acidification with saturated ammonium chloride solution.

Hazard

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate is sensitive to the skin and may cause allergic skin reactions. It is irritating to the skin and eyes and may also cause respiratory irritation. It is poisonous to aquatic organisms.

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate Suppliers

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View Lastest Price from Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate manufacturers

Sinoway Industrial co., ltd.
Product
Olmesartan Intermediate 144689-93-0
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2024-03-25
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate 144689-93-0
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
1000kg
Release date
2021-11-19
hebei hongtan Biotechnology Co., Ltd
Product
4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester 144689-93-0
Price
US $30.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
2000kg
Release date
2024-05-14

144689-93-0, Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylateRelated Search:

Olmesartan Calcitonin salmon Olmesartan 4-(1-Methoxy-1-methylethyl)-2-propyl-1H-Imidazole-5-carboxylic acid ethyl ester OlMesartan Methyl Ester 5-[4’-Hydroxymethyl-(1,1’-biphenyl)-2-yl]-1-triphenylmethyltetrazole 4-Cloromethyl-5-methyl-1,3-dioxol-2-one 2,2'-(2-propyl-1-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-4,5-diyl)bis(propan-2-ol) 3,6-Dihydro-6,6-diMethyl-2-propyl-3-[[2'-[2-(triphenylMethyl)-2H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]Methyl]-4H-furo[3,4-d]iMidazol-4-one OlMesartan MedoxoMil iMpurity V N-Trityl Olmesartan Ethyl Ester Diethyl 2-propylImidazoledicarbonate OlMesartan MedoxoMil Butyl IMpurity Olmesartan Impurity 12 5-[4'-(Bromomethyl)-[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-2H-tetrazole 4,5-Dimethyl-1,3-dioxol-2-one 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylic acid Olmesartan Impurity 10

  • 4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID ETHYL ESTER
  • 1H-Imidazole-4-carboxylicacid,5-(1-hydroxy-1-met
  • 1H-Imidazole-5-carboxylicacid,4-(1-hydroxy-1-met
  • ETHYL-4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-IMIDAZOLE-5-CARBOXYLATE
  • 1H-Imidazole-4-carboxylic acid,5-(1-hydroxy-1-methylethyl)-2- propyl-,ethyl ester
  • Olmesartan intermediate
  • 5-(1-HYDROXYL-1-METHYLETHYL)-2-PROPYL-IMIDAZOL-4-YLCARBOXYLIC ACID ETHYL ESTER
  • 4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID ETHYL ESTER 98+%
  • 5-(1-hydroxy-1-methylethyl)-2-propyl-,ethyl ester
  • 4-(1-Hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid ethyl ester
  • 4-(1-Hydroxy-1-methylethyl)-2-propyl-
  • 5-(1-hydroxy-1-Methylethyl)-2-propyl-1H-IMidazole- 4-carboxylic acid ethyl ester
  • 1H-Imidazole-4-carboxylic acid, 5-(1-hydroxy-1-methylethyl)-2-propyl-, ethyl ester (9CI)
  • 1H-Imidazole-5-carboxylic acid, 4-(1-hydroxy-1-methylethyl)-2-propyl-, ethyl ester
  • 5-(1-Hydroxy-1-Methyl-ethyl)-2-propyl-3H-iMidazole-4-carboxylic acid ethyl ester
  • Ethyl 4-(2-Hydroxy-2-propyl)-2-propyl-1H-iMidazole-5-carboxylate
  • OlMesartan IMidazole Ethyl Ester IMpurity
  • ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-iMidazole-5-carboxylate
  • 1h-iMdazole-4-carboxylic acid, 5-(1-hydroxy-1-Methylethyl)-2-propyl-,ethyl ester
  • 1H-IMIDAZOLE-4-CARBOXYLIC ACID-5-(1-HYDROXY-1-METHYETHYL)-2-PROPYL-ETHYL ESTER
  • Olmesartan Medoxomil Impurity 33
  • Olmesartan Medoxomil-18
  • OlMesartan IMpurity (Ethyl 4-(1-Hydroxy-1-Methylethyl)-2- Propyl-IMidazole-5-Carboxylate)
  • 4-(2-Hydroxypropan-2-yl)-2-propyl-1H-iMidazole-5-carboxylic acid ethyl ester (EPIC)
  • Ethyl 4-(1-hydroxy-1-Methylethyl)-2-propyliM...
  • Ethyl 4-(2-Hydroxy-2-propyl)-2-propyl-1<i>H</i>-imidazole-5-carboxylate
  • 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester (OM-7)
  • 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid
  • 4-(1-Hydroxy-isopropyl)-2-propyl-1H-imidazol-5-carboxylic acid ethyl ester
  • OMSTint-D
  • ethyl 5-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-4-carboxylate
  • Olmesartan Impurity 2
  • Olmesartan Impurity 50
  • 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate
  • Ethyl4-(2-Hydroxy-2-propyl)-2-propyl-1H-imidazole-5-carboxylate&gt
  • 4-(1-hydroxy-1-methyL
  • 4-(1-Hydroxy-1-methylethyl)-2-Propyl-1H-Imiidazole 5-Carboxylic acid ethyl ester
  • )-2-propyL
  • 4-(2-hydroxy-2-propyl) -2-propyl-1H-imidazole-5-formate, ethyl ester
  • 4-(2-Hydroxy-2-propyl)-2-propyl-1H-imidazole-5-carboxylic Acid Ethyl Ester
  • Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate USP/EP/BP
  • 4-(1-hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester for olmesartan
  • 4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-1H-IMIDAZOLE-5-CARBOXYL IC ACID ETHYL ESTEROLE
  • Imidazole-5-carboxylic ethyl ester
  • [5-(1-Hydroxyl-1-methylethyl)-2-propyl-imidazol-4-yl]carboxy...
  • Azilsartan medoxomil impurity230
  • Ethyl 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylate
  • Ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate (Olmesartan Impurity)
  • 4-(1-hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxyhio acid ethyl ester
  • (1-Hydroxyl-1-methylethyl)-2-propyl-imidazol-4- yl]carboxylic acid ethyl ester
  • Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carbo
  • Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1H-imidazol-5-carboxylate
  • Ethyl 5-(1-Hydroxy-1-methyl-ethyl)-2-propyl-3H-imidazole-4-carboxylate
  • Olmesartan ester impurity 27
  • Ethy-4-(1-Hydroxy-1-Mmethylethyl)-2-propylImidazole-5-Carboxylate.
  • Ethyl5-(1-Hydroxy-1-methyl-ethyl)-2-propyl-3H-imidazole-4- carboxylate (Imidazole Ester)
  • Olmesartan Imidazole Ethyl Ester Impurity Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5- carboxylate
  • OLM intermediate (4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester)