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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
Molecular Weight:
240.3
MDL Number:
MFCD07787565
MOL File:
144689-93-0.mol
MSDS File:
SDS
Last updated:2024-05-14 16:41:43

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

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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
HS Code  2933.29.9000

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemical E0976 Ethyl 4-(2-Hydroxy-2-propyl)-2-propyl-1H-imidazole-5-carboxylate >96.0%(GC)(T) 144689-93-0 5g $112 2021-12-16 Buy
TCI Chemical E0976 Ethyl 4-(2-Hydroxy-2-propyl)-2-propyl-1H-imidazole-5-carboxylate >96.0%(GC)(T) 144689-93-0 25g $252 2023-06-20 Buy
TRC H946900 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylicAcidEthylEster 144689-93-0 1g $110 2021-12-16 Buy
American Custom Chemicals Corporation API0025183 OLMESARTAN IMPURITY 95.00% 144689-93-0 10G $1824.9 2021-12-16 Buy
AK Scientific J11288 OlmesartanImpurity2 144689-93-0 25mg $59 2021-12-16 Buy
Product number Packaging Price Buy
E0976 5g $112 Buy
E0976 25g $252 Buy
H946900 1g $110 Buy
API0025183 10G $1824.9 Buy
J11288 25mg $59 Buy

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate Chemical Properties,Uses,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 %.
Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate

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.

74-83-9
144689-94-1
144689-93-0
Synthesis of Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate from Methyl bromide and Diethyl 2-propylImidazoledicarbonate
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View Lastest Price from Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester pictures 2024-05-16 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester
144689-93-0
US $5.00 / kg 1kg ≥98% 200mt/year Jinan Finer Chemical Co., Ltd
4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester pictures 2024-05-16 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester
144689-93-0
US $30.00 / kg 1kg 98% 2000kg hebei hongtan Biotechnology Co., Ltd
Olmesartan Intermediate pictures 2024-05-08 Olmesartan Intermediate
144689-93-0
US $0.00 / kg 1kg 99% 20tons Sinoway Industrial co., ltd.
1H-Imidazole-4-carboxylicacid,5-(1-hydroxy-1-met 1H-Imidazole-5-carboxylicacid,4-(1-hydroxy-1-met 1H-Imidazole-4-carboxylic acid,5-(1-hydroxy-1-methylethyl)-2- propyl-,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) 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 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 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-1H-imidazole-5-carboxylate 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid ethyl ester (OM-7) 4-(1-Hydroxy-isopropyl)-2-propyl-1H-imidazol-5-carboxylic acid ethyl ester Olmesartan Medoxomil Impurity 33 Olmesartan Medoxomil-18 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> 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 4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID ETHYL ESTER ETHYL-4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-IMIDAZOLE-5-CARBOXYLATE Olmesartan intermediate 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 ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-iMidazole-5-carboxylate 4-(1-Hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylic acid 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) 4-(1-hydroxy-1-methylethyl)-2-propyl-1H-Imidazole