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metomidate

metomidate  Structure
CAS No.
5377-20-8
Chemical Name:
metomidate
Synonyms
EM-01;Hypnodil;AquacalM;MethoxyMol;metomidate;Methomidate;MethoxyMol R-7315;Etomidate impurity B CRS;Etomidate Impurity 2 (Etomidate EP Impurity B);Methyl 3-(1-phenylethyl)imidazole-5-carboxylate
CBNumber:
CB9913785
Molecular Formula:
C13H14N2O2
Molecular Weight:
230.26
MOL File:
5377-20-8.mol
MSDS File:
SDS
Modify Date:
2024/3/27 13:45:20

metomidate Properties

Boiling point 372.26°C (rough estimate)
Density 1.13
refractive index 1.6450 (estimate)
storage temp. Refrigerator
solubility Chloroform, Methanol
pka 4.15±0.23(Predicted)
color Colourless to Pale Yellow
InChI InChI=1S/C13H14N2O2/c1-10(11-6-4-3-5-7-11)15-9-14-8-12(15)13(16)17-2/h3-10H,1-2H3
InChIKey FHFZEKYDSVTYLL-UHFFFAOYSA-N
SMILES C1N(C(C2=CC=CC=C2)C)C(C(OC)=O)=CN=1

metomidate Chemical Properties,Uses,Production

Chemical Properties

Colourless Hazy Oil

Uses

Metomidate is a the methyl ester analogue of Etomidate (E933300), with sedative and hypnotic properties. Metomidate is mainly used as an anesthetic for veterinary use on its own or in combination with Azaperone (A802200) and other sedatives.

Biological Functions

Metomidate, a methyl analog of the anesthetic agent etomidate, is a potent inhibitor of CYP11B1 (11β-hydroxylase) and CYP11B2 (aldosterone synthase), the final two enzymes involved in cortisol and aldosterone synthesis, respectively.

Mechanism of action

Metomidate reduces plasma cortisol and glucose concentrations and increases fish pigmentation, presumably because of increased production of melanocyte-stimulating hormone on the same primary protein as adrenocorticotropic hormone (ACTH). Imidazole anesthetics (e.g., metomidate and etomidate) interrupt cortisol synthesis in mammals by suppressing the enzyme 11-beta-hydroxylase, which is necessary for cortisol production.

Clinical Use

Metomidate can be 11CH3 labeled and used as a positron emission tomography (PET) radiotracer in combination with high-resolution computed tomography (CT) to detect adrenocortical tumors expressing these enzymes. 

metomidate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 45)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
Xiamen Wonderful Bio Technology Co., Ltd. +8613043004613 China 305 58 Inquiry
Shaanxi Franta Biotechnology Co., Ltd +86-13082019107 +86-13082019107 China 225 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49391 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Zhejiang J&C Biological Technology Co.,Limited +1-2135480471 +1-2135480471 China 10522 58 Inquiry
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd +8618829768577 China 1250 58 Inquiry
Hangzhou MolCore BioPharmatech Co.,Ltd. +86-057181025280; +8617767106207 China 49739 58 Inquiry
Henan Allgreen Chemical Co.,LTD +86-37155567971 +86-13633837469 China 5986 58 Inquiry
metomidate 1-(1-Phenylethyl)-1H-imidazole-5-carboxylic acid methyl ester Methomidate 3-(1-phenylethyl)imidazole-4-carboxylic acid methyl ester methyl 3-(1-phenylethyl)imidazole-4-carboxylate Methyl 3-(1-phenylethyl)imidazole-5-carboxylate 1-(α-Methylbenzyl)iMidazole-5-carboxylic Acid Methyl Ester AquacalM Hypnodil MethoxyMol MethoxyMol R-7315 Methyl 1-(α-Methylbenzyl)iMidazole-5-carboxylate Methyl 1-[(1RS)-1-phenylethyl]-1H-imidazole-5-carboxylate Etomidate impurity B CRS 1H-Imidazole-5-carboxylic acid, 1-(1-phenylethyl)-, methyl ester Methyl 1-(1-Phenylethyl)-1H-Imidazole-5-Carboxylate Etomidate Impurity 2 (Etomidate EP Impurity B) EM-01 5377-20-8 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals