17325-26-7

Basic information

• Product Name: Methyl 4-imidazolecarboxylate
• Synonyms: RARECHEM AL BF 0762;METHYL IMIDAZOLE-4-CARBOXYLATE;METHYL 4-IMIDAZOLECARBOXYLATE;Methyl 1H-imidazole-4-carboxylate;1H-Imidazole-4-carboxylic acid methyl ester;3H-Imidazole-4-carboxylic acid methyl ester;Methyl 4-imidazolecarboxylate,98%;Methyl 4-imidazolecarboxylate ,99%
• CAS NO: 17325-26-7
• Molecular Formula: C₅H₆N₂O₂
• Molecular Weight: 126.11
• EINECS: 1312995-182-4
• Product Categories: pharmacetical;Heterocyclic Compounds;Heterocycle;Building Blocks;Heterocyclic Building Blocks;Imidazoles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 17325-26-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 154-156 °C(lit.)
• Boiling Point: 318.2 °C at 760 mmHg
• Flash Point: 146.2 °C
• Appearance: White/Crystalline Powder
• Density: 1.275 g/cm³
• Vapor Pressure: 0.000368mmHg at 25°C
• Refractive Index: 1.53
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 10.89±0.10(Predicted)
• CAS DataBase Reference: Methyl 4-imidazolecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-imidazolecarboxylate(17325-26-7)
• EPA Substance Registry System: Methyl 4-imidazolecarboxylate(17325-26-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 17325-26-7(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

Methyl 4-imidazolecarboxylate was used as a starting material in the synthesis of 1-(3-prop-1-enyl)-imidazole-4-carboxyaldehyde and osmium(2,2′-bipyridyl)2(methyl 4-imidazolcarboxylate)dichloride.

General Description

Methyl 4-imidazolecarboxylate is an alkyl ester of imidazole carboxylic acid.

InChI:InChI=1/C5H6N2O2/c1-9-5(8)4-2-6-3-7-4/h2-3H,1H3,(H,6,7)

Upstream product

• 1072-84-0 imidazole-4-carboxylic acid 
• 67-56-1 methanol 
• 1072-84-0 3H-imidazole-4-carboxylic acid 
• 97602-55-6 methyl (Z)-3-(tetrazol-1-yl)propenoate 
• 3034-50-2 4⁽⁵⁾formylimidazole 
• 186581-53-3 diazomethane 
• 31458-33-0 5-methoxypyrimidine 

Downstream Products

• 103678-79-1 α,α-bis(4-chlorophenyl)-1H-imidazole-5-methanol 
• 71925-10-5 methyl 1-ethyl-1H-imidazole-5-carboxylate 
• 76074-88-9 methyl 1-(triphenylmethyl)-1H-imidazole-4-carboxylate 
• 73941-33-0 methyl 1-benzyl-1H-imidazole-5-carboxylate 
• 74294-73-8 methyl 1-benzyl-1H-imidazole-4-carboxylate 
• 149096-32-2 methyl-1-prpylimidazole-4-carboxylate 
• 69840-18-2 Methyl 1-benzhydrylimidazole-5-carboxylate 
• 247220-69-5 methyl 1-(2-nitrophenyl)-1H-imidazole-4-carboxylate 
• 271574-61-9 4-[3-(4-fluorophenyl)-5-(1H-imidazol-4-yl)-1-(4-methoxyphenyl)-1H-pyrazol-4-yl]pyridine 
• 1034921-79-3 3-{[(2-bromo-benzyl)-methyl-carbamoyl]-methyl}-3H-imidazole-4-carboxylic acid methyl ester 
• 1052686-44-8 methyl 1-(5-amino-2-fluoro-4-nitrophenyl)-1H-imidazole-4-carboxylate 
• 837370-12-4 1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-1H-imidazole-4-carboxylic acid methyl ester 
• 116343-89-6 methyl 1-phenyl-1H-imidazole-4-carboxylate 
• 1308719-82-5 methyl 1-[((2S)-1-4-[(benzyloxy)carbonyl]benzyl-5-oxotetrahydro-1H-pyrrol-2-yl)methyl]-1H-imidazole-4-carboxylate 

Relevant articles and documents

Synthesis and antiproliferatory activity of ruthenium complexes containing N-heterocyclic carboxylates

Solvates of the complexes Ru2Cl(pic)4(EtOH) (2), Ru(Im-CO2)3 (3), and Ru(Im-CO2)(Im-CO2H)Cl2 (4), were synthesized from reaction of RuCl3·3H2O or K3[RuCl6] with the N-heterocyclic carboxylic acids pyridine-2-carboxylic acid (picolinic acid, Hpic), and imidazole-4-carboxylic acid (Im-CO2H). Crystals of 2–4 could not be grown and hence characterization was done by elemental analysis, NMR, IR, and conductivity data; 2 and 4 were tested for antiproliferatory activity in vitro against a human breast cancer cell line, but were less active than, for example, Ru complexes containing bis-imidazole or 4,4′-biimidazole that we studied previously [see Can. J. Chem. 89 (2011) 948]. Preliminary work with a third potential ligand, 3-nitro-1,2,4-triazole-5-carboxylic acid (abbreviated HCANT), and other nitro heterocyclic compounds is also presented.

Tripterine imidazole derivative as well as preparation method and application thereof

The invention discloses a novel tripterine imidazole derivative as well as a preparation method and application thereof, and belongs to the field of biomedicine. The tripterine imidazole derivative has a structure shown as a formula I as shown in the specification, wherein R1, R2 and R3 are respectively selected from H, alkyl, hetero-atomic alkyl, halogen or nitryl; and X is selected from a saturated or unsaturated linear aliphatic hydrocarbon fragment containing 3-6 carbon atoms. The novel tripterine imidazole derivative as well as the preparation method and the application thereof disclosedby the invention have the benefits that the preparation method of the compound is mild in reaction conditions; a used reagent is low in toxicity, raw materials are easy to obtain, the post-treatment is convenient, and the yield is relatively high. Pharmacological experiment studies shows that the compound has excellent anti-tumor activity and can be applied to the preparation of an anti-tumor drug.

Intermediate for preparing medetomidine and its preparation method and use

The invention provides an intermediate for preparing medetomidine. The intermediate is a compound shown in the formula (I). The invention also provides a preparation method of the intermediate, and ause of the intermediate in the preparation of medetomidine. The compound shown in the formula (I) is used for preparation of medetomidine so that the raw material is cheap and easy to obtain, synthesis processes are simple, the reaction cycle is short, the environmental pollution is avoided, operation is simple, the harsh reaction conditions are avoided, the operation and post-treatment are simple, the yield and the product purity are high, the intermediate in each step is a solid and is easy to purify, a production cost is low, and the intermediate is suitable for industrial large-scale production and conforms to the principle of green chemistry.