38585-61-4

Basic information

• Product Name: 4-(Chloromethyl)-1H-imidazole hydrochloride
• Synonyms: 5-(CHLOROMETHYL)-1H-IMIDAZOLE HYDROCHLORIDE;4-chloromethyl-imidazolhydrochloride;4-Chloromethy-1(3)H-imidazole Hydrochlorid;4-Chloromethy-1H-imidazole Hydrochloride;1H-Imidazole, 4-(chloromethyl)-, monohydrochloride (9CI);4-(Chloromethyl)-1H-imidazole hydrochloride;4-Chloromethyl-1(3)H-imidazole Hydrochloride;1H-IMidazole, 4-(chloroMethyl)-, Monohydrochloride
• CAS NO: 38585-61-4
• Molecular Formula: C₄H₅ClN₂*ClH
• Molecular Weight: 153.01
• Product Categories: Heterocycles
• Mol File: 38585-61-4.mol

Chemical Properties

• Melting Point: 1400C
• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Ethanol, Methanol, Tetrahydrofuran, Toluene
• CAS DataBase Reference: 4-(Chloromethyl)-1H-imidazole hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Chloromethyl)-1H-imidazole hydrochloride(38585-61-4)
• EPA Substance Registry System: 4-(Chloromethyl)-1H-imidazole hydrochloride(38585-61-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 38585-61-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-(Chloromethyl)-1H-imidazole hydrochloride is used as a synthetic building block for the creation of various organic compounds. Its application in organic synthesis is due to its reactive chloromethyl group, which can easily participate in a range of chemical reactions, such as nucleophilic substitution, to form a variety of products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(Chloromethyl)-1H-imidazole hydrochloride is used as a key intermediate in the synthesis of various drugs and drug candidates. Its unique chemical structure allows for the development of new molecules with potential therapeutic applications, contributing to the advancement of medicinal chemistry.
Used in Chemical Research:
4-(Chloromethyl)-1H-imidazole hydrochloride is also employed in chemical research as a versatile reagent for exploring new reaction pathways and understanding the fundamental principles of organic chemistry. Its use in research helps to expand the knowledge base in the field and can lead to the discovery of novel chemical processes and applications.
Used in Material Science:
In the field of material science, 4-(Chloromethyl)-1H-imidazole hydrochloride is utilized in the development of new materials with specific properties. Its incorporation into various chemical structures can result in materials with unique characteristics, such as improved stability, reactivity, or selectivity, which can be applied in a range of industries.

Upstream product

• 32673-41-9 4-hydroxymethyl-1H-imidazole hydrochloride 

Downstream Products

• 147314-99-6 benzoic acid 1-(ethoxycarbonyl)-1-(3H-imidazol-4-yl-methyl)-4-methyl-2-oxopentyl ester 
• 1258423-02-7 N-((1H-imidazol-5-yl)methyl)-N-(2-(5-chloro-2-(3,4,5-trimethoxyphenylamino)pyrimidin-4-ylamino)-5-methoxyphenyl)methanesulfonamide 
• 79853-10-4 3-(imidazol-4-yl)-2-phenyl-2-(2-pyridyl)-propanenitrile 
• 78448-25-6 3-(imidazol-4-yl)-2,2-diphenylpropanenitrile 

Relevant articles and documents

Aminooxy analog of histamine is an efficient inhibitor of mammalian l-histidine decarboxylase: Combined in silico and experimental evidence

Histamine plays highlighted roles in the development of many common, emergent and rare diseases. In mammals, histamine is formed by decarboxylation of l-histidine, which is catalyzed by pyridoxal-5′-phosphate (PLP) dependent histidine decarboxylase (HDC, EC 4.1.1.22). The limited availability and stability of the protein have delayed the characterization of its structure-function relationships. Our previous knowledge on mammalian HDC, derived from both in silico and experimental approaches, indicates that an effective competitive inhibitor should be capable to form an "external aldimine-like structure" and have an imidazole group, or its proper mimetic, which provides additional affinity of PLP-inhibitor adduct to the HDC active center. This is confirmed using HEK-293 cells transfected to express human HDC and the aminooxy analog of histidine, 4(5)-aminooxymethylimidazole (O-IMHA, IC50 ≈ 2 × 10-7M) capable to form a PLP-inhibitor complex (oxime) in the enzyme active center. Taking advantage of the availability of the human HDC X-ray structure, we have also determined the potential interactions that could stabilize this oxime in the active site of mammalian HDC.

Synthesis of the phosphinic analogue of thyrotropin releasing hormone

(Chemical Equation Presented) The synthesis of the phosphinic analogue of thyrotropin releasing hormone (TRH) GlpΨ[P(O)(OH)]HisProNH2, where the scissile peptide bond of TRH has been replaced by the hydrolytically stable phosphinic bond, has been achieved by a multistep synthetic strategy, providing thus one of the most potent synthetic inhibitors of pyroglutamyl peptidase II (PPII) reported to date (170 nM). The key synthetic step, an Ugi-type condensation reaction, produced directly the suitably protected for solid-phase peptide synthesis pseudodipeptidic block FmocGlu(OMe)Ψ[P(O)(OH)] His(Tr)OH. Formation of the pyroglutamic ring was performed on solid phase, providing thus a general method for synthesizing pyroglutamyl phosphinic peptides on solid phase. Using this strategy, the phosphinic analogue of TRH has been synthesized for the first time.

THIAZOLOPYRIDINONE DERIVATES AS MCH RECEPTOR ANTAGONISTS

The present invention relates to a melanin concentrating hormone antagonist compound of formula (I); wherein w, R1, q, p, R2, t, Ar1, L1, R3 and R4 are as defined, or a pharmaceutically acceptable salt, solvate, or enantiomer thereof useful in the treatment, prevention or amelioration of symptoms associated with obesity and related diseases.

Synthesis of multifunctional surfactants for elaboration of micellar model systems of enzymes

In order to provide a closer analogy between micelles and enzymes, the design of functionalized micellar systems have been undertaken. This paper presents the synthesis of surfactant cationic molecules which contains either a free or a protected aldehyde group. An ammonium quaternary surfactant with two functional groups, aldehyde dimethyl acetal and imidazole, has also been synthesized.

Cholecystokinin antagonists

Benzodiazepine analogs of the formula: STR1 are disclosed which are antagonists of gastrin and cholecystokinin (CCK).

Synthesis and Coordinating Properties of Ligands Designed for Modeling of the Active Site Zinc of Liver Alcohol Dehydrogenase

Some tridentate ligands have been prepared for coordination of zinc(II) ions (or cobalt(II), which acts as a surrogate for Zn(II) ions) in a manner analogous to the coordination found in liver alcohol dehydrogenase.This entails coordination of the metal ion to two thiolates and an imidazole.The ligands must be sufficiently sterically hindered to prevent thiolate from acting as a bridging ligand between two metal ions.For some aspects of this work pyridine was used instead of imidazole.A trisubstituted benzene derivative, 3,5-bis(3-mercaptopropoxy)-N-benzamide (7) was prepared.Zn(II) complexes with 7 could not be characterized but the Co(II) complexes showed excellent spectral correlation with liver alcohol dehydrogenase in which Zn(II) has been replaced by Co(II).Several analogues of 7 have also been synthesized.Another ligand, 2,6-bispyridine (17), does provide a monomeric Zn(II) complex.The synthesis and coordination of various analogues of this system have been examined.The bis-alcohol, 2,6-bis(2-methyl-2-hydroxypropyl)pyridine (24), gives a stable pentacoordinate complex with Zn(NO3)2 and two water molecules.

Photographic reagent tetrazoles

There are described novel photographic products and processes which utilize compounds which release a photographic reagent in the presence of alkali. The compounds include an imidazole blocking group and cleave in alkali to release the photographic reagent. Also described are novel compounds.