4-Methylimidazole
- CAS No.
- 822-36-6
- Chemical Name:
- 4-Methylimidazole
- Synonyms
- 4-methyl-1h-imidazole;5-Methyl-1H-imidazole;1H-Imidazole, 4-methyl-;Methyl-1H-imidazole;4(5)-METHYLIMIDAZOLE;4-Me-i;NSC 40744;1H-Imidaz;4-MethyliMidaz;4-methyl-imidazol
- CBNumber:
- CB5424070
- Molecular Formula:
- C4H6N2
- Molecular Weight:
- 82.1
- MOL File:
- 822-36-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/24 19:19:26
| Melting point | 44-47 °C(lit.) |
|---|---|
| Boiling point | 263 °C(lit.) |
| Density | 1.02 |
| refractive index | 1.5037 |
| Flash point | >230 °F |
| storage temp. | 2-8°C |
| solubility | H2O: soluble, clear, colorless to yellow (50 mg/mL) |
| form | Powder |
| pka | pK1:7.55(＋1) (25°C) |
| color | Reddish-brown to green to brown |
| Water Solubility | Soluble in water. |
| BRN | 1453 |
| InChIKey | XLSZMDLNRCVEIJ-UHFFFAOYSA-N |
| LogP | 0.230 |
| CAS DataBase Reference | 822-36-6(CAS DataBase Reference) |
| IARC | 2B (Vol. 101) 2013 |
| NIST Chemistry Reference | 4-Methylimidazole(822-36-6) |
| EPA Substance Registry System | 1H-Imidazole, 4-methyl- (822-36-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302+H312-H314 | |||||||||
| Precautionary statements | P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338 | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 21/22-34-22 | |||||||||
| Safety Statements | 26-36/37/39-45-25 | |||||||||
| RIDADR | UN 3263 8/PG 3 | |||||||||
| WGK Germany | 2 | |||||||||
| RTECS | NI7350000 | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29339900 | |||||||||
| NFPA 704 |
|
4-Methylimidazole price More Price(11)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 199885 | 4(5)-Methylimidazole 98% | 822-36-6 | 50G | ₹2327.38 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 199885 | 4(5)-Methylimidazole 98% | 822-36-6 | 250G | ₹9320.33 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 04535 | 4(5)-Methylimidazole analytical standard | 822-36-6 | 100MG | ₹6354.28 | 2022-06-14 | Buy |
| TCI Chemicals (India) | M0636 | 4-Methylimidazole min. 98.0 % | 822-36-6 | 25G | ₹2900 | 2022-05-26 | Buy |
| TCI Chemicals (India) | M0636 | 4-Methylimidazole min. 98.0 % | 822-36-6 | 100G | ₹6700 | 2022-05-26 | Buy |
4-Methylimidazole Chemical Properties,Uses,Production
Chemical Properties
Slightly yellow chunks. soluble in water and ethanol.
Uses
4-Methylimidazole is a monomethylated imidazole that can be used as a building block in the preparation of a wide range of biologically active compounds. 4-Methylimidazole is a product which results f rom the interaction of reducing sugars with ammonia. 4-Methylimidazole showed convulsant activity in animals and is listed as a possible carcinogen.
Definition
ChEBI: 4-methylimidazole is imidazole substituted at position 4 by a methyl group. It has a role as a carcinogenic agent and a reaction intermediate.
Preparation
4-Methylimidazole is synthesized by the reaction of glyoxal, acetaldehyde and ammonia. Another method to synthesize the compound is by catalytic dehydrogenation of imidazoline derivatives. 4-Methylimidazole may be synthesized from propanol and formamide, by catalytic cyclization of bisformamidipropane or by photolysis of alkenyltetrazole derived from alkenes by sequential epoxidation, ring opening and dehydration (NTP, 2007).
General Description
4(5)-Methylimidazole was quantified in coffee by GC-MS method.
Biological Activity
4-Methylimidazole forms complexes with heme-containing enzymes such as cytochrome P450 (CYP) and leads to inhibition of mixed-function oxidase activity. 4-Methylimidazole has been reported to significantly inhibit CYP2E1 activity in rat liver and toluenesulfonylurea hydroxylase (CYP2C9) activity in human and rat microsomes. In addition, it stimulated phosphorylation of rabbit kidney (Na and K)-adenosine triphosphatase and exhibited significant antioxidant activity in a lipid peroxyl radical activity capture assay.
Side effects
4-Methylimidazole is an eye irritant, causes burns, may cause corrosive damage to the upper respiratory tract and lungs if inhaled, and is harmful if ingested.
In vivo findings: No histopathological changes were observed in 15-day oral studies in rats and mice. A 14-week oral study showed tremors, ataxia, anaemia, vacuolisation of hepatocytes and testicular degeneration in rats and anaemia, vacuolisation of hepatocytoplasm and renal degeneration in mice.
Histopathological liver changes were also observed in a 106-week oral study in rats, causing neurological effects including hyperexcitability, convulsions and seizures in livestock and experimental animals. Reproductive organ toxicity and reduced fertility were observed in male rats.
Evidence of carcinogenicity: no carcinogenicity in male rats; ambiguous in female rats; clear evidence in male and female mice; irritating or corrosive to rabbit skin.
Purification Methods
Recrystallise 4-methylimidazole from *benzene or pet ether. It has m 56o after sublimation. The picrate has m 162-163.5o (from EtOH). [Beilstein 23 II 60, 23 III/IV 597, 23/5 V 89.]
4-Methylimidazole Preparation Products And Raw materials
Raw materials
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| BTC pharm India | +918790379245 | AndhraPradesh, India | 1269 | 58 | Inquiry |
| Vardhaman P Golechha | 9704422000 | Telangana, India | 294 | 58 | Inquiry |
| Otto Chemie Pvt. Ltd. | +91 9820041841 | Mumbai, India | 5873 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Pharmaffiliates Analytics and Synthetics P. Ltd | +91-172-5066494 | Haryana, India | 6773 | 58 | Inquiry |
| B.K.Enterprises | 07942536418 | Maharashtra, India | 7 | 58 | Inquiry |
| Kiama Research Labs | 08046033202 | Gujarat, India | 26 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| BTC pharm India | 58 |
| Vardhaman P Golechha | 58 |
| Otto Chemie Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| Pharmaffiliates Analytics and Synthetics P. Ltd | 58 |
| B.K.Enterprises | 58 |
| Kiama Research Labs | 58 |
| CHEMSWORTH | 30 |
| A.J Chemicals | 58 |
| CLEARSYNTH LABS LTD. | 58 |
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