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4-Methylimidazole

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CAS:822-36-6
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CAS:822-36-6
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4-Methylimidazole manufacturers

  • 4-Methylimidazole
  • 4-Methylimidazole pictures
  • 2026-07-03
  • CAS:822-36-6
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 200mt/year
  • 4-Methylimidazole
  • 4-Methylimidazole pictures
  • 2026-07-03
  • CAS:822-36-6
  • Min. Order: 25KG
  • Purity: 98
  • Supply Ability: 1MT
  • 4-Methylimidazole
  • 4-Methylimidazole pictures
  • 2026-07-03
  • CAS:822-36-6
  • Min. Order: 25Kg/Drum
  • Purity: 98
  • Supply Ability: 1MT

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4-Methylimidazole Basic information
Product Name:4-Methylimidazole
Synonyms:1H-Imidazole, 4-methyl-;1H-Imidazole,4-methyl;4(5)-Methylglyoxaline;4(Or 5)-Methylimidazole;4-Me-i;4-methyl-1(3)H-imidazole;4-methyl-1h-imidazol;NSC 40744
CAS:822-36-6
MF:C4H6N2
MW:82.1
EINECS:212-497-3
Product Categories:Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Building Blocks;Heterocyclic Building Blocks;Imidazoles;Imidazol&Benzimidazole;Miscellaneous;Imidaxoles;bc0001;822-36-6
Mol File:822-36-6.mol
4-Methylimidazole Structure
4-Methylimidazole Chemical Properties
Melting point 44-47 °C(lit.)
Boiling point 263 °C(lit.)
density 1.02
refractive index 1.5037
Fp >230 °F
storage temp. 2-8°C
solubility H2O: soluble, clear, colorless to yellow (50 mg/mL)
form Powder
pkapK1:7.55(+1) (25°C)
color Reddish-brown to green to brown
Water Solubility Soluble in water.
BRN 1453
Henry's Law Constant2.4×100 mol/(m3Pa) at 25℃, HSDB (2015)
Major Applicationcleaning products
cosmetics
food and beverages
forensics and toxicology
personal care
veterinary
InChI1S/C4H6N2/c1-4-2-5-3-6-4/h2-3H,1H3,(H,5,6)
InChIKeyXLSZMDLNRCVEIJ-UHFFFAOYSA-N
SMILESCc1c[nH]cn1
LogP0.230
CAS DataBase Reference822-36-6(CAS DataBase Reference)
NIST Chemistry Reference4-Methylimidazole(822-36-6)
IARC2B (Vol. 101) 2013
EPA Substance Registry System1H-Imidazole, 4-methyl- (822-36-6)
Safety Information
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 TSCA listed
HazardClass 8
PackingGroup III
HS Code 29339900
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Dermal
Acute Tox. 4 Oral
Skin Corr. 1B
Hazardous Substances Data822-36-6(Hazardous Substances Data)
MSDS Information
ProviderLanguage
4-Methylimidazole English
ACROS English
SigmaAldrich English
ALFA English
4-Methylimidazole Usage And Synthesis
Chemical PropertiesSlightly yellow chunks. soluble in water and ethanol.
Uses4-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.
Uses4-Methylimidazole is used for the curing agent of epoxy resin, the main raw material of medicine cimetidine. It can also be used for synthesis of antibacterial agent.
Preparation4-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).
DefinitionChEBI: 4-methylimidazole is imidazole substituted at position 4 by a methyl group. It has a role as a carcinogenic agent and a reaction intermediate.
General Description4(5)-Methylimidazole was quantified in coffee by GC-MS method.
Biological Activity4-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 effects4-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 MethodsRecrystallise 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.]
Tag:4-Methylimidazole(822-36-6) Related Product Information
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