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4-Methylimidazole

4-Methylimidazole Structure
4-Methylimidazole structure
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
MDL Number:
MFCD00005201
MOL File:
822-36-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-08-25 20:17:46
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4-Methylimidazole Properties

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
Henry's Law Constant 2.4×100 mol/(m3Pa) at 25℃, HSDB (2015)
Major Application cleaning products
cosmetics
food and beverages
forensics and toxicology
personal care
veterinary
InChI 1S/C4H6N2/c1-4-2-5-3-6-4/h2-3H,1H3,(H,5,6)
InChIKey XLSZMDLNRCVEIJ-UHFFFAOYSA-N
SMILES Cc1c[nH]cn1
LogP 0.230
Toxicology and Carcinogenesis Toxicology and Carcinogenesis Studies of 4-Methylimidazole (CASRN 822-36-6) in F344/N Rats and B6C3F1 Mice (Feed Studies)
CAS DataBase Reference 822-36-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII Q64GF9FV4I
Proposition 65 List 4-Methylimidazole
NIST Chemistry Reference 4-Methylimidazole(822-36-6)
IARC 2B (Vol. 101) 2013
EPA Substance Registry System 1H-Imidazole, 4-methyl- (822-36-6)
UNSPSC Code 85151701
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)
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  TSCA listed
HazardClass  8
PackingGroup  III
HS Code  29339900
Storage Class 8A - Combustible corrosive hazardous materials
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Oral
Skin Corr. 1B
Hazardous Substances Data 822-36-6(Hazardous Substances Data)
REACH Registrations Active
Limited Quantities 5.0 kg (11 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
NFPA 704
1
3 0

4-Methylimidazole price More Price(62)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 199885 4(5)-Methylimidazole 98% 822-36-6 50g $76.5 2026-04-30 Buy
Sigma-Aldrich 04535 4(5)-Methylimidazole analytical standard 822-36-6 100mg $80.1 2022-05-15 Buy
TCI Chemical M0636 4-Methylimidazole >98.0%(GC) 822-36-6 25g $38 2026-04-30 Buy
TCI Chemical M0636 4-Methylimidazole >98.0%(GC) 822-36-6 100g $93 2026-04-30 Buy
Usbiological 283430 4-Methylimidazole Asreported 822-36-6 25g $355 2026-06-03 Buy
Product number Packaging Price Buy
199885 50g $76.5 Buy
04535 100mg $80.1 Buy
M0636 25g $38 Buy
M0636 100g $93 Buy
283430 25g $355 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.

Uses

4-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.

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).

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.

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 synthesis

60100-09-6
116-09-6
822-36-6
Synthesis of 4-Methylimidazole from formamide and Hydroxyacetone

4-Methylimidazole Preparation Products And Raw materials

Raw materials

Methylglyoxal Formaldehyde Ammonium oxalate Methanol Ammonia
2,4-Dimethylimidazole 6-Deoxy-L-mannose monohydrate

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Preparation Products

4-[[(2-aminoethyl)thio]methyl]-5-methylimidazole Cimetidine 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline 2-Chloro-6-methylpyrazine 5(4)-Iodo-4(5)-methyl-imidazole
4-Hydroxymethyl-5-methylimidazole Benzaldehyde, 4-(4-methyl-1H-imidazol-1-yl)- 1H-Imidazole-1-carboxamide, N,N,4-trimethyl-

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4-Methylimidazole Suppliers

Global Suppliers ( 637)
Supplier Tel Email Country ProdList Advantage
Shanghai YouPeng Chemical Co. Ltd. 021-69005955 13701776567; youpengchem@163.com China 4153 56
Shenzhen Nexconn Pharmatechs Ltd. 0755-89396905 admin@nexconn.com China 299 55
Jinan Xinda Chemical Co. LTD 18615526239 363436853@qq.com China 167 58
Shandong Xinyang Chemical Co., Ltd 13287720377 3585673409@qq.com China 166 58
Shanghai Kuncheng Industrial Co., LTD 15317029879 15317029879 shkcsy@yeah.net China 12 58
Shandong Chengwu Zeda General Chemical Co., Ltd. 057186770761 zhedapanaco02@zhedachem.com China 171 58
Zheda Panaco Chemical Engineering Co., Ltd 0571-86770761 zhedapanaco02@zhedachem.com China 100 60
Hubei Word Chemical Technology Co., Ltd. 15972179313 15972179313 2562513574@qq.com China 948 58
Tianjin Zhongxin Chemtech Co., Ltd. 022-66880623 sales@tjzxchem.com China 612 60
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Supplier Advantage
Shanghai YouPeng Chemical Co. Ltd. 56
Shenzhen Nexconn Pharmatechs Ltd. 55
Jinan Xinda Chemical Co. LTD 58
Shandong Xinyang Chemical Co., Ltd 58
Shanghai Kuncheng Industrial Co., LTD 58
Shandong Chengwu Zeda General Chemical Co., Ltd. 58
Zheda Panaco Chemical Engineering Co., Ltd 60
Hubei Word Chemical Technology Co., Ltd. 58
Tianjin Zhongxin Chemtech Co., Ltd. 60
J & K SCIENTIFIC LTD. 76

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View Latest Price from 4-Methylimidazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Methylimidazole pictures 2026-09-15 4-Methylimidazole
822-36-6
 1KG 98.0% 20tons/month WUHAN FORTUNA CHEMICAL CO., LTD
4-Methylimidazole pictures 2026-09-15 4-Methylimidazole
822-36-6
 1KG 99% 200mt/year Jinan Finer Chemical Co., Ltd
4-Methylimidazole pictures 2026-09-15 4-Methylimidazole
822-36-6
 $75.00-100.00 1kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD

4-Methylimidazole Spectrum

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