4-Methylimidazol

Bezeichnung:4-Methylimidazol

CAS-Nr822-36-6

Englisch Name:4-Methylimidazole

CBNumberCB5424070

SummenformelC4H6N2

Molgewicht82.1

MOL-Datei822-36-6.mol

Synonyma

4-Methylimidazol

4-Methylimidazol physikalisch-chemischer Eigenschaften

Schmelzpunkt	44-47 °C(lit.)
Siedepunkt	263 °C(lit.)
Dichte	1.02
Brechungsindex	1.5037
Flammpunkt	>230 °F
storage temp.	2-8°C
Löslichkeit	H2O: soluble, clear, colorless to yellow (50 mg/mL)
Aggregatzustand	Powder
pka	pK1:7.55(＋1) (25°C)
Farbe	Reddish-brown to green to brown
Wasserlöslichkeit	Soluble in water.
BRN	1453
InChIKey	XLSZMDLNRCVEIJ-UHFFFAOYSA-N
LogP	0.230
CAS Datenbank	822-36-6(CAS DataBase Reference)
IARC	2B (Vol. 101) 2013
NIST chemische Informationen	4-Methylimidazole(822-36-6)
EPA chemische Informationen	1H-Imidazole, 4-methyl- (822-36-6)

Sicherheit

Kennzeichnung gefährlicher	C
R-Sätze:	21/22-34-22
S-Sätze:	26-36/37/39-45-25
RIDADR	UN 3263 8/PG 3
WGK Germany	2
RTECS-Nr.	NI7350000
TSCA	Yes
HazardClass	8
PackingGroup	III
HS Code	29339900
Giftige Stoffe Daten	822-36-6(Hazardous Substances Data)

Gefahreninformationscode (GHS)

4-Methylimidazole Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R21/22:Gesundheitsschädlich bei Berührung mit der Haut und beim Verschlucken.
R34:Verursacht Verätzungen.
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S25:Berührung mit den Augen vermeiden.
Chemische Eigenschaften
Slightly yellow chunks. soluble in water and ethanol.
Verwenden
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.
Verwenden
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.
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.
synthetische
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).
Allgemeine Beschreibung
4(5)-Methylimidazole was quantified in coffee by GC-MS method.
Biologische Aktivität
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.
Nebenwirkungen
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.
läuterung methode
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 Upstream-Materialien And Downstream Produkte

4-Methylimidazol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

822-36-6, 4-Methylimidazole Verwandte Suche:

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