1-Methylimidazol

1-Methylimidazole

HCID 1390CAS 616-47-7
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Grundinformationen

Standard-SMILES
Cn1ccnc1
InChIKey
MCTWTZJPVLRJOU-UHFFFAOYSA-N
Summenformel
C4H6N2
Durchschnittliche Molmasse
82,1 g/mol
Monoisotopische Masse
82,05309819

Überblick

1-methyl-1H-imidazole is a 1H-imidazole having a methyl substituent at the N-1 position.

Namen und Bezeichner

Bevorzugter Name
1-Methylimidazole
IUPAC
1-methylimidazole
Lokaler Name
1-Methylimidazol
Englischer Name
1-Methylimidazole
Summenformel
C4H6N2
Molmasse
82.1

Namen und Synonyme

1-methylimidazole1-Methyl-1H-imidazole616-47-7N-Methylimidazole1H-Imidazole, 1-methyl-IMIDAZOLE, 1-METHYL-DTXSID6052291P4617QS63YNSC-880641-methyl-1H-imidazol-3-iumDTXCID6030863CHEBI:113454
Weitere Namen anzeigen
MIMMeImmethyl imidazoleN-methylimidazole (1-methylimidazole)1-MethylimdazoleN-methyl midazoleN-methyl glyoxaline
RefChem:76394210-484-7N-methylimidazol1-methylimidazoln-methyl imidazoleMFCD00005292Methimazole Impurity 2; Thiamazole EP Impurity B1-methyl-imidazole

Datenbank-Bezeichner

CAS
616-47-7
PubChem CID
1390
DTXSID
DTXSID6052291
ChEMBL
CHEMBL543
ChEBI
CHEBI:113454
UNII
P4617QS63Y
EC Number
210-484-7
Nikkaji
J1.664K

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,1
Polarare Oberfläche (TPSA)
17,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
6

Experimentelle und physikochemische Eigenschaften

Chemical ClassesNitrogen Compounds -> Imidazoles
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesDensity
Density1.0325 @25 °C
Boiling Point196 °C @760 [mm Hg]
Melting Point-6 °C

Physikochemische Eigenschaften

Schmelzpunkt
60 °C · −60 °C(lit.)
Siedepunkt
198 °C · 198 °C(lit.)
Dichte
1.03 g/mL · 1.03 g/mL at 25 °C(lit.)
Dampfdruck
0.4 mm · 0.4 mm Hg ( 20 °C)
Brechungsindex
20 · n20/D 1.495(lit.)
Flammpunkt
198 °F · 198 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.1% (1 of 797) of reports.

Danger

H302 (96.9%): Harmful if swallowed [Warning Acute toxicity, oral]

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: 1H-Imidazole, 1-methyl-

1H-Imidazole, 1-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Imidazole, 1-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 03-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/10038

1-Methylimidazole: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - 1H-Imidazole, 1-methyl-
Hazards Summary · 1 Eintrag

Causes convulsions in oral and intraperitoneal lethal-dose studies of mice; [RTECS] Dermal LD50 (rabbit) = 400-640 mg/kg; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion and skin absorption; [Alfa Aesar MSDS] See Imidazole.

Hazard Classes and Categories · 3 Einträge

Acute Tox. 4 (96.9%)

Acute toxicity (ingestion) - category 4

Acute Tox. 4 *

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

2.3 [mg/m3]

25 [mg/m3]

150 [mg/m3]

Toxikologische Informationen

Adverse EffectsDermatotoxin - Skin burns.

Sicherheitsdaten

F
3-10
wgk
1
tsca
TSCA listed
ridadr
UN 3267 8/PG 2
hs_code
29332990
RTECS-Nr.
NI7000000

Chemie und Industrie

Verwendung und Herstellung

U.S. Production2023: 50,000 - <75,000 lb
Industry UsesProcessing aids not otherwise specified
General Manufacturing Information · 2 Einträge

All Other Basic Organic Chemical Manufacturing

1H-Imidazole, 1-methyl-: ACTIVE

Anwendungen · 1 Eintrag

Verwenden1-Methylimidazole is an aprotic solvent. It is a derivative of imidazole used in the production of pharmaceuticals, pesticides, ion exchange resins, dye intermediates, textile auxiliaries, photographic chemicals, and corrosion inhibitors. It can also be used as a catalyst for the manufacture of polyurethane and a curing agent for epoxy resins. For example, when 1-methylimidazole is added to an aqueous diethylenetriamine (DETA) solution, high CO2 loading can be achieved through phase separation of the absorbent during CO2 absorption[1].

Darstellung · 1 Eintrag

synthetische1-Methylimidazole is prepared mainly by two routes industrially. The main one is acid-catalysed methylation of imidazole by methanol. The second method involves the Radziszewski reaction from glyoxal, formaldehyde, and a mixture of ammonia and methylamine. (CHO)2 + CH2O + CH3NH2 + NH3 → H2C2N(NCH3)CH + 3 H2O The compound can be synthesized on a laboratory scale by methylation of imidazole at the pyridine-like nitrogen and subsequent deprotonation. Similarly, 1-methylimidazole may be synthesized by first deprotonating imidazole to form a sodium salt followed by methylation. H2C2N(NH)CH + CH3I → [H2C2(NH)(NCH3)CH]I [H2C2(NH)(NCH3)CH]I + NaOH → H2C2N(NCH3)CH + H2O + NaI

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Ergänzende Hinweise

DefinitionChEBI: 1-methyl-1H-imidazole is a 1H-imidazole having a methyl substituent at the N-1 position. It is a metabolite of 1-methyl-2-thioimidazole (methimazole). It inhibits bone resorption.

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