1-benzyl-1H-imidazole

• ChemBase ID: 4148
• Molecular Formular: C10H10N2
• Molecular Mass: 158.1998
• Monoisotopic Mass: 158.08439833
• SMILES: C(n1ccnc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)Cn1cncc1
• InChI: InChI=1S/C10H10N2/c1-2-4-10(5-3-1)8-12-7-6-11-9-12/h1-7,9H,8H2
• InChIKey: KKKDZZRICRFGSD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-benzyl-1H-imidazole
• IUPAC Traditional name: 1-benzylimidazole
• Synonyms: 1-BENZYL IMIDAZOLE; 1-Benzylimidazole; 1-benzyl-1H-imidazole; N-Benzylimidazole; 1-Benzyl-1H-imidazole; BIM; 1-benzylimidazole; 1-苄基咪唑

Database IDs

• CAS Number: 4238-71-5
• EC Number: 224-200-4
• MDL Number: MFCD00005296
• Beilstein Number: 114571
• PubChem SID: 46506844; 160967580; 24847290; 24848185
• PubChem CID: 77918

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.2747616
• LogD (pH = 7.4): 1.7393606
• Log P: 1.802925
• Molar Refractivity: 48.5221 cm^3
• Polarizability: 18.512987 Å^3
• Polar Surface Area: 17.82 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.58
• LOG S: -2.03
• Solubility (Water): 1.47e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 68-70 °C(lit.); 68-73°C; 71 - 73°C
• Boiling Point: 310 °C(lit.); 310°C
• Hydrophobicity(logP): 1.60 [AVDEEF,A (1993)]; 1.755

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (NT); 95%; 97%; 98%; 98+%; 99%
• Grade: purum
• Empirical Formula (Hill Notation): C10H10N2

DETAILS

MP Biomedicals - 05223369

MP Biomedicals Rare Chemical collection

DrugBank - DB04581

• Drug Groups: experimental
• Description: 1-benzylimidazole, an N-imidazole derivative, has been shown to have strong cardiotonic activity.
• Affected Organisms: Humans and other mammals
• References: Mori Y, Iimura K, Hirano K: N-benzylimidazole, a potent inducer of rat liver enzymes involved in mutagenic activation of various carcinogens. Mutat Res. 1993 Jun;302(2):129-33. [Pubmed] ; Lucas J, Chan PS, Mateja N, Cervoni P, Ronsberg MA, Lipchuck LM: 1-Benzylimidazole, a thromboxane synthetase inhibitor acutely lowers blood pressure mainly by alpha-adrenoceptor blockade in spontaneously hypertensive rats (SHR). Prostaglandins Leukot Med. 1983 Dec;12(4):409-21. [Pubmed] ; Tuttle RS, Garcia-Minor C, Simon M: Cardiovascular effects of 1-benzylimidazole. J Pharmacol Exp Ther. 1975 Sep;194(3):624-32. [Pubmed]

Sigma Aldrich - 116416

Packaging
25 g in poly bottle
5 g in glass bottle

REFERENCES

• Mori Y, Iimura K, Hirano K: N-benzylimidazole, a potent inducer of rat liver enzymes involved in mutagenic activation of various carcinogens. Mutat Res. 1993 Jun;302(2):129-33. Pubmed
• Lucas J, Chan PS, Mateja N, Cervoni P, Ronsberg MA, Lipchuck LM: 1-Benzylimidazole, a thromboxane synthetase inhibitor acutely lowers blood pressure mainly by alpha-adrenoceptor blockade in spontaneously hypertensive rats (SHR). Prostaglandins Leukot Med. 1983 Dec;12(4):409-21. Pubmed
• Tuttle RS, Garcia-Minor C, Simon M: Cardiovascular effects of 1-benzylimidazole. J Pharmacol Exp Ther. 1975 Sep;194(3):624-32. Pubmed
• Can be lithiated and subsequently alkylated at the benzylic position: Synthesis, 303 (1985).