2-benzyl-4,5-dihydro-1H-imidazole

• ChemBase ID: 676
• Molecular Formular: C10H12N2
• Molecular Mass: 160.21568
• Monoisotopic Mass: 160.10004839
• SMILES: N1C(=NCC1)Cc1ccccc1
• Canonical SMILES: c1ccc(cc1)CC1=NCCN1
• InChI: InChI=1S/C10H12N2/c1-2-4-9(5-3-1)8-10-11-6-7-12-10/h1-5H,6-8H2,(H,11,12)
• InChIKey: JIVZKJJQOZQXQB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-benzyl-4,5-dihydro-1H-imidazole
• IUPAC Traditional name: tolazoline
• Brand Name: Artonil; Benzazoline; Benzidazol; Benzolin; Benzylimidazoline; Dilatol Asi; Divascol; Imidalin; Imidaline; Kasimid; Lambril; Olitensol; Peripherine; Phenylmethylimidazoline; Prefaxil; Priscol; Priscoline; Tolazolin; Vasimid; Vasodil; Vasodilatan
• Synonyms: Tolazoline; 2-BENZYL-4,5-IMIDAZOLINE HYDROCHLORIDE; 4,5-dihydro-2-(phenylmethyl)-1h-imidazole; Benzidazol; NSC 35110; Phenylmethylimidazoline; 2-Benzyl-2-imidazoline; 2-Benzyl-4,5-dihydro-1H-imidazole; Tolazoline; 2-Benzylimidazoline; 2-苄基-2-咪唑啉; 2-苄基-4,5-二氢-1H-咪唑; 托拉佐林; 2-苯甲基咪唑啉

Database IDs

• CAS Number: 59-97-2; 59-98-3
• EC Number: 200-447-3; 200-448-9
• MDL Number: MFCD00005182
• PubChem SID: 46505641; 160964139; 24857660
• PubChem CID: 5504

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.20981
• LogD (pH = 7.4): -1.0758278
• Log P: 1.2036402
• Molar Refractivity: 49.0693 cm^3
• Polarizability: 18.839672 Å^3
• Polar Surface Area: 24.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.05
• LOG S: -2.07
• Solubility (Water): 1.36e+00 g/l

PROPERTIES

Physical Property

• Solubility: 373 mg/L
• Melting Point: 174°C; 66-69 °C(lit.)
• Hydrophobicity(logP): 1.5

Safety Information

• RTECS: NJ1925000; NJ2350000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; R:22
• Safety Statements: 26-28-36/37/39-45; S:36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... HTR1B(3351), HTR1D(3352)

Product Information

• Purity: 97%; 99%
• Empirical Formula (Hill Notation): C10H12N2

DETAILS

MP Biomedicals - 05201084

MP Biomedicals Rare Chemical collection

DrugBank - DB00797

• Drug Groups: approved
• Description: A vasodilator that apparently has direct actions on blood vessels and also increases cardiac output. Tolazoline can interact to some degree with histamine, adrenergic, and cholinergic receptors, but the mechanisms of its therapeutic effects are not clear. It is used in treatment of persistent pulmonary hypertension of the newborn. [PubChem]
• Indication: For the treatment of pulmonary artery anomalies
• Pharmacology: Tolazoline is a pulmonary vasodilator indicated used to decrease pulmonary vascular resistance (PVR) in persistent pulmonary hypertension of the newborn (PPHN).
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia

Sigma Aldrich - 293490

Packaging
1, 5 g in glass bottle
Application
Reactant for synthesis of imidazoline-containing drug1
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 293490.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.