N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline

• ChemBase ID: 6400
• Molecular Formular: C17H19N3
• Molecular Mass: 265.35286
• Monoisotopic Mass: 265.15789762
• SMILES: N(CC1=NCCN1)(Cc1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)CN(c1ccccc1)CC1=NCCN1
• InChI: InChI=1S/C17H19N3/c1-3-7-15(8-4-1)13-20(14-17-18-11-12-19-17)16-9-5-2-6-10-16/h1-10H,11-14H2,(H,18,19)
• InChIKey: REYFJDPCWQRWAA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzyl-N-(4,5-dihydro-1H-imidazol-2-ylmethyl)aniline; N-benzyl-N-[(4,5-dihydro-1H-imidazol-2-yl)methyl]aniline
• IUPAC Traditional name: antazoline
• Brand Name: Antihistal; Antastan; Antasten; Antistin; Histostab; Vasocon-a
• Synonyms: Phenazolin; Phenazoline; Antazoline; n-benzyl-n-(4,5-dihydro-1h-imidazol-2-ylmethyl)aniline

Database IDs

• CAS Number: 2508-72-7; 154-68-7; 91-75-8
• EC Number: 219-719-8
• PubChem SID: 160969707
• PubChem CID: 2200
• ATC CODE: R01AC04; R06AX05
• CHEMBL: 1305
• Chemspider ID: 2115
• DrugBank ID: DB08799
• KEGG ID: D07458
• Unique Ingredient Identifier: DHA8014SS1
• Wikipedia Title: Antazoline

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.48078474
• LogD (pH = 7.4): 1.1296244
• Log P: 2.8763921
• Molar Refractivity: 82.8875 cm^3
• Polarizability: 31.436258 Å^3
• Polar Surface Area: 27.63 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.22
• LOG S: -3.37
• Solubility (Water): 1.14e-01 g/l

PROPERTIES

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• RTECS: NJ2150000

Pharmacology Properties

• Admin Routes: Topical (nasal, eye drops)

Product Information

• Purity: 97%

DETAILS

MP Biomedicals - 02154787

Hydrochloride

MP Biomedicals - 05210713

MP Biomedicals Rare Chemical collection

DrugBank - DB08799

• Drug Groups: approved
• Description: Antazoline is a 1st generation antihistamine that also anticholinergic properties used to relieve nasal congestion and in eye drops, usually in combination with naphazoline, to relieve the symptoms of allergic conjunctivitis.
• Indication: Used to relieve nasal congestion and in eye drops, usually in combination with naphazoline, to relieve the symptoms of allergic conjunctivitis.
• Pharmacology: Antazoline is a histamine H1 receptor antagonist. It selectively bind to but does not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine.
• Affected Organisms: Humans and other mammals
• References: Figus M, Fogagnolo P, Lazzeri S, Capizzi F, Romagnoli M, Canovetti A, Iester M, Ferreras A, Rossetti L, Nardi M: Treatment of allergic conjunctivitis: results of a 1-month, single-masked randomized study. Eur J Ophthalmol. 2010 Sep-Oct;20(5):811-8. [Pubmed]
• External Links: Wikipedia

REFERENCES

• Figus M, Fogagnolo P, Lazzeri S, Capizzi F, Romagnoli M, Canovetti A, Iester M, Ferreras A, Rossetti L, Nardi M: Treatment of allergic conjunctivitis: results of a 1-month, single-masked randomized study. Eur J Ophthalmol. 2010 Sep-Oct;20(5):811-8. Pubmed