2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole hydrochloride

• ChemBase ID: 104684
• Molecular Formular: C13H17ClN2
• Molecular Mass: 236.74048
• Monoisotopic Mass: 236.10802623
• SMILES: Cl.C1CC(C2=NCCN2)c2ccccc2C1
• Canonical SMILES: C1CN=C(N1)C1CCCc2c1cccc2.Cl
• InChI: InChI=1S/C13H16N2.ClH/c1-2-6-11-10(4-1)5-3-7-12(11)13-14-8-9-15-13;/h1-2,4,6,12H,3,5,7-9H2,(H,14,15);1H
• InChIKey: BJORNXNYWNIWEY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole hydrochloride
• IUPAC Traditional name: visine hydrochloride
• Synonyms: Tetrahydrozoline hydrochloride; Tetrahydrozoline HCl; 4,5-Dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole Hydrochloride; Murine Plus; Soothe; Tetryzoline hydrochloride; Tinarhinin; Tizine; Tyzanol; Tyzanol hydrochloride; Tyzine; Tyzine hydrochloride; Visine; Visine hydrochloride; Vislin; Yxin; 2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole hydrochloride; TETRAHYDROZOLINE HYDROCHLORIDE

Database IDs

• CAS Number: 522-48-5
• EC Number: 208-329-3
• MDL Number: MFCD00058029
• PubChem SID: 24278736; 162092029
• PubChem CID: 10648

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.17214893
• LogD (pH = 7.4): -0.015310861
• Log P: 2.2408907
• Molar Refractivity: 61.4838 cm^3
• Polarizability: 23.558542 Å^3
• Polar Surface Area: 24.39 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 248-251°C
• Hydrophobicity(logP): 3.535

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: NJ4550000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; R:22
• Safety Statements: 26-36; S:36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Adrenergic Receptor
• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152)

Product Information

• Purity: ≥98%; 95%
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C13H16N2 · HCl

DETAILS

MP Biomedicals - 02156806

Hydrochloride
Crystalline

Sigma Aldrich - T4264

Biochem/physiol Actions
α-adrenoceptor agonist; imidazoline binding site ligand; vasoconstrictor.

Toronto Research Chemicals - T296100

An alpha agonist, causing constriction of conjunctival blood vessels. Used in over-the-counter eye drops, this compound relieves the redness left by ocular irritants.

REFERENCES

• Marrero-Ponce, Y., et al.: Bioorg. Med. Chem., 13, 2881 (2005)
• Sandri, G., et al.: Eur. J. Pharm. Biopharm., 62, 59 (2005)
• Rosenthal, R., et al.: J. Ocular Pharmacol. Ther., 22, 440 (2005)
• Sabio, S., et al.: J. App. Oral Sci., 16, 280 (2005)