2-[5-methyl-2-(propan-2-yl)phenoxymethyl]-4,5-dihydro-1H-imidazole

• ChemBase ID: 6403
• Molecular Formular: C14H20N2O
• Molecular Mass: 232.3214
• Monoisotopic Mass: 232.15756327
• SMILES: O(c1c(C(C)C)ccc(c1)C)CC1=NCCN1
• Canonical SMILES: Cc1ccc(c(c1)OCC1=NCCN1)C(C)C
• InChI: InChI=1S/C14H20N2O/c1-10(2)12-5-4-11(3)8-13(12)17-9-14-15-6-7-16-14/h4-5,8,10H,6-7,9H2,1-3H3,(H,15,16)
• InChIKey: QRORCRWSRPKEHR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-methyl-2-(propan-2-yl)phenoxymethyl]-4,5-dihydro-1H-imidazole
• IUPAC Traditional name: tymazoline
• Brand Name: Thymazen
• Synonyms: Pernazene; Tymazoline

Database IDs

• CAS Number: 24243-97-8
• PubChem SID: 160969710
• PubChem CID: 34154

CALCULATED PROPERTIES

JChem

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.6744437
• LogD (pH = 7.4): 2.198444
• Log P: 2.6446345
• Molar Refractivity: 69.5415 cm^3
• Polarizability: 26.71834 Å^3
• Polar Surface Area: 33.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.2
• LOG S: -3.29
• Solubility (Water): 1.18e-01 g/l

DETAILS

DrugBank - DB08803

• Drug Groups: approved
• Description: Tymazoline is a nasal preparation.
• Indication: For the treatment of Inflammation of the lining of the nose and paranasal sinuses and allergic inflammation of nasopharyngeal.
• Pharmacology: Tymazoline is a drug with antihistaminic and sympathomimetic properties. It locally reduces swelling, inflammation and mucosal secretions of the nasal passages.
• Toxicity: A large overdose or accidental oral intake, especially in children, may cause excessive sedation with drowsiness, reduced body temperature, heart rate relief and fluctuations in blood pressure and collapse.
• References: Levrier J, Molon-Noblot S, Duval D, Lloyd KG: A new ex vivo method for the study of nasal drops on ciliary function. Fundam Clin Pharmacol. 1989;3(5):471-82. [Pubmed] ; Lorino AM, Lofaso F, Drogou I, Abi-Nader F, Dahan E, Coste A, Lorino H: Effects of different mechanical treatments on nasal resistance assessed by rhinometry. Chest. 1998 Jul;114(1):166-70. [Pubmed]
• External Links: Wikipedia

REFERENCES

• Levrier J, Molon-Noblot S, Duval D, Lloyd KG: A new ex vivo method for the study of nasal drops on ciliary function. Fundam Clin Pharmacol. 1989;3(5):471-82. Pubmed
• Lorino AM, Lofaso F, Drogou I, Abi-Nader F, Dahan E, Coste A, Lorino H: Effects of different mechanical treatments on nasal resistance assessed by rhinometry. Chest. 1998 Jul;114(1):166-70. Pubmed