Antazoline

Title: Antazoline
CAS Registry Number: 91-75-8
CAS Name: 4,5-Dihydro-N-phenyl-N-(phenylmethyl)-1H-imidazole-2-methanamine
Additional Names: 2-(N-benzylanilinomethyl)-2-imidazoline; phenazoline; 2-(N-phenyl-N-benzylaminomethyl)imidazoline; imidamine
Manufacturers' Codes: 5512-M
Molecular Formula: C17H19N3
Molecular Weight: 265.35
Percent Composition: C 76.95%, H 7.22%, N 15.84%
Literature References: Prepn: Miescher, Klarer, US 2449241 (1948 to Ciba). HPLC determn in ophthalmic solutions: S. C. Ruckmick et al., J. Pharm. Sci. 84, 502 (1995). Clinical trial in combination with naphazoline in allergic conjunctivitis: M. B. Abelson et al., Arch. Ophthalmol. 108, 520 (1990).
Properties: Crystals, mp 120-122°.
Melting point: mp 120-122°
Derivative Type: Hydrochloride
CAS Registry Number: 2508-72-7
Trademarks: Antistine (Novartis); Antasten (Novartis)
Molecular Formula: C17H19N3.HCl
Molecular Weight: 301.81
Percent Composition: C 67.65%, H 6.68%, N 13.92%, Cl 11.75%
Properties: Bitter crystals producing temporary numbness of the tongue. mp 237-241°. uv max: 242 nm (E1%1cm 495 to 515); min 222 nm. One gram dissolves in 40 ml water, in 25 ml alc. Practically insol in ether, benzene, chloroform. pH (1% aq soln): 6.3.
Melting point: mp 237-241°
Absorption maximum: uv max: 242 nm (E1%1cm 495 to 515)
Derivative Type: Phosphate
CAS Registry Number: 154-68-7
Molecular Formula: C17H19N3.H3PO4
Molecular Weight: 363.35
Percent Composition: C 56.19%, H 6.10%, N 11.56%, P 8.52%, O 17.61%
Properties: Crystals. Bitter taste. mp 194-198°. Sol in water. Sparingly sol in methanol. Practically insol in benzene, ether. pH (2% aq soln): 4.5.
Melting point: mp 194-198°
Therap-Cat: Antihistaminic.
Therap-Cat-Vet: Antihistaminic.
Keywords: Antihistaminic.
Antheridiol Anthiolimine Anthracene Anthragallol Anthralin

Antazoline
Antazoline.svg
Systematic (IUPAC) name
N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-N-(phenylmethyl)aniline
Clinical data
Trade names Vasocon-a
AHFS/Drugs.com Micromedex Detailed Consumer Information
Legal status  ?
Routes Topical (nasal, eye drops)
Identifiers
CAS number 91-75-8 YesY
ATC code R01AC04 R06AX05
PubChem CID 2200
DrugBank DB08799
ChemSpider 2115 YesY
UNII DHA8014SS1 YesY
KEGG D07458 YesY
ChEMBL CHEMBL1305 YesY
Chemical data
Formula C17H19N3 
Mol. mass 265.353 g/mol
 YesY (what is this?)  (verify)

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.[1]