Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Nervous system drugs >  Cholinergic drugs >  Tetryzoline

Tetryzoline

Basic information Safety Supplier Related

Tetryzoline Basic information

Product Name:
Tetryzoline
Synonyms:
  • TETRYZOLINE
  • 2-(1,2,3,4-Tetrahydro-1-naphthalenyl)-4,5-dihydro-1H-imidazole
  • 2-(1,2,3,4-Tetrahydro-1-naphthyl)-2-imidazoline
  • 2-(1,2,3,4-Tetrahydro-1-napthyl)-2-imidazoline
  • 2-Imidazoline, 2-(1,2,3,4-tetrahydro-1-naphthyl)-
  • Tetryzolin
  • Tyzanol
  • TETRYZOLNE
CAS:
84-22-0
MF:
C13H16N2
MW:
200.28
EINECS:
201-522-3
Mol File:
84-22-0.mol
More
Less

Tetryzoline Chemical Properties

Melting point:
117-119 °C(Solv: heptane (142-82-5); ethanol (64-17-5))
Boiling point:
393.5±21.0 °C(Predicted)
Density 
1.20±0.1 g/cm3(Predicted)
solubility 
Chloroform (Slightly), DMSO (Slightly)
form 
Solid
pka
pKa 10.51 (Uncertain)
color 
Off-White to Pale Yellow
NIST Chemistry Reference
1H-Imidazole, 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-(84-22-0)
More
Less

Safety Information

Hazardous Substances Data
84-22-0(Hazardous Substances Data)
More
Less

Tetryzoline Usage And Synthesis

Originator

Tyzine,Pfizer,US,1954

Uses

Tetrahydrozoline is generally used in the form of eye drops for constriction of blood vessels as well as locally for minor inflammations and bites.

Definition

ChEBI: Tetryzoline is a member of imidazolines and a carboxamidine. It has a role as a sympathomimetic agent and a nasal decongestant. It is a conjugate base of a tetryzoline(1+).

Manufacturing Process

A mixture of 540 grams (9.0 mols) of ethylenediamine, 270 grams (1.53 mols) of 1,2,3,4tetrahydro-α-naphthoic acid, and 360 ml (4.32 mols) of concentrated hydrochloric acid was introduced into a two-liter, three-necked flask fitted with a thermometer, stirrer, and distillation takeoff. The mixture was distilled under a pressure of about 20 mm of mercury absolute until the temperature rose to 210°C. Thereafter, heating was continued under atmospheric pressure and when the temperature reached about 260°C, an exothermic reaction was initiated. The heat was then adjusted to maintain a reaction temperature of 275° to 280°C for 45 minutes and the mixture thereafter cooled to room temperature.
900 ml of 4 N hydrochloric acid was added and the aqueous layer stirred with warming until a clear, brown solution resulted. This brown solution was made strongly alkaline with sodium hydroxide. The oil that separated solidified and was collected on a filter leaving filtrate A. The solid was dissolved in 370 ml of alcohol with warming, and the solution was treated with 130 ml of concentrated hydrochloric acid with stirring and cooling. This acidified mixture was diluted with 300 ml of ether and chilled. The solid salt was collected and dried and the filtrate concentrated to approximately 300 ml, diluted with 300 ml of ether and the salt which separated collected and dried.
Filtrate A was extracted with ether, dried, acidified with alcoholic hydrogen chloride, and the salt which separated was collected and dried. There was thus obtained, when all the salt had been combined, 250 grams (69.3% of the theoretical yield) of 2-(1,2,3,4-tetrahydro-1-naphthyl)imidazoline hydrochloride, melting at 256° to 257°C.

Therapeutic Function

Nasal decongestant, Pharmaceutic aid

Synthesis

Tetrahydrozoline, 2-(1,2,3,4-tetrahydro-1-naphthalenyl)-2-imidazoline (11.1.41), is synthesized in one step by the heterocyclization of 1-cyanotetraline with ethylenediamine [45].

TetryzolineSupplier

Tianjin heowns Biochemical Technology Co., Ltd.
Tel
400 638 7771
Email
sales@heowns.com
Nanjing Kaitian Chemical Co., Ltd.
Tel
+86 (25) 5860-8846
Email
kt_chem@126.com
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Aikon International Limited
Tel
025-58851090 13611564524
Email
lwan@aikonchem.com