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Tetrahydrozoline

Names

[ CAS No. ]:
84-22-0

[ Name ]:
Tetrahydrozoline

[Synonym ]:
2-tetralin-1-yl-4,5-dihydro-1H-imidazole
EINECS 201-522-3
Tetrahydrozolinum
tetrahydrozoline
Tyzanol
2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole
Tetryzoline
Tetryzolin

Biological Activity

[Description]:

Tetrahydrozoline is a potent α-adrenergic agonist and causes vasoconstriction. Tetrahydrozoline is used for the relief of conjunctival, ophthalmic and nasal congestion in vivo[1][2].

[Related Catalog]:

Research Areas >> Cardiovascular Disease
Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

[References]

[1]. E Kisilevsky, et al. Anterior and posterior segment vasculopathy associated with long-term use of tetrahydrozoline. CMAJ. 2018 Oct 9;190(40):E1208.

[2]. Judy Peat, et al.Determination of tetrahydrozoline in urine and blood using gas chromatography-mass spectrometry (GC-MS). Methods Mol Biol

Chemical & Physical Properties

[ Density]:
1.2 g/cm3

[ Boiling Point ]:
393.5ºC at 760 mmHg

[ Molecular Formula ]:
C13H16N2

[ Molecular Weight ]:
200.28000

[ Flash Point ]:
191.8ºC

[ Exact Mass ]:
200.13100

[ PSA ]:
24.39000

[ LogP ]:
1.87260

[ Index of Refraction ]:
1.656

[ Storage condition ]:
-20℃

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NJ4525000
CHEMICAL NAME :
2-Imidazoline, 2-(1,2,3,4-tetrahydro-1-naphthyl)-
CAS REGISTRY NUMBER :
84-22-0
BEILSTEIN REFERENCE NO. :
0011442
LAST UPDATED :
199612
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C13-H16-N2
MOLECULAR WEIGHT :
200.31
WISWESSER LINE NOTATION :
L66&TJ G- BT5M CN BUTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - child
DOSE/DURATION :
186 nL/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
AJEMEN American Journal of Emergency Medicine. (WB Saunders, Philadelphia, PA) V.1- 1983- Volume(issue)/page/year: 2,217,1984
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - child
DOSE/DURATION :
150 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - hallucinations, distorted perceptions Behavioral - irritability
REFERENCE :
AEMED3 Annals of Emergency Medicine. (American College of Emergency Physicians, 1125 Executive Circle, Irving, TX 75038) Volume(issue)/page/year: 20,655,1991
TYPE OF TEST :
TCLo - Lowest published toxic concentration
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Human - infant
DOSE/DURATION :
60 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - miosis (pupillary constriction) Behavioral - coma Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
34ZIAG "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969 Volume(issue)/page/year: -,580,1969
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - child
DOSE/DURATION :
375 nL/kg
TOXIC EFFECTS :
Behavioral - wakefulness Behavioral - somnolence (general depressed activity)
REFERENCE :
AJEMEN American Journal of Emergency Medicine. (WB Saunders, Philadelphia, PA) V.1- 1983- Volume(issue)/page/year: 2,217,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
335 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 12,971,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
116 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 12,971,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
252 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 12,971,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
48100 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: -,699,1990

Synthetic Route

Precursor & DownStream


Related Compounds