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Substance Name: Tolazoline [INN:BAN]
RN: 59-98-3
UNII: CHH9H12AQ3
InChIKey: JIVZKJJQOZQXQB-UHFFFAOYSA-N

Note

  • A vasodilator that apparently has direct actions on blood vessels and also increases cardiac output. Tolazoline can interact to some degree with histamine, adrenergic, and cholinergic receptors, but the mechanisms of its therapeutic effects are not clear. It is used in treatment of persistent pulmonary hypertension of the newborn.

Molecular Formula

  • C10-H12-N2

Molecular Weight

  • 160.2188
 

Classification Codes

  • Adrenergic Agents
  • Adrenergic alpha-Antagonists
  • Adrenergic Antagonists
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Neurotransmitter Agents
  • Vasodilator Agents
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Names and Synonyms

Name of Substance

  • Tolazoline
  • Tolazoline [INN:BAN]

MeSH Heading

  • Tolazoline

Synonyms

  • 2-Benzyl-2-imidazoline
  • 2-Benzyl-4,5-imidazoline
  • 2-Benzylimidazoline
  • 4,5-Dihydro-2-(phenylmethyl)-1H-imidazole
  • 5-23-06-00488 (Beilstein Handbook Reference)
  • Artonil
  • Benzazoline
  • Benzidazol
  • Benzolin
  • Benzolin (VAN)
  • Benzolin (vasodilator) (VAN)
  • Benzylimidazoline
  • BRN 0128757
  • Ciba 3259
  • Dilatol ASI
  • Divascol
  • EINECS 200-448-9
  • Imidalin
  • Kasimid
  • Lambril
  • NSC 35110
  • Olitensol
  • Peripherine
  • Phenylmethylimidazoline
  • Prefaxil
  • Priscol
  • Priscoline
  • Tolazolin
  • Tolazolina
  • Tolazolina [INN-Spanish]
  • Tolazoline
  • Tolazolinum
  • Tolazolinum [INN-Latin]
  • UNII-CHH9H12AQ3
  • Vasimid
  • Vasodil
  • Vasodilatan

Systematic Names

  • 1H-Imidazole, 4,5-dihydro-2-(phenylmethyl)-
  • 1H-Imidazole, 4,5-dihydro-2-(phenylmethyl)- (9CI)
  • 2-Imidazoline, 2-benzyl-
  • Tolazoline

Registry Numbers

CAS Registry Number

  • 59-98-3

FDA UNII

  • CHH9H12AQ3

Related Registry Number

  • 59-97-2 (mono-hydrochloride)

System Generated Number

  • 0000059983

Structure Descriptors

InChI

1S/C10H12N2/c1-2-4-9(5-3-1)8-10-11-6-7-12-10/h1-5H,6-8H2,(H,11,12)

InChIKey

JIVZKJJQOZQXQB-UHFFFAOYSA-N

Smiles

c1ccc(cc1)CC2=NCCN2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LDLo intravenous 50mg/kg (50mg/kg)   Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 192, Pg. 141, 1939.
mouse LD50 intraperitoneal 160mg/kg (160mg/kg)   Progress in Biochemical Pharmacology. Vol. 1, Pg. 542, 1965.
mouse LD50 intravenous 40mg/kg (40mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Russian Pharmacology and Toxicology Vol. 37, Pg. 198, 1974.
mouse LD50 oral 350mg/kg (350mg/kg)   Chemical and Pharmaceutical Bulletin. Vol. 22, Pg. 514, 1974.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 174 deg C   EXP
pKa Dissociation Constant 10.3 (none)   EXP
log P (octanol-water) 2.65 (none)   EXP
Water Solubility 373 mg/L 25 EST
Vapor Pressure 1.02E-05 mm Hg 25 EST
Henry's Law Constant 5.18E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.66E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.