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Substance Name: Triparanol [INN:BAN]
RN: 78-41-1
UNII: 63S8C3RXGS
InChIKey: SYHDSBBKRLVLFF-UHFFFAOYSA-N

Note

  • Antilipemic agent with high ophthalmic toxicity. According to Merck Index, 11th ed, the compound was withdrawn from the market in 1962 because of its association with the formation of irreversible cataracts.

Molecular Formula

  • C27-H32-Cl-N-O2

Molecular Weight

  • 438.008
 

Classification Codes

  • Antimetabolites
  • Drug / Therapeutic Agent
  • Hypolipidemic Agents
  • Lipid Regulating Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Triparanol
  • Triparanol [INN:BAN]

MeSH Heading

  • Triparanol

Synonyms

  • 1-(4-(2-(Diethylamino)ethoxy)phenyl)-1-(p-tolyl)-2-(p-chlorophenyl)ethanol
  • 1-(p-(beta-Diethylaminoethoxy)phenyl)-1-(p-tolyl)-2-(p-chlorophenyl)ethanol
  • 2-(p-Chlorophenyl)-1-(p-(beta-diethylaminoethoxy)phenyl)-1-(p-tolyl)ethanol
  • 2-p-Chlorophenyl-1-(p-(2-diethylaminoethoxy)phenyl)-1-p-tolylethanol
  • alpha-(p-Chlorobenzyl)-4-diethylaminoethoxy-4'-methylbenzhydrol
  • BRN 2064866
  • EINECS 201-115-0
  • MER 29
  • Metasqualene
  • NSC 65345
  • Triparanol
  • Triparanolo
  • Triparanolo [DCIT]
  • Triparanolum
  • Triparanolum [INN-Latin]
  • UNII-63S8C3RXGS

Systematic Names

  • 2-p-Chlorophenyl-1-(p-(2-diethylaminoethoxy)phenyl)-1-p-tolylethanol
  • Benzeneethanol, 4-chloro-alpha-(4-(2-(diethylamino)ethoxy)phenyl)-alpha-(4-methylphenyl)- (9CI)
  • Ethanol, 2-(p-chlorophenyl)-1-(p-(2-(diethylamino)ethoxy)phenyl)-1-p-tolyl-
  • Triparanol

Registry Numbers

CAS Registry Number

  • 78-41-1

FDA UNII

  • 63S8C3RXGS

System Generated Number

  • 0000078411

Structure Descriptors

InChI

1S/C27H32ClNO2/c1-4-29(5-2)18-19-31-26-16-12-24(13-17-26)27(30,23-10-6-21(3)7-11-23)20-22-8-14-25(28)15-9-22/h6-17,30H,4-5,18-20H2,1-3H3

InChIKey

SYHDSBBKRLVLFF-UHFFFAOYSA-N

Smiles

c1([C@@](c2ccc(C)cc2)(Cc2ccc(Cl)cc2)O)ccc(OCCN(CC)CC)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 2gm/kg (2000mg/kg)   Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 155, Pg. 2255, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 103 deg C   EXP
log P (octanol-water) 6.820 (none)   EST
Atmospheric OH Rate Constant 1.59E-10 cm3/molecule-sec 25 EST

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