1-Pyrrolidinepropanol, a-cyclohexyl-a-phenyl-

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Names

[ CAS No. ]:
77-37-2

[ Name ]:
1-Pyrrolidinepropanol, a-cyclohexyl-a-phenyl-

[Synonym ]:
Kemadrine
Arpicolin
Procyklidin
Spamol
1-cyclohexyl-1-phenyl-3-pyrrolidin-1-yl-propan-1-ol
1-Cyclohexyl-3-pyrrolidino-1-phenyl-propan-1-ol
Lergine
Elorine
1-cyclohexyl-1-phenyl-3-pyrrolidin-1-ylpropan-1-ol
Triciclidina
tricyclamol
Osnervan
1-Cyclohexyl-1-phenyl-3-pyrrolidino-propan-1-ol

Chemical & Physical Properties

[ Density]:
1.057 g/cm3

[ Boiling Point ]:
433.5ºC at 760 mmHg

[ Melting Point ]:
85.5-86.5°

[ Molecular Formula ]:
C19H29NO

[ Molecular Weight ]:
287.44000

[ Flash Point ]:
205.7ºC

[ Exact Mass ]:
287.22500

[ PSA ]:
23.47000

[ LogP ]:
3.87830

[ Index of Refraction ]:
1.554

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UY1925000
CHEMICAL NAME :
1-Pyrrolidinepropanol, alpha-cyclohexyl-alpha-phenyl-
CAS REGISTRY NUMBER :
77-37-2
BEILSTEIN REFERENCE NO. :
0088563
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C19-H29-N-O
MOLECULAR WEIGHT :
287.49
WISWESSER LINE NOTATION :
T5NTJ A2XQR&- AL6TJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
131 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,291,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
60 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,291,1972

Synthetic Route

Precursor & DownStream

Precursor

  • alpha,alpha-diphenylpyrrolidine-1-propanol
  • 1-Pyrrolidinepropanoicacid, ethyl ester
  • 1-Phenyl-3-(1-pyrrolidinyl)-1-propanone
  • CYCLOHEXYLMAGNESIUM BROMIDE

DownStream

  • (+)-1-(3-Cyclohexyl-3-hydroxy-3-phenylpropyl)-1-methylpyrrolidinium iodide
  • (-)-1-(3-Cyclohexyl-3-hydroxy-3-phenylpropyl)-1-ethylpyrrolidinium iod ide

Related Compounds

  • Benzhexol hydrochloride
  • alpha,alpha-diphenylpyrrolidine-1-propanol
  • 1-[cyclohexyl(phenyl)methyl]-3-(2-hydroxyethyl)thiourea
  • oxybutynin
  • (R)-N-METHYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHYLAMINE
  • Benzenemethanol, a-[2-(diphenylmethylene)cyclohexyl]-a-phenyl-