74163-84-1

Troparil

Troparil

Another Name:
CasNo.: 74163-84-1
MF: C16H21 N O2
MW: 259.348
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ch_Name: Troparil
English name: Troparil
CasNo.: 74163-84-1
MF: C16H21 N O2
MW: 259.348

99% Purity Commercial production Troparil 74163-84-1 with Cheapest Price

  • Molecular Formula:C16H21NO2
  • Molecular Weight:259.348
  • Vapor Pressure:4.47E-05mmHg at 25°C 
  • Refractive Index:1.54 
  • Boiling Point:350.2°C at 760 mmHg 
  • PKA:9.95±0.60(Predicted) 
  • Flash Point:121.3°C 
  • PSA:29.54000 
  • Density:1.099g/cm3 
  • LogP:2.36380 

Troparil(Cas 74163-84-1) Usage

Pharmacokinetics

Troparil is a few times more potent than cocaine as a dopamine reuptake inhibitor, but is less potent as a serotonin reuptake inhibitor, and has a duration spanning a few times longer, since the phenyl ring is directly connected to the tropane ring through a non-hydrolyzable carbon-carbon bond. The lack of an ester linkage removes the local anesthetic action from the drug, so troparil is a pure stimulant. This change in activity also makes troparil slightly less cardiotoxic than cocaine.

InChI:InChI=1/C16H21NO2/c1-17-12-8-9-14(17)15(16(18)19-2)13(10-12)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14+,15-/m0/s1

74163-84-1 Relevant articles

Synthesis, radiosynthesis and first in vitro evaluation of novel PET-tracers for the dopamine transporter: [11C]IPCIT and [ 18F]FE@IPCIT

Rami-Mark, Christina,Bornatowicz, Birgit,Fink, Cornel,Otter, Paul,Ungersboeck, Johanna,Vraka, Chrysoula,Haeusler, Daniela,Nics, Lukas,Spreitzer, Helmut,Hacker, Marcus,Mitterhauser, Markus,Wadsak, Wolfgang

, p. 7562 - 7569 (2014/01/06)

Introduction Present data indicate that ...

Synthesis, ligand binding, QSAR, and CoMFA study of 3β-(p-substituted phenyl)tropane-2β-carboxylic acid methyl esters

Carroll,Gao,Rahman,Abraham,Parham,Lewin,Boja,Kuhar

, p. 2719 - 2725 (2007/10/02)

A series of 3β-(p-substituted phenyl)tro...

Compounds affecting the central nevous system.4. 3B-phenyltropane-2-carboxylic esters and analogs

Clarke et al.

, p. 1260,1262 (2007/10/04)

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74163-84-1 Process route

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

methyl ecgonidine
50373-10-9

methyl ecgonidine

(1R,3S,5S)-8-Methyl-3-phenyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester
50370-54-2,50372-80-0,50583-05-6,57458-42-1,74163-83-0,74163-84-1,127379-25-3,127379-26-4

(1R,3S,5S)-8-Methyl-3-phenyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
Conditions Yield
phenylmagnesium bromide; methyl ecgonidine; In diethyl ether; dichloromethane; at -78 - -40 ℃; for 3.5h; Inert atmosphere;
With trifluoroacetic acid; In diethyl ether; dichloromethane; Inert atmosphere;
65.28%
cocaine HCl

cocaine HCl

(1R,3S,5S)-8-Methyl-3-phenyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester
50370-54-2,50372-80-0,50583-05-6,57458-42-1,74163-83-0,74163-84-1,127379-25-3,127379-26-4

(1R,3S,5S)-8-Methyl-3-phenyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 6 h / Reflux
1.2: 4 h / Reflux; Inert atmosphere
1.3: -40 - 20 °C
2.1: dichloromethane; diethyl ether / 3.5 h / -78 - -40 °C / Inert atmosphere
2.2: Inert atmosphere
With hydrogenchloride; In diethyl ether; dichloromethane;

74163-84-1 Upstream products

  • 100-58-3
    100-58-3

    phenylmagnesium bromide

  • 50373-10-9
    50373-10-9

    methyl ecgonidine

  • 50373-10-9
    50373-10-9

    (R)-(-)-anhydroecgonine methyl ester

74163-84-1 Downstream products

  • 127379-27-5
    127379-27-5

    methyl (1R-2-exo-3-exo)-8-methyl-3-(4-nitrophenyl)-8-azabicyclo<3.2.1>octane-2-carboxylate

  • 127279-72-5
    127279-72-5

    methyl (1RS-2-endo-3-exo)-3-(2,4-dinitrophenyl)-8-methyl-8-azabicyclo<3.2.1>octane-2-carboxylate

  • 127279-73-6
    127279-73-6

    methyl (1RS-2-exo-3-exo)-8-methyl-3-(4-nitrophenyl)-8-azabicyclo<3.2.1>octane-2-carboxylate

  • 135367-05-4
    135367-05-4

    3β-(4-ethoxycarboxamidophenyl)tropane-2β-carboxylic acid methyl ester

No data available
No data available