Iometopane

Base Information

• Chemical Name: Iometopane
• CAS No.: 135416-43-2
• Deprecated CAS: 133647-95-7
• Molecular Formula: C16H20 I N O2
• Molecular Weight: 385.245
• Hs Code.: 2933990090
• UNII: 4H1Z7121WS
• DSSTox Substance ID: DTXSID801126429
• Nikkaji Number: J366.137G,J424.769H
• Wikipedia: RTI-55
• Wikidata: Q7277840
• Pharos Ligand ID: GH8K7KMNUUBQ
• ChEMBL ID: CHEMBL215376
• Mol file: 135416-43-2.mol

Synonyms:2-carbomethoxy-3-(4-iodophenyl)tropane;2beta-carbomethoxy-3beta-(4-iodophenyl)tropane;3-(4-iodophenyl)tropane-2-carboxylic acid methyl ester;8-azabicyclo(3.2.1)octane-2-carboxylic acid, 3-(4-iodophenyl)-8-methyl-, methyl ester, (1R-(exo,exo))-;beta-CIT;I(123)beta-CIT;Iodine (125)-RTI-55;Iometopane;RTI 4229-98;RTI 55;RTI 55, (11)C-labeled, (1R-(exo,exo))-isomer;RTI 55, (exo,exo)-isomer, (123)I-labeled;RTI-55

Chemical Property of Iometopane

Chemical Property:

• Boiling Point: 405.3 °C at 760 mmHg
• Flash Point: 198.9 °C
• PSA: 29.54000
• Density: 1.493 g/cm⁴⁸
• LogP: 2.96840
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 385.05388
• Heavy Atom Count: 20
• Complexity: 368

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2CCC1C(C(C2)C3=CC=C(C=C3)I)C(=O)OC
• Isomeric SMILES: CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)C3=CC=C(C=C3)I)C(=O)OC

Technology Process of Iometopane

There total 14 articles about Iometopane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

→ (1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (135416-43-2,133647-95-7)

Guidance literature:

Reference yield: 62.0%

WIN 35,065-2 (50372-80-0) → (1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (135416-43-2,133647-95-7)

Guidance literature:

With sulfuric acid; iodine; nitric acid;

DOI:10.1021/jm00114a027

Reference yield:

2β-carbomethoxy-3β-(4'-trimethylsilylphenyl)tropane (174224-35-2) → (1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester (135416-43-2,133647-95-7)

Guidance literature:

With silver tetrafluoroborate; iodine; In methanol;

DOI:10.1016/S0960-894X(01)00626-6

upstream raw materials:

WIN 35,065-2

methyl ecgonidine

2β-carbomethoxy-3β-(4'-trimethylsilylphenyl)tropane

[4-(trimethylsilyl)phenyl]magnesium bromide

Downstream raw materials:

(1R,2S,3S,5S)-3-(4-Iodo-phenyl)-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester

C₁₆H₂₀⁽¹²³⁾INO₂

RTI 102

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

Refernces

• 1、 Tamagnan, Gilles,Baldwin, Ronald M.,Kula, Nora S.,Baldessarini, Ross J.,Innis, Robert B.. "Synthesis and monoamine transporter affinity of 2β-carbomethoxy-3β-(2-,3- or 4-substituted) biphenyltropanes". . p. 1783 - 1785. Retrieved 2007/10/03.
• 2、 -. "LABELED COCAINE ANALOGS". . . Retrieved 2008/06/13.