Iofetamine

Base Information

• Chemical Name: Iofetamine
• CAS No.: 82691-33-6
• Deprecated CAS: 95896-48-3
• Molecular Formula: C₁₂H₁₈IN
• Molecular Weight: 303.186
• UNII: C2A5X08042
• DSSTox Substance ID: DTXSID3048443
• Nikkaji Number: J362.450A
• ChEMBL ID: CHEMBL1201308
• Mol file: 82691-33-6.mol

Synonyms:Hydrochloride, I-123 Iofetamine;I-123 Iofetamine Hydrochloride;I-123, Iofetamine;Iodine 123 IMP;Iodine-123-IMP;Iofetamine;Iofetamine Hydrochloride, I 123;Iofetamine Hydrochloride, I-123;Iofetamine I 123;Iofetamine I-123;N Isopropyl p iodoamphetamine;N-Isopropyl-p-(Iodine-123)-Iodoamphetamine;N-Isopropyl-p-iodoamphetamine;N-Isopropyl-p-iodoamphetamine (I123) Hydrochloride

Chemical Property of Iofetamine

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 303.04840
• Heavy Atom Count: 14
• Complexity: 150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)NC(C)CC1=CC=C(C=C1)I

Technology Process of Iofetamine

There total 8 articles about Iofetamine 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: 80.0%

1-(4-(2-(2-propylamino)propyl)benzeneazo)piperidine (123012-96-4) → N-isopropyl-para-iodoamphetamine (82691-33-6,95896-48-3)

Guidance literature:

With sodium iodide; In acetone; trifluoroacetic acid; 1.) addition at 0-5 deg C, 2.) R_.T_. 20 min.;

Reference yield:

N-isopropyl-2-amino-1-phenylpropane (33236-69-0) → N-isopropyl-para-iodoamphetamine (82691-33-6,95896-48-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 96 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1.) 15 min, R_.T_., 2.) reflux, 1 h.

2: 1.) thallium(III) trifluoroacetate, 2.) amyl nitrite / 1.) trifluoroacetic acid, in the dark 75 h at R_.T_., 2.) dichloromethane, in the dark 3 h.

3: 93 percent / sodium borohydride / 10percent Pd/C / methanol / 1 h / Ambient temperature

4: 1.) 1M HCl, sodium nitrite / 1.) ethanol, water, 0-5 deg C, 10 min, 2.) 30 min.

5: 73 percent / 10percent potassium hydroxide / ethanol / 16 h / Heating; in the dark

6: 80 percent / sodium iodide / acetone; trifluoroacetic acid / 1.) addition at 0-5 deg C, 2.) R_.T_. 20 min.

With hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; n-Amyl nitrite; sodium iodide; sodium nitrite; thallium(III) trifluoroacetate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetone; trifluoroacetic acid;

Reference yield:

amphetamine sulfate (62306-10-9) → N-isopropyl-para-iodoamphetamine (82691-33-6,95896-48-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / sodium borohydride / methanol / 14 h / Ambient temperature

2: 96 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1.) 15 min, R_.T_., 2.) reflux, 1 h.

3: 1.) thallium(III) trifluoroacetate, 2.) amyl nitrite / 1.) trifluoroacetic acid, in the dark 75 h at R_.T_., 2.) dichloromethane, in the dark 3 h.

4: 93 percent / sodium borohydride / 10percent Pd/C / methanol / 1 h / Ambient temperature

5: 1.) 1M HCl, sodium nitrite / 1.) ethanol, water, 0-5 deg C, 10 min, 2.) 30 min.

6: 73 percent / 10percent potassium hydroxide / ethanol / 16 h / Heating; in the dark

7: 80 percent / sodium iodide / acetone; trifluoroacetic acid / 1.) addition at 0-5 deg C, 2.) R_.T_. 20 min.

With hydrogenchloride; dmap; potassium hydroxide; sodium tetrahydroborate; n-Amyl nitrite; sodium iodide; sodium nitrite; thallium(III) trifluoroacetate; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetone; trifluoroacetic acid;

upstream raw materials:

1-(4-(2-(2-propylamino)propyl)benzeneazo)piperidine

N-isopropyl-2-amino-1-phenylpropane

amphetamine sulfate

N-trifluoroacetyl-N-isopropyl-2-amino-1-(4-aminophenyl)propane