Alphamethadol

Base Information

• Chemical Name: Alphamethadol
• CAS No.: 17199-54-1
• Deprecated CAS: 6043-84-1
• Molecular Formula: C₂₁H₂₉NO
• Molecular Weight: 311.467
• UNII: XBD99QNI42
• DSSTox Substance ID: DTXSID60872467
• Nikkaji Number: J9.668G
• Wikipedia: Alphamethadol
• Wikidata: Q4735261
• NCI Thesaurus Code: C72135
• Metabolomics Workbench ID: 146152
• ChEMBL ID: CHEMBL159660
• Mol file: 17199-54-1.mol

Synonyms:ALPHAMETHADOL;17199-54-1;Alfametadol;Alfametadolo;Alphamethadolum;alpha-Methadol;alpha-dl-Methadol;Alfametadolo [DCIT];Aphamethadol, (+)-;(3R,6R)-Methadol;Acscn-9605;alpha-Methadol, (+)-;UNII-XBD99QNI42;Alfametadol [INN-Spanish];USAF EL-33;XBD99QNI42;Alphamethadolum [INN-Latin];Alphamethadol [INN:BAN:DCF];IDS-NA-010;(3R,6R)-6-Dimethylamino-4,4-diphenyl-3-heptanol;(3R,6R)-6-(dimethylamino)-4,4-diphenylheptan-3-ol;63869-11-4;alpha-6-Dimethylamino-4,4-diphenyl-3-heptanol;3-Heptanol, 6-(dimethylamino)-4,4-diphenyl-, (3R,6R)-(+)-;Benzeneethanol, beta-(2-(dimethylamino)propyl)-alpha-ethyl-beta-phenyl-, (R-(R*,R*))-;NCGC00247679-01;alpha -Methadol;ALPHAMETHADOL [INN];SCHEMBL908350;Alphamethadol [BAN:DCF:INN];CHEMBL159660;DEA No. 9605;DTXSID60872467;Benzeneethanol, .beta.-[2-(dimethylamino)propyl]-.alpha.-ethyl-.beta.-phenyl-, (R*,R*)-(.+.)-;Benzeneethanol, .beta.-[2-(dimethylamino)propyl]-.alpha.-ethyl-.beta.-phenyl-, [R-(R*,R*)]-;BDBM50223632;DB01498;Q4735261;.ALPHA.-6-DIMETHYLAMINO-4,4-DIPHENYL-3-HEPTANOL;3-Heptanol, 6-(dimethylamino)-4,4-diphenyl-, (3R,6R)-()-;Benzeneethanol, beta-((2R)-2-(dimethylamino)propyl)-alpha-ethyl-beta-phenyl-, (alphaR)-;Benzeneethanol, .beta.-[(2R)-2-(dimethylamino)propyl]-.alpha.-ethyl-.beta.-phenyl-, (.alpha.R)-

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Chemical Property of Alphamethadol

Chemical Property:

• Vapor Pressure: 2.08E-08mmHg at 25°C
• Refractive Index: 1.546
• Boiling Point: 437°Cat760mmHg
• Flash Point: 168.4°C
• PSA: 23.47000
• Density: 1.013g/cm³
• LogP: 4.60970
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 311.224914549
• Heavy Atom Count: 23
• Complexity: 311

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(CC(C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)O
• Isomeric SMILES: CC[C@H](C(C[C@@H](C)N(C)C)(C1=CC=CC=C1)C2=CC=CC=C2)O
• Uses: A reduction product of Methadone. Analgesic A reduction product of (R)-Methadone. Analgesic thadol are reversed upon acetylation.

Technology Process of Alphamethadol

There total 8 articles about Alphamethadol 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:

→ (+/-)-alpha-methadol (545-90-4,14019-10-4,15529-92-7,17199-54-1,17199-55-2,63869-11-4,86360-60-3)

Guidance literature:

With methanol; platinum; Hydrogenation;

DOI:10.1021/jo01161a023

Reference yield:

→ alpha-Methadol (17199-54-1)

Guidance literature:

With water; platinum; Hydrogenation;

DOI:10.1021/ja01170a025

Reference yield:

(+/-)-threo-5-acetoxy-2-dimethylamino-4,4-diphenyl-heptane (509-74-0,1477-40-3,1553-31-7,14623-72-4,17199-58-5,17199-59-6,66944-76-1,34433-66-4) → (+/-)-alpha-methadol (545-90-4,14019-10-4,15529-92-7,17199-54-1,17199-55-2,63869-11-4,86360-60-3)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) diethyl diazenedicarboxylate, benzene, (ii) aq. NH₄Cl, EtOH

2: KMnO₄, CaSO₄ / 2-methyl-propan-2-ol; H₂O

3: Fe, aq. HCl / ethanol / Heating

4: aq. HCO₂H

With hydrogenchloride; calcium sulfate; potassium permanganate; formic acid; iron; In ethanol; water; tert-butyl alcohol;

DOI:10.1021/jm00237a010

upstream raw materials:

formaldehyd

(+/-)-threo-5-acetoxy-2-dimethylamino-4,4-diphenyl-heptane

Downstream raw materials:

(+/-)-erythro-5-acetoxy-2-dimethylamino-4,4-diphenyl-heptane

Refernces

• 1、 Haller,Rümmler. "NMR-spectroscopy of diastereomeric 2-dimethylamino-4,4-diphenyl-alkanoles". . p. 574 - 579. Retrieved 2007/10/06.