L-alpha-Methyldopamine

Base Information

• Chemical Name: L-alpha-Methyldopamine
• CAS No.: 14513-20-3
• Molecular Formula: C₉H₁₃NO₂
• Molecular Weight: 167.208
• UNII: RSZ6WC1175
• DSSTox Substance ID: DTXSID201312771
• Nikkaji Number: J87.054D
• Wikidata: Q27288273
• ChEMBL ID: CHEMBL3250637
• Mol file: 14513-20-3.mol

Synonyms:L-alpha-Methyldopamine;(+)-Deoxycobefrin;(+)-Deoxycobephrine;14513-20-3;(+)-alpha-Methyldopamine;4-[(2s)-2-aminopropyl]benzene-1,2-diol;(S)-alpha-Methyldopamine;(+)-alpha-Methyldopamine (2S);1,2-Benzenediol, 4-(2-aminopropyl)-, (S)-;BA 2815;BRN 2088428;UNII-RSZ6WC1175;(S)-4-(2-Aminopropyl)-1,2-benzenediol;RSZ6WC1175;Ba-2815;Pyrocatechol, 4-(2-aminopropyl)-, (S)-(+)-;1-13-00-00327 (Beilstein Handbook Reference);alpha-Methyldopamine, (+)-;(S)-(+)-alpha-Methyldopamine;CHEMBL3250637;L-.ALPHA.-METHYLDOPAMINE;SCHEMBL13660697;DTXSID201312771;(+)-.ALPHA.-METHYLDOPAMINE;.ALPHA.-METHYLDOPAMINE, (S)-;.ALPHA.-METHYLDOPAMINE, (+)-;(S)-(+)-.ALPHA.-METHYLDOPAMINE;LS-136407;EN300-1841032;1,2-BENZENEDIOL, 4-((2S)-2-AMINOPROPYL)-;Q27288273;1,2-Benzenediol, 4-(2-aminopropyl)-, (S)- (9CI)

Chemical Property of L-alpha-Methyldopamine

Chemical Property:

• Vapor Pressure: 5.3E-05mmHg at 25°C
• Boiling Point: 337.6°Cat760mmHg
• Flash Point: 158°C
• PSA: 66.48000
• Density: 1.197g/cm³
• LogP: 1.68780
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 167.094628657
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC1=CC(=C(C=C1)O)O)N
• Isomeric SMILES: C[C@@H](CC1=CC(=C(C=C1)O)O)N

Technology Process of L-alpha-Methyldopamine

There total 11 articles about L-alpha-Methyldopamine 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:

3,4-methylenedioxyamphetamine (4764-17-4) → 1-(1,3-benzodioxol-5-yl)-2-propanone (4676-39-5) + α-methyldopamine (555-64-6,14513-20-3) + N-hydroxy-3,4-methylenedioxyamphetamine (74698-47-8)

Guidance literature:

With rabbit liver cytochrome P₄₅₀IIB₄; 1,2-dilauroylphosphatidylcholine; NADPH; NADPH-cytochrome P₄₅₀ reductase; ascorbic acid; In water; at 37 ℃; for 0.0833333h; Mechanism; other (methylenedioxy)phenyl compounds; also in the hydroxyl radical system (ferric chloride, EDTA, potassium phosphate buffer, pH 7.4); demethylenation reaction;

DOI:10.1021/jm00113a028

Reference yield:

3,4-methylenedioxyamphetamine (4764-17-4) → α-methyldopamine (555-64-6,14513-20-3)

Guidance literature:

With NADPH; human liver microsomes; In phosphate buffer; at 37 ℃; for 0.0333333h; pH=7.4; Further Variations:; Catalysts; Enzyme kinetics;

DOI:10.1016/S0006-2952(00)00284-7

Reference yield:

(E)-1,2-dimethoxy-4-(2-nitroprop-1-enyl)benzene (37629-53-1) → α-methyldopamine (555-64-6,14513-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / diethyl ether

2: aq. HBr

With lithium aluminium tetrahydride; hydrogen bromide; In diethyl ether;

DOI:10.1021/jm00250a012

upstream raw materials:

2-(3,4-dimethoxyphenyl)-1-methylethylamine

3,4-methylenedioxyamphetamine

methyldopa

(E)-1,2-dimethoxy-4-(2-nitroprop-1-enyl)benzene

Refernces

• 1、 Kreth, Klaus-Peter,Kovar, Karl-Artur,Schwab, Matthias,Zanger, Ulrich M.. "Identification of the human cytochromes P450 involved in the oxidative metabolism of 'Ecstasy'-related designer drugs". . p. 1563 - 1571. Retrieved 2007/10/03.
• 2、 -. "Hair dyeing composition containing an aryldiamine and a substituted catechol". . . Retrieved 2008/06/13.