Rauwolscine

Base Information

• Chemical Name: Rauwolscine
• CAS No.: 131-03-3
• Molecular Formula: C21H26 N2 O3
• Molecular Weight: 354.449
• European Community (EC) Number: 205-006-9
• UNII: T4LJ7LU45W
• DSSTox Substance ID: DTXSID2045608
• Nikkaji Number: J5.556E
• Wikipedia: Rauwolscine
• Wikidata: Q7296272
• Pharos Ligand ID: GL6W5QFSSVR4
• Metabolomics Workbench ID: 57044
• ChEMBL ID: CHEMBL10347
• Mol file: 131-03-3.mol

Synonyms:Aphrodine Hydrochloride;Aphrodyne;Corynanthine;Corynanthine Tartrate;Hydrochloride, Aphrodine;Hydrochloride, Yohimbine;Pluriviron;Rauhimbine;Rauwolscine;Tartrate, Corynanthine;Yocon;Yohimbin Spiegel;Yohimbine;Yohimbine Houdé;Yohimbine Hydrochloride;Yohimex

Chemical Property of Rauwolscine

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 243-244°
• Boiling Point: 543°Cat760mmHg
• PKA: 6.34(at 25℃)
• Flash Point: 282.2°C
• PSA: 65.56000
• Density: 1.31g/cm³
• LogP: 2.58500
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 354.19434270
• Heavy Atom Count: 26
• Complexity: 555

Purity/Quality:

99% ^*data from raw suppliers

alpha-Yohimbine ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1C(CCC2C1CC3C4=C(CCN3C2)C5=CC=CC=C5N4)O
• Isomeric SMILES: COC(=O)[C@@H]1[C@H](CC[C@H]2[C@@H]1C[C@H]3C4=C(CCN3C2)C5=CC=CC=C5N4)O

Technology Process of Rauwolscine

There total 50 articles about Rauwolscine 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: 65.0%

methyl (4aS,13bS,14aS)-2-hydroxy-3,4,4a,5,7,8,13,13b,14,14adecahydroindolo[2',3':3,4]pyrido[1,2-b]isoquinoline-1-carboxylate (2671-54-7) → rauwolscine (131-03-3)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; water;

DOI:10.1021/jacs.9b12319

Reference yield: 52.9%

methyl (16α)-17-oxoyohimban-16-carboxylate (2114-90-1,2671-55-8,2671-57-0,18210-73-6,24204-01-1,40088-11-7,41904-77-2,59952-51-1,67711-33-5,83540-87-8,89015-76-9,114030-03-4) → (+/-)-β-yohimbine (84-37-7,131-03-3,146-48-5,483-09-0,483-10-3,522-92-9,522-94-1,549-82-6,549-84-8,2516-78-1,6835-85-4,24252-70-8,25920-66-5,40085-29-8,40085-30-1,40085-32-3,40088-19-5,40088-20-8,40088-25-3,41787-60-4,41904-78-3,59904-75-5,59952-52-2,59952-53-3,59952-56-6,83540-86-7,83540-88-9,103834-06-6,103834-07-7) + 3α-15α-20β-17α-hydroxylyohimbine-16α-carboxylic acid methyl ester (84-37-7,131-03-3,146-48-5,483-09-0,483-10-3,522-92-9,522-94-1,549-82-6,549-84-8,2516-78-1,6835-85-4,24252-70-8,25920-66-5,40085-29-8,40085-30-1,40085-32-3,40088-19-5,40088-20-8,40088-25-3,41787-60-4,41904-78-3,59904-75-5,59952-52-2,59952-53-3,59952-56-6,83540-86-7,83540-88-9,103834-06-6,103834-07-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.333333h;

DOI:10.1021/jo00008a025

Reference yield: 52.9%

methyl (16α)-17-oxoyohimban-16-carboxylate (2114-90-1,2671-55-8,2671-57-0,18210-73-6,24204-01-1,40088-11-7,41904-77-2,59952-51-1,67711-33-5,83540-87-8,89015-76-9,114030-03-4) → (+/-)-β-yohimbine (84-37-7,131-03-3,146-48-5,483-09-0,483-10-3,522-92-9,522-94-1,549-82-6,549-84-8,2516-78-1,6835-85-4,24252-70-8,25920-66-5,40085-29-8,40085-30-1,40085-32-3,40088-19-5,40088-20-8,40088-25-3,41787-60-4,41904-78-3,59904-75-5,59952-52-2,59952-53-3,59952-56-6,83540-86-7,83540-88-9,103834-06-6,103834-07-7) + 3α-15α-20β-17α-hydroxylyohimbine-16α-carboxylic acid methyl ester (84-37-7,131-03-3,146-48-5,483-09-0,483-10-3,522-92-9,522-94-1,549-82-6,549-84-8,2516-78-1,6835-85-4,24252-70-8,25920-66-5,40085-29-8,40085-30-1,40085-32-3,40088-19-5,40088-20-8,40088-25-3,41787-60-4,41904-78-3,59904-75-5,59952-52-2,59952-53-3,59952-56-6,83540-86-7,83540-88-9,103834-06-6,103834-07-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.333333h;

DOI:10.1021/jo00008a025

upstream raw materials:

17α-hydroxy-16β-methoxycarbonyl-20α-yohimba-3,5-dienium; chloride

potassium tert-butylate

benzene

alloyohimbine

Downstream raw materials:

17α-(toluene-4-sulfonyloxy)-20α-yohimban-16β-carboxylic acid methyl ester

17α-hydroxy-16β-methoxycarbonyl-4ξ-methyl-20α-yohimbanium; iodide

rauwolscine hydrochloride

Yohimbine

Refernces

Pyridinylpiperazines, a new class of selective α₂-adrenoceptor antagonists

10.1021/jm00366a007

The research aimed to synthesize and evaluate a series of 1-(2-pyridinyl)piperazine derivatives for their adrenergic activity, specifically as selective a2-adrenoceptor antagonists. The study used various 2-halo-pyridines and piperazines to synthesize the target compounds. Key chemicals included 2-chloro-3-fluoropyridine, piperazine, N-methylpiperazine, and several other halogenated pyridines. The researchers assessed the in vitro activity of these compounds by measuring their ability to displace [3H]clonidine and [3H]prazosin from membrane binding sites in calf cerebral cortex, which indicated their interaction with a2- and a1-adrenoceptors, respectively. In vivo assays involved antagonism of clonidine-induced mydriasis in rats. The study concluded that several compounds, particularly the 3-fluoro derivative (2b), exhibited higher potency and selectivity for a2-adrenoceptors compared to reference standards like yohimbine and rauwolscine. The research suggests that these pyridinylpiperazines could serve as potential therapeutic agents for conditions involving a2-adrenoceptor modulation.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 131-03-3 alpha-yohimbine

Send

Send

Metric Ton KG G Pound L ML

Send

Send