6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one

Base Information

• Chemical Name: 6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one
• CAS No.: 17952-87-3
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.239
• Hs Code.: 2933990090
• European Community (EC) Number: 241-880-8
• DSSTox Substance ID: DTXSID70170825
• Nikkaji Number: J105.345K
• Wikidata: Q27164531
• ChEMBL ID: CHEMBL61505
• Mol file: 17952-87-3.mol

Synonyms:17952-87-3;6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one;6-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one;6-methoxy-2,3,4,9-tetrahydro-1h-b-carbolin-1-one;1H-Pyrido[3,4-b]indol-1-one, 2,3,4,9-tetrahydro-6-methoxy-;6-methoxy-2,3,4,9-tetrahydropyrido[3,4-b]indol-1-one;2,3,4,9-Tetrahydro-6-methoxy-1H-pyrido(3,4-b)indol-1-one;CHEMBL61505;6-Methoxytetrahydro-1-norharmanone;6-Methoxy-2,3,4,9-tetrahydro-beta-carbolin-1-one;EINECS 241-880-8;2,3,4,9-tetrahydro-6-methoxy-1H-pyrido[3,4-b]indol-1-one;ChemDiv1_000045;Cambridge id 5130493;Oprea1_034330;Oprea1_528137;CBDivE_003945;MLS001060768;SCHEMBL3033917;CHEBI:92770;HMS587C01;DTXSID70170825;HMS2214G17;HMS3358O21;BDBM50058672;MFCD00086220;STK505777;AKOS000300792;CCG-245907;NCGC00160221-01;AS-44101;SMR000486241;FT-0677167;UNM000011055301;AB00074209-01;SR-01000388206;6-methoxy-1,2,3,4-tetrahydro-beta-carbolin-1-one;SR-01000388206-1;BRD-K43913647-001-10-6;Q27164531;.beta.-Carbolin-1-one, 1,2,3,4-tetrahydro-6-methoxy-;F0348-1309;.gamma.-Carbolin-1-one, 1,2,3,4-tetrahydro-6-methoxy-;6-(Methyloxy)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one;6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one #;6-methoxy-3,4-dihydro-2H-pyrido[3,4-b]indol-1(9H)-one;4122-66-1

Chemical Property of 6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one

Chemical Property:

• Vapor Pressure: 4.11E-12mmHg at 25°C
• Boiling Point: 549.2°Cat760mmHg
• Flash Point: 286°C
• PSA: 54.12000
• Density: 1.308g/cm³
• LogP: 1.79120
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 216.089877630
• Heavy Atom Count: 16
• Complexity: 295

Purity/Quality:

6-methoxy-2,3,4,9-tetrahydro-1H-β-carbolin-1-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC3=C2CCNC3=O

Technology Process of 6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one

There total 13 articles about 6-Methoxy-2,3,4,9-tetrahydro-1H-beta-carbolin-1-one 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: 75.0%

2,3-dioxopiperidine 3-(p-methoxyphenyl)hydrazone (104742-98-5) → 6-methoxy-2,3,4,9-tetrahydro-β-carbolin-1-one (17952-87-3)

Guidance literature:

With formic acid; for 1h; Heating;

DOI:10.1021/jm00051a007

Reference yield: 72.0%

2-(5-methoxyindol-3-yl)ethylamine (608-07-1) + bis(trichloromethyl) carbonate (32315-10-9) → 6-methoxy-2,3,4,9-tetrahydro-β-carbolin-1-one (17952-87-3)

Guidance literature:

2-(5-methoxyindol-3-yl)ethylamine; bis(trichloromethyl) carbonate; With triethylamine; In toluene; at 50 - 70 ℃; for 0.416667h; Inert atmosphere;

With hydrogen bromide; In acetic acid; toluene; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1021/ol201444t

Reference yield: 58.0%

2,3-piperidinedione-3-(4-methoxyphenyl) hydrazone → 6-methoxy-2,3,4,9-tetrahydro-β-carbolin-1-one (17952-87-3)

Guidance literature:

In formic acid; for 0.5h; Heating;

upstream raw materials:

3-(4-methoxy-phenylazo)-2-oxo-piperidine-3-carboxylic acid ethyl ester

2,3-dioxopiperidine 3-(p-methoxyphenyl)hydrazone

para-methoxyphenyldiazonium chloride

4-methoxy-aniline

Downstream raw materials:

pinoline

5-methoxytryptamine-2-carboxylic acid

9-(2-dibenzylaminoethyl)-6-methoxy-1-oxo-1,2,3,4-tetrahydro-β-carboline

2-(5-methoxyindol-3-yl)ethylamine