1-Ethyl-4-methoxy-9H-pyrido[3,4-b]indole

Base Information

• Chemical Name: 1-Ethyl-4-methoxy-9H-pyrido[3,4-b]indole
• CAS No.: 26585-14-8
• Molecular Formula: C14H14N2O
• Molecular Weight: 226.278
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90181150
• Nikkaji Number: J19.794G
• Wikidata: Q72461691
• Metabolomics Workbench ID: 131764
• ChEMBL ID: CHEMBL3400668
• Mol file: 26585-14-8.mol

Synonyms:Crenatine;26585-14-8;1-Ethyl-4-methoxy-9H-pyrido[3,4-b]indole;Crenatin;9H-Pyrido(3,4-b)indole, 1-ethyl-4-methoxy-;1-Ethyl-4-methoxy-beta-carboline;CHEMBL3400668;DTXSID90181150;LWWRUTVIAQDHRE-UHFFFAOYSA-N;BBA58514;AKOS032948100;1-Ethyl-9H-beta-carbolin-4-yl methyl ether #;1-Ethyl-4-methoxy--carboline

Chemical Property of 1-Ethyl-4-methoxy-9H-pyrido[3,4-b]indole

Chemical Property:

• Vapor Pressure: 4.15E-07mmHg at 25°C
• Melting Point: 168 °C
• Refractive Index: 1.684
• Boiling Point: 427.2 °C at 760 mmHg
• PKA: 15.53±0.40(Predicted)
• Flash Point: 141.4 °C
• PSA: 37.91000
• Density: 1.216 g/cm³
• LogP: 3.28710
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 226.110613074
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

98%min ^*data from raw suppliers

Crenatine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=NC=C(C2=C1NC3=CC=CC=C32)OC

Technology Process of 1-Ethyl-4-methoxy-9H-pyrido[3,4-b]indole

There total 22 articles about 1-Ethyl-4-methoxy-9H-pyrido[3,4-b]indole 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: 71.0%

9-benzyl-1-ethyl-4-methoxy-β-carboline (112402-22-9) → crenatine (26585-14-8)

Guidance literature:

With aluminium trichloride; methoxybenzene;

DOI:10.3987/R-1987-04-0875

Reference yield: 63.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-ethyl-4-hydroxy-9H-pyrido<3,4-b>indole (83478-61-9) → crenatine (26585-14-8)

Guidance literature:

In methanol; diethyl ether; at -78 - 20 ℃;

DOI:10.1021/jo00146a021

Reference yield: 48.0%

methanol (67-56-1) + 2-Benzoyl-1-ethyl-1,2,3,9-tetrahydro-β-carbolin-4-one (75314-80-6) → crenatine (26585-14-8)

Guidance literature:

With sulfuric acid; trimethyl orthoformate; for 24h; Heating;

DOI:10.1021/jo00270a029

upstream raw materials:

diazomethane

1-ethyl-4-hydroxy-9H-pyrido<3,4-b>indole

methanol

1-ethyl-2-(trichloroacetyl)-4-oxo-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

Refernces

• 1、 Murakami,Yokoyama,Aoki,Suzuki,Sakurai,Shinohara,Miyagi,Kimura,Takahashi,Watanabe,Ohmoto. "Synthetic studies of indoles and related compounds. XXVII. A new synthesis of crenatine from ethyl indole-2-carboxylate". . p. 2189 - 2195. Retrieved 2007/10/02.
• 2、 Murakami, Yasuoki,Yokoyama, Yuusaku,Aoki, Chiyoko,Miyagi, Chiemi,Watanabe, Toshiko,Ohmoto, Taichi. "A NEW ROUTE TO 4-OXYGENATED β-CARBOLINES: THE TOTAL SYNTHESIS OF CRENATINE". . p. 875 - 878. Retrieved 2007/10/02.