4-(Oxiranylmethoxy)-1H-indole

Base Information

• Chemical Name: 4-(Oxiranylmethoxy)-1H-indole
• CAS No.: 35308-87-3
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• Hs Code.: 2933990090
• European Community (EC) Number: 252-506-8
• DSSTox Substance ID: DTXSID90956744
• Nikkaji Number: J260.582A
• Mol file: 35308-87-3.mol

Synonyms:4-(oxiran-2-ylmethoxy)-1H-indole;35308-87-3;4-(Oxiranylmethoxy)-1H-indole;EINECS 252-506-8;1,2-epoxy-3-(indol-4-yloxy)propane;4-[(oxiran-2-yl)methoxy]-1H-indole;4-oxiranylmethoxy-1H-indole;4-(2,3-Epoxypropoxy)indole;glycidyl 4-indolyl ether;4-Oxiranylmethoxy-1-H-indole;SCHEMBL1499352;DTXSID90956744;1H-Indole, 4-(oxiranylmethoxy)-;(+)-4-(oxiranylmethoxy)-1H-indole;1-(indole-4-oxy)-2,3-epoxypropane;4-(2-Oxiranylmethoxy)-1H-indole #;AKOS006326642;1,2-Epoxy-3-(4-Indolyloxy)-Propane;FT-0735153;EN300-107525;Z1198233032

Chemical Property of 4-(Oxiranylmethoxy)-1H-indole

Chemical Property:

• Vapor Pressure: 1.13E-05mmHg at 25°C
• Melting Point: 64-66 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 381.2°Cat760mmHg
• PKA: 17.10±0.30(Predicted)
• Flash Point: 138.6°C
• PSA: 37.55000
• Density: 1.294g/cm³
• LogP: 1.94550
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

4-(oxiran-2-ylmethoxy)-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COC2=CC=CC3=C2C=CN3

Technology Process of 4-(Oxiranylmethoxy)-1H-indole

There total 6 articles about 4-(Oxiranylmethoxy)-1H-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: 100.0%

1H-indol-4-ol (2380-94-1) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 4-(oxiranylmethoxy)-1H-indole (35308-87-3)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 45 ℃; for 4h;

DOI:10.1021/ja038855+

Reference yield: 94.1%

1H-indol-4-ol (2380-94-1) + (2s)-(+)-glycidyl 3-nitrobenzenesulfonate (115314-14-2) → 4-(oxiranylmethoxy)-1H-indole (35308-87-3)

Guidance literature:

With cesium fluoride; In water; N,N-dimethyl-formamide;

Reference yield: 69.0%

1H-indol-4-ol (2380-94-1) + (S)-epichlorohydrin (67843-74-7,24969-06-0,13403-37-7) → 4-(oxiranylmethoxy)-1H-indole (35308-87-3)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; at 20 ℃;

DOI:10.1002/ardp.201500234

upstream raw materials:

1H-indol-4-ol

epichlorohydrin

1,2-Epoxy-3-bromopropane

(2s)-(+)-glycidyl 3-nitrobenzenesulfonate

Downstream raw materials:

1-(2-Fluoro-benzylamino)-3-(1H-indol-4-yloxy)-propan-2-ol

1-(4-Fluoro-benzylamino)-3-(1H-indol-4-yloxy)-propan-2-ol

N-[3-(N-tosyl-4-indolyloxy)-2-hydroxypropyl]-N'-Boc-1,3-propanediamine

N-[3-(N-tosyl-4-indolyloxy)-2-hydroxypropyl]-N'-Boc-1,5-pentanediamine

Refernces

• 1、 Bednarski, Marek,Otto, Monika,Dudek, Magdalena,Ko?aczkowski, Marcin,Bucki, Adam,Siwek, Agata,Groszek, Gra?yna,Maziarz, El?bieta,Wilk, Piotr,Sapa, Jacek. "Synthesis and pharmacological activity of a new series of 1-(1H-indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)-propan-2-ol analogs". . p. 211 - 223. Retrieved 2018/05/08.
• 2、 Smith, Chris D.,Wang, Aixia,Vembaiyan, Kannan,Zhang, Jingqun,Xie, Cuihong,Zhou, Qiang,Wu, Guogen,Chen, S. R. Wayne,Back, Thomas G.. "Novel carvedilol analogues that suppress store-overload-induced Ca 2+ release". . p. 8626 - 8655. Retrieved 2013/12/04.