4-Acetoxy-N,N-dimethyltryptamine

Base Information

• Chemical Name: 4-Acetoxy-N,N-dimethyltryptamine
• CAS No.: 92292-84-7
• Molecular Formula: C14H18N2O2
• Molecular Weight: 246.309
• Hs Code.: 2933990090
• Mol file: 92292-84-7.mol

Synonyms:1H-Indol-4-ol,3-[2-(dimethylamino)ethyl]-, acetate (ester) (9CI);Indol-4-ol,3-[2-(dimethylamino)ethyl]-, acetate (6CI,7CI);1H-Indol-4-ol,3-[2-(dimethylamino)ethyl]-, 4-acetate;4-AcO-DMT;

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of 4-Acetoxy-N,N-dimethyltryptamine

Chemical Property:

• Vapor Pressure: 8.68E-07mmHg at 25°C
• Refractive Index: 1.596
• Boiling Point: 405.6 °C at 760 mmHg
• PKA: 16.62±0.30(Predicted)
• Flash Point: 199.1 °C
• PSA: 45.33000
• Density: 1.158 g/cm³
• LogP: 2.19730
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Acetoxy-N,N-dimethyltryptamine, is a Psilocin related compound, and It would seem to be an ideal prodrug to replace Psilocybin in future clinical studies, since Psilocin is the principal metabolite of Psilocibin. Controlled substance (hallucinogen). 4-Acetoxy-N,N-dimethyltryptamine, is a Psilocin (P839630) related compound, and It would seem to be an ideal prodrug to replace Psilocybin in future clinical studies, since Psilocin is the principal metabolite of Psilocibin.Controlled substance (hallucinogen).

Technology Process of 4-Acetoxy-N,N-dimethyltryptamine

There total 8 articles about 4-Acetoxy-N,N-dimethyltryptamine 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-[2-(dimethylamino)-2-oxoacetyl]-1H-indol-4-yl acetate (30000-66-9) → 2-Acetoxy-N,N-dimethyltryptamine (92292-84-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Reflux;

DOI:10.1016/j.bmcl.2014.03.081

Reference yield:

2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-dimethylethan-1-amine (28383-23-5) + acetic anhydride (108-24-7) → 2-Acetoxy-N,N-dimethyltryptamine (92292-84-7)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In benzene; for 4h; under 3102.89 Torr;

DOI:10.1055/s-1999-3490

Reference yield:

4-benzyloxy-1H-indole (20289-26-3) → 2-Acetoxy-N,N-dimethyltryptamine (92292-84-7)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether / 3 h / 5 - 10 °C

2: diethyl ether; CH₂Cl₂ / 6 h

3: 94.8 percent / LiAlH₄ / tetrahydrofuran; dioxane / 1.) 4 h, 2.) reflux, 20 h

4: H₂, AcONa / 10 percent Pd/C / benzene / 4 h / 3102.89 Torr

With lithium aluminium tetrahydride; hydrogen; sodium acetate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; benzene;

DOI:10.1055/s-1999-3490

upstream raw materials:

psilocin

acetyl chloride

2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-dimethylethan-1-amine

acetic anhydride

Downstream raw materials:

psilocin

Refernces

• 1、 Furman, Svetlana,Nissim-Bardugo, Elinor,Zeeli, Shani,Weitman, Michal,Nudelman, Abraham,Finkin-Groner, Efrat,Moradov, Dorit,Shifrin, Helena,Schorer-Apelbaum, Donna,Weinstock, Marta. "Synthesis and in vitro evaluation of anti-inflammatory activity of ester and amine derivatives of indoline in RAW 264.7 and peritoneal macrophages". supporting information. p. 2283 - 2287. Retrieved 2014/05/20.