N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamidedihydrochloride

Base Information

• Chemical Name: N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamidedihydrochloride
• CAS No.: 847375-16-0
• Molecular Formula: C₃₂H₃₅N₇O₄
• Molecular Weight: 581.674
• Mol file: 847375-16-0.mol

Synonyms:WAY-267464;WAY 267464;847375-16-10;WAY 267464 dihydrochloride;N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamide;1-Piperazinecarboxamide, N-[[4-[(4,10-dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-;N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamidedihydrochloride

Chemical Property of N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamidedihydrochloride

Chemical Property:

• Storage Temp.: Store at -20°C
• Solubility.: Methanol (Slightly)

Purity/Quality:

98%Min ^*data from raw suppliers

WAY267464Dihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: WAY 267464 is a potent, selective non-peptide oxytocin receptor (OTR) agonist (Ki = 58.4 nM at human OTR). WAY 267464 exhibits anxiolytic-like effects. May have therapeutic potential for the treatment of psychosis and schizophrenia.

Technology Process of N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamidedihydrochloride

There total 11 articles about N-[[4-[(4,10-Dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-4-[(3,5-dihydroxyphenyl)methyl]-1-piperazinecarboxamidedihydrochloride 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: 51.0%

5-(piperazin-1-ylmethyl)benzene-1,3-diol dihydrochloride + 1,1'-carbonyldiimidazole (530-62-1) + (4-(aminomethyl)-3-methylphenyl)(1-methyl-3a,4,10,10a-tetrahydrobenzo[b]pyrazolo[3,4-e][1,4]diazepin-5(1H)-yl)methanone (479234-64-5) → WAY-267464 (847375-16-0)

Guidance literature:

1,1'-carbonyldiimidazole; (4-(aminomethyl)-3-methylphenyl)(1-methyl-3a,4,10,10a-tetrahydrobenzo[b]pyrazolo[3,4-e][1,4]diazepin-5(1H)-yl)methanone; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

5-(piperazin-1-ylmethyl)benzene-1,3-diol dihydrochloride; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.11.050

Reference yield: 28.0%

5-(piperazin-1-ylmethyl)benzene-1,3-diol dihydrochloride + (4-(aminomethyl)-3-methylphenyl)(1-methyl-3a,4,10,10a-tetrahydrobenzo[b]pyrazolo[3,4-e][1,4]diazepin-5(1H)-yl)methanone (479234-64-5) → WAY-267464 (847375-16-0)

Guidance literature:

(4-(aminomethyl)-3-methylphenyl)(1-methyl-3a,4,10,10a-tetrahydrobenzo[b]pyrazolo[3,4-e][1,4]diazepin-5(1H)-yl)methanone; With N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In DMF (N,N-dimethyl-formamide); for 1h;

5-(piperazin-1-ylmethyl)benzene-1,3-diol dihydrochloride; In DMF (N,N-dimethyl-formamide); for 18h;

Reference yield:

4-cyano-3-methylbenzoic acid (73831-13-7) → WAY-267464 (847375-16-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: hydrogen; ammonia / methanol / 18 h / 65 °C / 760.05 Torr

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

4.2: 18 h / 20 °C / Inert atmosphere

With oxalyl dichloride; ammonia; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2015.11.050

upstream raw materials:

(4-(aminomethyl)-3-methylphenyl)(1-methyl-3a,4,10,10a-tetrahydrobenzo[b]pyrazolo[3,4-e][1,4]diazepin-5(1H)-yl)methanone

4-cyano-3-methylbenzoic acid

3,5-dihydroxybenzaldehyde

1,1'-carbonyldiimidazole