Pindobind

Base Information

• Chemical Name: Pindobind
• CAS No.: 106469-52-7
• Molecular Formula: C23H34 Br N3 O3
• Molecular Weight: 480.445
• DSSTox Substance ID: DTXSID80910012
• Nikkaji Number: J386.644K
• Wikipedia: Pindobind
• Wikidata: Q7195029
• ChEMBL ID: CHEMBL156628
• Mol file: 106469-52-7.mol

Synonyms:N(1)-(bromoacetyl)-N(8)-(3-(4-indolyloxy)-2-hydroxypropyl)-(Z)-1,8-diamino-4-menthane;pindobind;pindobind 5-hydroxytryptamine(1A)

Chemical Property of Pindobind

Chemical Property:

• Vapor Pressure: 3.83E-20mmHg at 25°C
• Boiling Point: 692.7°Cat760mmHg
• Flash Point: 372.7°C
• PSA: 89.87000
• Density: 1.33g/cm³
• LogP: 4.96700
• Storage Temp.: −20°C
• Solubility.: DMSO: soluble
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 479.17835
• Heavy Atom Count: 30
• Complexity: 566

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCC(CC1)C(C)(C)NCC(COC2=CC=CC3=C2C=CN3)O)NC(=O)CBr

Technology Process of Pindobind

There total 2 articles about Pindobind 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:

4-(oxiranylmethoxy)-1H-indole (35308-87-3) + (Z)-1,8-diamino-p-menthane (54166-24-4) + 2-Bromoacetyl bromide (598-21-0) → N8-(bromoacetyl)-N1-<3-(4-indolyloxy)-2-hydroxypropyl>-(Z)-1,8-diamino-p-menthane (106469-51-6) + N1-(bromoacetyl)-N8-<3-(4-indolyloxy)-2-hydroxypropyl>-(Z)-1,8-diamino-p-menthane (106469-52-7)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given; 1.) 70 deg C, 5 h, 2.) THF, 25 min;

DOI:10.1021/jm00387a005

Reference yield:

1H-indol-4-ol (2380-94-1) → N1-(bromoacetyl)-N8-<3-(4-indolyloxy)-2-hydroxypropyl>-(Z)-1,8-diamino-p-menthane (106469-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / 1-methylpiperazine / 2 h / Heating

2: 1.) 70 deg C, 5 h, 2.) THF, 25 min

With 1-methyl-piperazine;

DOI:10.1021/jm00387a005

upstream raw materials:

4-(oxiranylmethoxy)-1H-indole

(Z)-1,8-diamino-p-menthane

2-Bromoacetyl bromide

1H-indol-4-ol