2H-[1]Benzothiopyrano[4,3,2-cd]indazol-9-ol, 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]-

Base Information

• Chemical Name: 2H-[1]Benzothiopyrano[4,3,2-cd]indazol-9-ol, 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]-
• CAS No.: 113457-06-0
• Molecular Formula: C₂₁H₂₇N₅OS
• Molecular Weight: 397.544
• DSSTox Substance ID: DTXSID60150414
• Nikkaji Number: J326.601J
• Wikidata: Q83016503
• ChEMBL ID: CHEMBL39193
• Mol file: 113457-06-0.mol

Synonyms:PD 121373;PD-121373

Chemical Property of 2H-[1]Benzothiopyrano[4,3,2-cd]indazol-9-ol, 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]-

Chemical Property:

• Vapor Pressure: 3.61E-17mmHg at 25°C
• Boiling Point: 643.7°Cat760mmHg
• Flash Point: 343.1°C
• PSA: 107.58000
• Density: 1.35g/cm³
• LogP: 4.59550
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 397.19363168
• Heavy Atom Count: 28
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCN1C2=C3C(=C(C=C2)NCCN)SC4=C(C3=N1)C=C(C=C4)O

Technology Process of 2H-[1]Benzothiopyrano[4,3,2-cd]indazol-9-ol, 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]-

There total 9 articles about 2H-[1]Benzothiopyrano[4,3,2-cd]indazol-9-ol, 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]- 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:

2-<2-<<2-<2-(diethylamino)ethyl>-9-hydroxy-2H-<1>benzothiopyrano<4,3,2-cd>indazol-5-yl>amino>ethyl>-1H-isoindole-1,3(2H)-dione (114615-63-3) → 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]-2H-[1]benzothiopyrano[4,3,2-cd]indazol-9-ol (113457-06-0)

Guidance literature:

With methylhydrazine; In methanol; at 25 ℃;

DOI:10.1021/jm00403a009

Reference yield:

4-Methoxybenzenethiol (696-63-9) → 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]-2H-[1]benzothiopyrano[4,3,2-cd]indazol-9-ol (113457-06-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 68 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 12 h

2: 95 percent / trifluoroacetic anhydride, trifluoroacetic acid / 18 h / Ambient temperature

3: 93 percent / dimethylformamide / 18 h / Ambient temperature

4: 1.) hydrogen, 2.) HCl / 1.) 20percent Pd/C / 1.) glacial AcOH, 50 psi, 18 h, 2.) EtOH, 2-propanol

5: 1.) BBr₃, 2.) HCl / 1.) 1,2-dichloroethane, reflux, 1.5 h, 2.) 2-propanol, 25 deg C, 2 h

6: 2.) aq. NH₄OH / 1.) EtOH, reflux, 7 d

7: methylhydrazine / methanol / 25 °C

With hydrogenchloride; ammonium hydroxide; hydrogen; boron tribromide; sodium hydride; methylhydrazine; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00403a009

Reference yield:

2,6-dichloro-3-nitrobenzoic acid (55775-97-8) → 5-[(2-aminoethyl)amino]-2-[2-(diethylamino)ethyl]-2H-[1]benzothiopyrano[4,3,2-cd]indazol-9-ol (113457-06-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 68 percent / NaH / tetrahydrofuran / 1.) 0 deg C, 30 min, 2.) 25 deg C, 12 h

2: 95 percent / trifluoroacetic anhydride, trifluoroacetic acid / 18 h / Ambient temperature

3: 93 percent / dimethylformamide / 18 h / Ambient temperature

4: 1.) hydrogen, 2.) HCl / 1.) 20percent Pd/C / 1.) glacial AcOH, 50 psi, 18 h, 2.) EtOH, 2-propanol

5: 1.) BBr₃, 2.) HCl / 1.) 1,2-dichloroethane, reflux, 1.5 h, 2.) 2-propanol, 25 deg C, 2 h

6: 2.) aq. NH₄OH / 1.) EtOH, reflux, 7 d

7: methylhydrazine / methanol / 25 °C

With hydrogenchloride; ammonium hydroxide; hydrogen; boron tribromide; sodium hydride; methylhydrazine; trifluoroacetic acid; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00403a009

upstream raw materials:

2-<2-<<2-<2-(diethylamino)ethyl>-9-hydroxy-2H-<1>benzothiopyrano<4,3,2-cd>indazol-5-yl>amino>ethyl>-1H-isoindole-1,3(2H)-dione

4-Methoxybenzenethiol

2,6-dichloro-3-nitrobenzoic acid

5-amino-N,N-diethyl-9-methoxy-2H-<1>benzothiopyrano<4,3,2-cd>indazole-2-ethanamine dihydrochloride