6,11-Dihydro[1]benzothiopyrano[4,3-b]indole

Base Information

• Chemical Name: 6,11-Dihydro[1]benzothiopyrano[4,3-b]indole
• CAS No.: 4079-26-9
• Molecular Formula: C15H11NS
• Molecular Weight: 237.3195
• Hs Code.: 2934999090
• NSC Number: 168807
• UNII: 5K2QDA6F3S
• DSSTox Substance ID: DTXSID20961205
• Nikkaji Number: J830.631A
• Wikidata: Q82942565
• Pharos Ligand ID: VCCG8C26VYLY
• ChEMBL ID: CHEMBL180917
• Mol file: 4079-26-9.mol

Synonyms:6,11-dihydro-5-thia-11-aza-benzo(a)-fluorene;PD 146176;PD-146176

Chemical Property of 6,11-Dihydro[1]benzothiopyrano[4,3-b]indole

Chemical Property:

• Vapor Pressure: 4.17E-09mmHg at 25°C
• Melting Point: 160 °C
• Boiling Point: 485.4°Cat760mmHg
• PKA: 16.17±0.20(Predicted)
• Flash Point: 247.4°C
• PSA: 41.09000
• Density: 1.333g/cm³
• LogP: 4.44060
• Storage Temp.: Store at +4°C
• Solubility.: DMSO: 16 mg/mL, soluble
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 237.06122053
• Heavy Atom Count: 17
• Complexity: 293

Purity/Quality:

98%,99%, ^*data from raw suppliers

PD 146176 ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C2=C(C3=CC=CC=C3S1)NC4=CC=CC=C24
• Description: PD 146176 is a potent and selective inhibitor of reticulocyte 15-lipoxygenase-1. It limits hypercholesterolemia-induced atherosclerosis in New Zealand White rabbits and reduces oxidant stress-induced apoptosis in endothelial cells. PD 146176 inhibits amyloid β protein aggregate formation without changing total levels of amyloid β precursor protein (APP) in cells stably expressing APP. In addition, it lacks significant non-specific antioxidant properties.
• Uses: PD 146176 has been used to study its influence on ex vivo leukotriene B4 (LTB4) and lipoxin A4 (LXA4) secretion in adipose tissue.

Technology Process of 6,11-Dihydro[1]benzothiopyrano[4,3-b]indole

There total 6 articles about 6,11-Dihydro[1]benzothiopyrano[4,3-b]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: 96.0%

2,3-dihydro-4H-[1]benzothiopyran-4-one (3528-17-4) + phenylhydrazine (100-63-0) → 6,11-Dihydro-5-thia-11-aza-benzo[a]fluorene (4079-26-9)

Guidance literature:

With chloro-trimethyl-silane; In ethanol; for 4h; Reflux;

DOI:10.1016/j.tet.2016.07.052

Reference yield: 78.0%

1-thiochroman-4-one phenylhydrazone (121113-04-0) → 6,11-Dihydro-5-thia-11-aza-benzo[a]fluorene (4079-26-9)

Guidance literature:

With formic acid; for 6h; Heating;

Reference yield:

2,3-dihydro-4H-[1]benzothiopyran-4-one (3528-17-4) → 6,11-Dihydro-5-thia-11-aza-benzo[a]fluorene (4079-26-9)

Guidance literature:

Multi-step reaction with 2 steps

2: ethanolic HCl

With hydrogenchloride;

DOI:10.1039/jr9510001909

upstream raw materials:

1-thiochroman-4-one phenylhydrazone

2,3-dihydro-4H-[1]benzothiopyran-4-one

phenylhydrazine

hydrogenchloride