Clorotepine

Base Information

• Chemical Name: Clorotepine
• CAS No.: 13448-22-1
• Molecular Formula: C19H21 Cl N2 S
• Molecular Weight: 344.908
• Hs Code.: 2934999090
• UNII: E65W20MU7A
• DSSTox Substance ID: DTXSID7048451
• Nikkaji Number: J8.115I
• Wikipedia: Clorotepine
• Wikidata: Q5135148
• NCI Thesaurus Code: C77572
• Pharos Ligand ID: 382MLV1CYTNL
• ChEMBL ID: CHEMBL64249
• Mol file: 13448-22-1.mol

Synonyms:8-chloro-10-(4-methyl-1-piperazinyl)-10,11-dihydrodibenzo(b,f)thiepin;clorotepine;clorothepin;clotepin;clothepin;clothepine;octoclothepine;octoclothepine maleate;octoclothepine monomethanesulfonate, (R)-isomer;octoclothepine monomethanesulfonate, (S)-isomer;octoclothepine, (+-)-isomer;octoclothepine, (S)-isomer;octoclothepine, monomethanesulfonate salt

Chemical Property of Clorotepine

Chemical Property:

• Vapor Pressure: 7.21E-08mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 437.9°Cat760mmHg
• Flash Point: 218.6°C
• PSA: 31.78000
• Density: 1.243g/cm³
• LogP: 4.21160
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 344.1113975
• Heavy Atom Count: 23
• Complexity: 399

Purity/Quality:

99% ^*data from raw suppliers

CLOROTEPINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCN(CC1)C2CC3=CC=CC=C3SC4=C2C=C(C=C4)Cl

Technology Process of Clorotepine

There total 6 articles about Clorotepine 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: 80.0%

Dehydrochlothepin (22431-21-6) → octoclothepin (13448-22-1)

Guidance literature:

With sodium tetrahydroborate; In acetic acid; at 20 ℃; for 23h;

DOI:10.1021/jm100652h

Reference yield:

o-iodophenylacetic acid (18698-96-9) → octoclothepin (13448-22-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide; copper / water / 24 h / 50 °C / Reflux

2: phosphorus pentoxide / 4 h / 150 °C

3: titanium(IV) isopropylate / toluene / 20 h / Inert atmosphere; Reflux

4: sodium tetrahydroborate / acetic acid / 20 °C / Inert atmosphere

With titanium(IV) isopropylate; sodium tetrahydroborate; phosphorus pentoxide; copper; potassium hydroxide; In water; acetic acid; toluene;

DOI:10.1016/j.ejmech.2016.04.058

Reference yield:

p-Chlorothiophenol (106-54-7) → octoclothepin (13448-22-1)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium hydroxide; copper / water / 24 h / 50 °C / Reflux

2: phosphorus pentoxide / 4 h / 150 °C

3: titanium(IV) isopropylate / toluene / 20 h / Inert atmosphere; Reflux

4: sodium tetrahydroborate / acetic acid / 20 °C / Inert atmosphere

With titanium(IV) isopropylate; sodium tetrahydroborate; phosphorus pentoxide; copper; potassium hydroxide; In water; acetic acid; toluene;

DOI:10.1016/j.ejmech.2016.04.058

upstream raw materials:

Dehydrochlothepin

o-iodophenylacetic acid

1-methyl-piperazine

3-chloro-6H-benzo[b][1]benzothiepin-5-one

Refernces

• 1、 Boudhar, Aicha,Ng, Xiao Wei,Loh, Chiew Yee,Chia, Wan Ni,Tan, Zhi Ming,Nosten, Francois,Dymock, Brian W.,Tan, Kevin S.W.. "Overcoming chloroquine resistance in malaria: Design, synthesis and structure-activity relationships of novel chemoreversal agents". . p. 231 - 249. Retrieved 2016/05/24.