10-(3-chloropropyl)-10H-phenothiazine

Base Information

• Chemical Name: 10-(3-chloropropyl)-10H-phenothiazine
• CAS No.: 5909-59-1
• Molecular Formula: C15H14ClNS
• Molecular Weight: 275.802
• Hs Code.: 2934300000
• ChEMBL ID: CHEMBL1651445
• DSSTox Substance ID: DTXSID60486129
• Nikkaji Number: J3.053.869B
• Mol file: 5909-59-1.mol

Synonyms:10-(3-chloropropyl)-10H-phenothiazine;5909-59-1;10-(3-chloropropyl)phenothiazine;10-(3-chloropropyl)-phenothiazine;SCHEMBL5805213;CHEMBL1651445;DTXSID60486129;10-(3-Chlorpropyl)-phenothiazin;DLCIJMPSJTVVHJ-UHFFFAOYSA-N;AKOS009150287

Chemical Property of 10-(3-chloropropyl)-10H-phenothiazine

Chemical Property:

• PSA: 28.54000
• LogP: 4.98320
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 275.0535483
• Heavy Atom Count: 18
• Complexity: 251

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N(C3=CC=CC=C3S2)CCCCl
• Uses: N-(3-Chloropropyl)phenothiazine is a useful reagent in synthesis of phenothiazine derivatives. It is an intermediate in the synthesis of Promazine Dimer Hydrochloride (P756305), which is an impurity of Promazine(P756300). Promazine is an antipsychotic and a tranquilizer.

Technology Process of 10-(3-chloropropyl)-10H-phenothiazine

There total 16 articles about 10-(3-chloropropyl)-10H-phenothiazine 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: 90.0%

10H-phenothiazine (92-84-2) + 1.3-chlorobromopropane (109-70-6) → 10-(3-chloropropyl)-10H-phenothiazine (5909-59-1)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jm060773j

Reference yield: 88.0%

3-chloro-1-(10H-phenothiazin-10-yl)propan-1-one (4091-91-2) → 10-(3-chloropropyl)-10H-phenothiazine (5909-59-1)

Guidance literature:

3-chloro-1-(10H-phenothiazin-10-yl)propan-1-one; With diborane; In tetrahydrofuran; at 20 ℃; for 72h;

With hydrogenchloride; In tetrahydrofuran; water; pH=8;

DOI:10.1016/j.ejmech.2010.10.019

Reference yield: 74.0%

10H-phenothiazine (92-84-2) + 1.3-chlorobromopropane (109-70-6) → 10-allylphenothiazine (20962-92-9) + 10-(3-chloropropyl)-10H-phenothiazine (5909-59-1)

Guidance literature:

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In various solvent(s); for 24h; Ambient temperature;

DOI:10.1002/jhet.5570210271

upstream raw materials:

3-chloropropyl p-toluenesulfonate

n-butyllithium

10H-phenothiazine

1.3-chlorobromopropane

Downstream raw materials:

1-<3-Phenothiazinyl-(10)-propyl>-4-<2-hydroxy-aethyl>-piperidin.

10-[3-(octahydro-pyrido[1,2-a]pyrazin-2-yl)-propyl]-10H-phenothiazine

1-(3-phenothiazin-10-yl-propyl)-4-phenyl-piperidine-4-carbonitrile

1-(3-phenothiazin-10-yl-propyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester

Refernces

• 1、 Wang, Wei,Ning, Jun-Ya,Liu, Jin-Ting,Miao, Jun-Ying,Zhao, Bao-Xiang. "A mitochondria-targeted ratiometric fluorescence sensor for the detection of hypochlorite in living cells". . . Retrieved 2019.
• 2、 Komine, Yusuke,Ueda, Ikuko,Goto, Tomotaka,Fujihara, Hisashi. "Dendritic effects on the ordered assembly and the interfacial one-electron oxidation of redox-active dendron-functionalized gold nanoparticles". . p. 302 - 304. Retrieved 2006.
• 3、 -. "Phenothiazine compound and application thereof". Paragraph 0122-0125. . Retrieved 2019/06/07.