Fostedil

Base Information

• Chemical Name: Fostedil
• CAS No.: 75889-62-2
• Molecular Formula: C18H20 N O3 P S
• Molecular Weight: 361.401
• Hs Code.: 2934999090
• UNII: D41WS786UL
• DSSTox Substance ID: DTXSID70226811
• Nikkaji Number: J22.220H
• Wikipedia: Fostedil
• Wikidata: Q15408402
• NCI Thesaurus Code: C83723
• ChEMBL ID: CHEMBL39516
• Mol file: 75889-62-2.mol

Synonyms:Abbott 53986;diethyl 4-(benzothiazol-2-yl)benzylphosphonate;fosfedil;fostedil;KB 944;KB-944

Chemical Property of Fostedil

Chemical Property:

• Vapor Pressure: 4.29E-10mmHg at 25°C
• Melting Point: 96.5°C
• Boiling Point: 512.1°C at 760 mmHg
• Flash Point: 263.5°C
• PSA: 86.47000
• Density: 1.243g/cm³
• LogP: 5.72940
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 361.09015167
• Heavy Atom Count: 24
• Complexity: 432

Purity/Quality:

99% ^*data from raw suppliers

2-[4-(DIETHOXYPHOSPHORYLMETHYL)PHENYL]BENZOTHIAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOP(=O)(CC1=CC=C(C=C1)C2=NC3=CC=CC=C3S2)OCC
• Uses: Vasodilator (calcium channel blocker).

Technology Process of Fostedil

There total 8 articles about Fostedil 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: 95.0%

2-<4-(bromomethyl)phenyl>benzothiazole (24239-18-7) + triethyl phosphite (122-52-1) → fostedil (75889-62-2)

Guidance literature:

at 185 ℃;

DOI:10.1016/j.dyepig.2010.01.010

Reference yield: 84.0%

2-<4-(bromomethyl)phenyl>benzothiazole (24239-18-7) + triethyl phosphate (78-40-0) → fostedil (75889-62-2)

Guidance literature:

at 180 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201200849

Reference yield:

2-(4-methylphenyl)-1,3-benzothiazole (16112-21-3) → fostedil (75889-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / N-bromosuccinimide; peroxyde de benzoyle / CCl₄ / 3 h / Heating

2: 68 percent / xylene / 72 h / Heating

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; xylene;

DOI:10.1080/10426500490466805

upstream raw materials:

2-<4-(bromomethyl)phenyl>benzothiazole

Diethyl Isopropyl Phosphite

triethyl phosphite

2-(4-methylphenyl)-1,3-benzothiazole

Downstream raw materials:

diethyl 4-<6-(acetylamino)benzothiazol-2-yl>benzylphosphonate

diethyl 4-(6-aminobenzothiazol-2-yl)benzylphosphonate hydrochloride

(E)-4-(4-(benzo[d]thiazol-2-yl)styryl)-N,N-bis(4-bromophenyl)aniline

(E)-2-(4-(2-(2,5-dibromothiophen-3-yl)vinyl)phenyl)benzo[d]thiazole

Refernces

• 1、 Wang, Guan,Zhang, Xinhai,Geng, Junlong,Li, Kai,Ding, Dan,Pu, Kan-Yi,Cai, Liping,Lai, Yee-Hing,Liu, Bin. "Glycosylated star-shaped conjugated oligomers for targeted two-photon fluorescence imaging". experimental part. p. 9705 - 9713. Retrieved 2012/09/07.
• 2、 Wang, Haiying,Chen, Gang,Xu, Xiaoping,Chen, Hua,Ji, Shunjun. "The synthesis and optical properties of benzothiazole-based derivatives with various π-electron donors as novel bipolar fluorescent compounds". experimental part. p. 238 - 248. Retrieved 2010/11/16.