Albitiazolium bromide

Base Information

• Chemical Name: Albitiazolium bromide
• CAS No.: 321915-72-4
• Molecular Formula: 2Br*C₂₄H₄₂N₂O₂S₂
• Molecular Weight: 614.55
• UNII: 3AC0AJ4ILP
• ChEMBL ID: CHEMBL520613
• DSSTox Substance ID: DTXSID60185968
• NCI Thesaurus Code: C90735
• Wikidata: Q21400577
• Mol file: 321915-72-4.mol

Synonyms:1,12-bis(4-methyl-5-(2-hydroxyethyl)thiazol-3-ium-3-yl)dodecane;1,12-bis(4-methyl-5-(2-hydroxyethyl)thiazol-3-ium-3-yl)dodecane dibromide;1,12-bisMHTD;albitiazolium;SAR 97276;SAR-97276;SAR97276

Chemical Property of Albitiazolium bromide

Chemical Property:

• PSA: 104.70000
• LogP: -1.31980
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 17
• Exact Mass: 614.10340
• Heavy Atom Count: 32
• Complexity: 392

Purity/Quality:

99% ^*data from raw suppliers

1,12-Bis[4-methyl-5-(2-hydroxyethyl)thiazol-3-ium-3-yl]dodecanedibromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC=[N+]1CCCCCCCCCCCC[N+]2=CSC(=C2C)CCO)CCO.[Br-].[Br-]
• Recent ClinicalTrials: Anti-parasitic Activity and Safety Assessment of SAR97276A in Children With Uncomplicated Malaria

Technology Process of Albitiazolium bromide

There total 3 articles about Albitiazolium bromide 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: 75.0%

→ (3,3'-(dodecane-1,12-diyl)bis[5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium]dibromide) (321915-72-4)

Guidance literature:

Reference yield:

2-(2-amino-4-methylthiazol-5-yl)ethyl acetate (69243-00-1) → (3,3'-(dodecane-1,12-diyl)bis[5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium]dibromide) (321915-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: water; hypophosphorous acid; sodium nitrite / water / 0.75 h / -5 °C / Inert atmosphere

2: 4.5 h / 110 °C / Neat (no solvent)

With water; hypophosphorous acid; sodium nitrite; In water;

DOI:10.1002/jlcr.1816

Reference yield:

5-hydroxyethyl-4-methylthiazole (137-00-8,8042-97-5) + 1,12-dibromododecane (3344-70-5) → (3,3'-(dodecane-1,12-diyl)bis[5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium]dibromide) (321915-72-4)

Guidance literature:

at 110 ℃; for 4.5h; Neat (no solvent);

DOI:10.1002/jlcr.1816

upstream raw materials:

5-hydroxyethyl-4-methylthiazole

1,12-dibromododecane

2-(2-amino-4-methylthiazol-5-yl)ethyl acetate

Refernces

• 1、 -. "Quaternary bis-ammonium salt precursors and their uses as prodrugs having an antiparasitic activity". Page/Page column 17. . Retrieved 2010/02/14.