Arotinolol hydrochloride

Base Information

• Chemical Name: Arotinolol hydrochloride
• CAS No.: 68377-91-3
• Molecular Formula: C₁₅H₂₁N₃O₂S₃*ClH
• Molecular Weight: 408.01
• European Community (EC) Number: 818-190-6
• UNII: 9DOI1HT306
• DSSTox Substance ID: DTXSID1046849
• Wikidata: Q27272409
• ChEMBL ID: CHEMBL3185966
• Mol file: 68377-91-3.mol

Synonyms:2-(3'-tert-butylamino-2'-hydroxypropylthio)-4-(5'-carbamoyl-2'-thienyl)thiazole hydrochloride;arotinolol;arotinolol hydrochloride;arotinolol, (+-)-isomer;S 596;S-596

Chemical Property of Arotinolol hydrochloride

Chemical Property:

• Vapor Pressure: 3.09E-15mmHg at 25°C
• Melting Point: 234-235.5° (dec)
• Refractive Index: 1.646
• Boiling Point: 599.8 °C at 760mmHg
• Flash Point: 316.6 °C
• PSA: 170.02000
• Density: 1.35 g/cm³
• LogP: 4.70480
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: Practically insoluble in water
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 407.0562682
• Heavy Atom Count: 24
• Complexity: 406

Purity/Quality:

99% ^*data from raw suppliers

Arotinolol Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NCC(CSC1=NC(=CS1)C2=CC=C(S2)C(=O)N)O.Cl
• Recent ClinicalTrials: Effect of Arotinolol Hydrochloride on Cardiovascular Events in Hypertensive Haemodialysis Patients
• Description: Arotinolol hydrochloride i s a β-adrenergic blocker with weak α-antagonistic properties, useful in the treatment of hypertension.
• Therapeutic Function: Beta-adrenergic blocker

Technology Process of Arotinolol hydrochloride

There total 9 articles about Arotinolol hydrochloride 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: 98.1%

arotinolol (68377-92-4,139332-61-9,52560-77-7,92075-58-6) → arotinolol hydrochloride (101540-26-5,68377-91-3)

Guidance literature:

arotinolol; In methanol; ethyl acetate; at 40 ℃; for 0.8h;

With hydrogenchloride; In methanol; water; ethyl acetate; at 40 ℃; for 0.8h; Temperature;

Reference yield: 83.74%

5-[2-[(3-chloro-2-hydroxypropyl)thio]-4-thiazolyl]-2-thiophenecarboxamide + tert-butylamine (75-64-9) → arotinolol hydrochloride (101540-26-5,68377-91-3)

Guidance literature:

5-[2-[(3-chloro-2-hydroxypropyl)thio]-4-thiazolyl]-2-thiophenecarboxamide; tert-butylamine; In acetonitrile; at 57 - 63 ℃; for 10.5h;

With hydrogenchloride; In water;

Reference yield: 63.34%

1-[benzyl(tert-butyl)amino]-3-chloro-2-propanol hydrochloride + 5-(2-mercapto-1,3-thiazol-4-yl)-2-thiophene carboxamide (52560-89-1) → arotinolol hydrochloride (101540-26-5,68377-91-3)

Guidance literature:

1-[benzyl(tert-butyl)amino]-3-chloro-2-propanol hydrochloride; With ammonium formate; palladium; In N,N-dimethyl-formamide; at 20 - 30 ℃; for 10h;

5-(2-mercapto-1,3-thiazol-4-yl)-2-thiophene carboxamide; With potassium carbonate; potassium iodide; at 70 - 75 ℃; Temperature; Solvent;

upstream raw materials:

tert-butylamine

5-(2-mercapto-1,3-thiazol-4-yl)-2-thiophene carboxamide

arotinolol

5-acetylthiophene-2-carboxylic acid

Refernces

• 1、 -. "Preparation method of arotinolol hydrochloride". Paragraph 0039; 0148-0161. . Retrieved 2021/02/10.
• 2、 -. "A hydrochloric acid arotinolol the preparation process of the new method". Paragraph 0035; 0036; 0037; 0038. . Retrieved 2017/08/26.