Phthalylsulfathiazole

Base Information

• Chemical Name: Phthalylsulfathiazole
• CAS No.: 85-73-4
• Molecular Formula: C17H13N3O5S2
• Molecular Weight: 403.439
• Hs Code.: 29350090
• European Community (EC) Number: 201-627-4
• NSC Number: 758159,683525,66454
• UNII: 6875L5852V
• DSSTox Substance ID: DTXSID8023470
• Nikkaji Number: J4.923I
• Wikipedia: Phthalylsulfathiazole
• Wikidata: Q4493189
• NCI Thesaurus Code: C80790
• Pharos Ligand ID: AWNCH7B6FZWL
• Metabolomics Workbench ID: 67486
• ChEMBL ID: CHEMBL1524273
• Mol file: 85-73-4.mol

Synonyms:ftalazol;phthalazol;phthalylsulfathiazole;phthalylsulfathiazole monosodium salt

Chemical Property of Phthalylsulfathiazole

Chemical Property:

• Vapor Pressure: 3.01E-14mmHg at 25°C
• Melting Point: 198-204 °C
• Refractive Index: 1.6390 (estimate)
• Boiling Point: 579oC at 760 mmHg
• PKA: 3.40±0.36(Predicted)
• Flash Point: 304oC
• PSA: 162.08000
• Density: 1.597 g/cm³
• LogP: 4.12120
• Storage Temp.: -20°C
• Solubility.: Practically insoluble in water, freely soluble in dimethylformamide, slightly soluble in acetone and in ethanol (96 per cent).
• Water Solubility.: 400mg/L at 28℃
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 403.02966287
• Heavy Atom Count: 27
• Complexity: 643

Purity/Quality:

98.5—101.5% ^*data from raw suppliers

Phthalylsulfathiazole ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)NC2=CC=C(C=C2)S(=O)(=O)NC3=NC=CS3)C(=O)O
• Uses: Phthalylsulfathiazole is a sulfonamide antibacterial drug with similar and stronger effects than Sulfaguanidine and Succinylsulfathiazole. It is rarely absorbed orally and slowly decomposes in the intestine to release Sulfathiazole and exert intestinal antibacterial effects, and is used in the treatment of dysentery, colitis, and gastroenteritis.

Technology Process of Phthalylsulfathiazole

There total 6 articles about Phthalylsulfathiazole 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:

phthalic anhydride (85-44-9) + Sulfathiazole (72-14-0) → Cremothalidine (85-73-4)

Guidance literature:

With ethanol;

DOI:10.1021/ja01259a023

Reference yield:

4-(1,3-dioxoisoindolin-2-yl)-N-(2-thiazolyl)benzenesulfonamide (36340-59-7) → Cremothalidine (85-73-4)

Guidance literature:

With potassium hydroxide;

Reference yield:

N-phenylphthalimide (520-03-6) → Cremothalidine (85-73-4)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfuric acid

2: dioxane; pyridine

3: aqueous KOH

With 1,4-dioxane; pyridine; potassium hydroxide; chlorosulphuric acid;

upstream raw materials:

phthalic anhydride

Sulfathiazole

sulfathiazole sodium

4-(1,3-dioxoisoindolin-2-yl)-N-(2-thiazolyl)benzenesulfonamide

Downstream raw materials:

oxamic acid

oxalic acid

maleic acid

N-[4-(3-xanthen-9-yl-3H-thiazol-2-ylidenesulfamoyl)-phenyl]-phthalamic acid

Refernces

• 1、 Sinha, Ashok Kumar,Nizamuddin, S.. "Morphanthridines: Part II - Syntheses of 5,6-Dihydro-6,11-dioxomorphanthridine, 1 (or 2)-Substituted 6,11-Dioxo-5,6-dihydromorphanthridines and 7H-12,13-Dihydro-7,12-dioxobenzonaphthazepine". . p. 85 - 86. Retrieved 2007/10/02.