Sulfathiazole

Base Information

• Chemical Name: Sulfathiazole
• CAS No.: 72-14-0
• Deprecated CAS: 158269-46-6,6052-33-1,859037-27-7,6052-33-1
• Molecular Formula: C9H9N3O2S2
• Molecular Weight: 255.321
• Hs Code.: 2935.00
• European Community (EC) Number: 200-771-5
• NSC Number: 757331,683531,31812
• UNII: Y7FKS2XWQH
• DSSTox Substance ID: DTXSID8026068
• Nikkaji Number: J1.425G
• Wikipedia: Sulfathiazole
• Wikidata: Q408427
• NCI Thesaurus Code: C66571
• RXCUI: 10193
• Metabolomics Workbench ID: 43658
• ChEMBL ID: CHEMBL437
• Mol file: 72-14-0.mol

Synonyms:4-amino-N-2-thiazolyl Benzenesulfonamide;Alphadol;Benzenesulfonamide, 4 amino N 2 thiazolyl;Benzenesulfonamide, 4-amino-N-2-thiazolyl;N(1)-2-thiazolylsulfanilamide;norsulfazole;sulfathiazole;Sulfathiazole Sodium;sulfathiazole, monosodium salt

Chemical Property of Sulfathiazole

Chemical Property:

• Appearance/Colour: white to cream powder
• Vapor Pressure: 2.35E-09mmHg at 25°C
• Melting Point: 200-202 °C(lit.)
• Refractive Index: 1.704
• Boiling Point: 479.5 °C at 760 mmHg
• PKA: 7.2(at 25℃)
• Flash Point: 243.8 °C
• PSA: 121.70000
• Density: 1.561 g/cm³
• LogP: 3.26110
• Storage Temp.: 0-6°C
• Solubility.: 0.5g/l
• Water Solubility.: Insoluble (
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 255.01361889
• Heavy Atom Count: 16
• Complexity: 320

Purity/Quality:

98%, ^*data from raw suppliers

Sulfathiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Pharmaceuticals
• Canonical SMILES: C1=CC(=CC=C1N)S(=O)(=O)NC2=NC=CS2
• Therapeutic Function: Antibacterial

Technology Process of Sulfathiazole

There total 26 articles about Sulfathiazole 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%

N,N-bis(4-acetamidobenzenesulfonyl)-2-aminothiazole → Sulfathiazole (72-14-0)

Guidance literature:

With water; sodium hydroxide; at 75 ℃; for 0.75h; Reflux;

DOI:10.1080/17415993.2016.1193180

Reference yield: 74.5%

2-(p-Carbomethoxyaminobenzenesulfamido)thiazole (33119-99-2) → Sulfathiazole (72-14-0)

Guidance literature:

With calcium hydroxide; In water; for 2h; Heating;

DOI:10.1007/BF00759478

Reference yield:

Nisulfazole (473-42-7) → Sulfathiazole (72-14-0)

Guidance literature:

With sodium hydroxide; iron(II) hydroxide;

upstream raw materials:

2-bromo-1,3-thiazole

sulfanilamide

2-thiazolylamine

4-chlorobenzenesulfonyl chloride

Downstream raw materials:

N-(4-thiazol-2-ylsulfamoyl-phenyl)-maleamic acid

succinylsulfathiazole

4-[(4-oxo-2-thioxo-thiazolidin-5-ylidene)-hydrazino]-N-thiazol-2-yl-benzenesulfonamide

4-(5-nitro-pyridin-2-ylamino)-N-thiazol-2-yl-benzenesulfonamide

Refernces

• 1、 Laudon,Sjoegren. "-". . p. 64,65. Retrieved 1940.
• 2、 Gaballah, Samir T.,Amer,Hofinger-Horvath,Al-Moghazy,Hemida. "Synthesis, antimicrobial, and docking investigations of remarkably modified sulfathiazole derivatives". . p. 171 - 184. Retrieved 2020/04/09.
• 3、 -. "3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF". Paragraph 00283. . Retrieved 2017/10/06.