Tinidazole

Base Information

• Chemical Name: Tinidazole
• CAS No.: 19387-91-8
• Molecular Formula: C8H13N3O4S
• Molecular Weight: 247.275
• Hs Code.: 2933290000
• European Community (EC) Number: 243-014-4
• NSC Number: 758189
• UNII: 033KF7V46H
• DSSTox Substance ID: DTXSID4023676
• Nikkaji Number: J2.752I
• Wikipedia: Tinidazole
• Wikidata: Q1321320
• NCI Thesaurus Code: C890
• RXCUI: 10612
• Metabolomics Workbench ID: 43179
• ChEMBL ID: CHEMBL1220
• Mol file: 19387-91-8.mol

Synonyms:Bioshik;CP 12,574;CP 12574;CP-12,574;CP-12574;CP12,574;CP12574;Fasigin;Fasigyn;Fasigyne;Fasygin;Simplotan;Tinidazole;Tricolam

Chemical Property of Tinidazole

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 1E-10mmHg at 25°C
• Melting Point: 117-121°C(lit.)
• Refractive Index: 1.599
• Boiling Point: 528.4 °C at 760 mmHg
• PKA: 2.30±0.34(Predicted)
• Flash Point: 273.4 °C
• PSA: 106.16000
• Density: 1.43 g/cm³
• LogP: 2.13840
• Storage Temp.: Refrigerator
• Solubility.: Practically insoluble in water, soluble in acetone and in methylene chloride, sparingly soluble in methanol.
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 247.06267708
• Heavy Atom Count: 16
• Complexity: 345

Purity/Quality:

99.8% ^*data from raw suppliers

Tinidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-40
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antiinfective Agents
• Canonical SMILES: CCS(=O)(=O)CCN1C(=NC=C1[N+](=O)[O-])C
• Recent ClinicalTrials: Helicobacter Pylori First-line Treatment in Patients Allergic to Penicillin
• Recent EU Clinical Trials: Dequalinium versus usual care antibiotics for the treatment of bacterial vaginosis (DEVA): a multicentre, randomised, open label, non-inferiority trial
• Indications: Infections caused by Entamoeba histolytica and Giardia lamblia. Tinidazole is more effective than metronidazole in the treatment of giardiasis.
• Uses: Antiprotozoal (Trichomonas, Giardia); antiamebic; antibacterial. anticonvulsant anti-ulcerative For the treatment of trichomoniasis caused by T. vaginalis in both female and male patients. Also for the treatment of giardiasis caused by G. duodenalis in both adults and pediatric patients older than three years of age and for the treatment of intestin
• Therapeutic Function: 1-[2-(Ethylsulfonyl)ethyl]-2-methyl-5-nitroimidazole
• Clinical Use: Anaerobic bacterial infections(prophylaxis and treatment) Trichomoniasis Giardiasis (single dose) Amebiasis (including amebic liver abscess) Bacterial vaginosis Gastric colonization with H. pylori (in combination with other agents)
• Drug interactions: Potentially hazardous interactions with other drugs Alcohol: disulfiram-like reaction.

Technology Process of Tinidazole

There total 3 articles about Tinidazole 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: 70.0%

1-(2-(ethylthio)ethyl)-2-methyl-5-nitro-1H-imidazole (28795-33-7) → tinidazole (19387-91-8)

Guidance literature:

With oxygen; uranyl(VI) acetate dihydrate; In o-xylene; water; acetonitrile; at 20 ℃; under 760.051 Torr; Schlenk technique; Irradiation;

DOI:10.1002/anie.201906080

Reference yield: 70.0%

→ tinidazole (19387-91-8)

Guidance literature:

With dioxouranium(VI) acetate hydrate; o-xylene; oxygen; In water; acetonitrile; for 24h; Irradiation;

Reference yield: 66.1%

2,2'-thiobis-ethanol (111-48-8) + 2-methyl-5-nitro-1H-imidazole (696-23-1,88054-22-2) → tinidazole (19387-91-8)

Guidance literature:

2,2'-thiobis-ethanol; 2-methyl-5-nitro-1H-imidazole; With aluminum (III) chloride; In toluene; at 45 - 95 ℃; for 2.5h; Large scale;

With sodium molybdate; dihydrogen peroxide; In toluene; at 45 - 50 ℃; for 1h; Large scale;

upstream raw materials:

1-(2-(ethylthio)ethyl)-2-methyl-5-nitro-1H-imidazole

2,2'-thiobis-ethanol

2-methyl-5-nitro-1H-imidazole

Downstream raw materials:

1-<2-(ethylsulphonyl)ethyl>-2-methyl-4-nitro-1H-imidazole

Refernces

• 1、 -. "Sulfoxide and sulfone compounds, as well as selective synthesis method and application thereof". Paragraph 0049-0052; 0150-0153. . Retrieved 2019/12/02.
• 2、 -. "Synthesis method of tinidazole". Paragraph 0028-0047. . Retrieved 2020/01/08.