Cefotiam

Base Information

• Chemical Name: Cefotiam
• CAS No.: 61622-34-2
• Deprecated CAS: 67356-92-7,70896-40-1
• Molecular Formula: C18H23N9O4S3
• Molecular Weight: 525.637
• European Community (EC) Number: 266-312-6,680-792-8
• UNII: 91W6Z2N718
• DSSTox Substance ID: DTXSID6022763
• Nikkaji Number: J18.083A
• Wikipedia: Cefotiam
• Wikidata: Q3009984
• NCI Thesaurus Code: C65301
• Metabolomics Workbench ID: 42631
• ChEMBL ID: CHEMBL1296
• Mol file: 61622-34-2.mol

Synonyms:5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl]thio]methyl]-8-oxo-,(6R-trans)-;CGP 14221E;SCE 963;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(2-amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1H-tetrazol-5-yl]thio]methyl]-8-oxo-, (6R,7R)- (9CI);

Chemical Property of Cefotiam

Chemical Property:

• Refractive Index: 1.855
• Boiling Point: 843℃
• PKA: 2.57±0.50(Predicted)
• Flash Point: >110°(230°F)
• PSA: 251.30000
• Density: 1.803 g/cm³
• LogP: 0.25680
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 10
• Exact Mass: 525.10351377
• Heavy Atom Count: 34
• Complexity: 848

Purity/Quality:

98%,99%, ^*data from raw suppliers

Cefotiam 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
• Isomeric SMILES: CN(C)CCN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O
• Recent ClinicalTrials: Prophylactic Use of Antibiotics in Endoscopic Injection of Tissue Adhesive in Gastric Varices
• Recent NIPH Clinical Trials: Open-label randomized comparative study of cefotiam vs. ampicillin/sulbactam in adults with mild to moderate community-acquired pneumonia
• Uses: Antibacterial
• Therapeutic Function: Antibiotic

Technology Process of Cefotiam

There total 5 articles about Cefotiam 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: 45.3%

3-acetoxyphenalen-1-one (18931-04-9) → Perinaphthenon (548-39-0) + peropyrene (188-96-5) + phenalene-1,3-dione (5821-59-0)

Guidance literature:

3-acetoxyphenalen-1-one; With sodium tetrahydroborate; lanthanum chloride heptahydrate; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

With sulfuric acid; for 1h; regioselective reaction;

DOI:10.1080/00397910902883546

Reference yield:

→ cefotiam (61622-34-2)

Guidance literature:

Verb.*0.5 H2O: Ester (4e) Monohydrat, 1-(2-Dimethylaminoethyl)-1H-tetrazol-5-thiol (9), ^-;

DOI:10.1248/cpb.27.696

Reference yield:

2-diazo-1H-phenalene-1,3(2H)-dione (18931-19-6) → phenalene-1,3-dione (5821-59-0)

Guidance literature:

With dimethylsulfide; Irradiation;

upstream raw materials:

2-diazo-1H-phenalene-1,3(2H)-dione

sulfuric acid

ethyl (1-naphthoyl)acetate

2-Carboxy-3-hydroxyphenalenone

Refernces

• 1、 Tsushima,Sendai,Shiraishi,et al.. "A new route to semisynthetic cephalosporins from deacetylcephalosporin C. I. Synthesis of 3-heterocyclicthiomethyl-cephalosporins". . p. 696 - 702. Retrieved 2007/10/07.