Hetacillin

Base Information

• Chemical Name: Hetacillin
• CAS No.: 3511-16-8
• Molecular Formula: C19H23 N3 O4 S
• Molecular Weight: 389.475
• European Community (EC) Number: 222-512-5
• UNII: TN4JSC48CV
• DSSTox Substance ID: DTXSID4023121
• Nikkaji Number: J7.741K
• Wikipedia: Hetacillin
• Wikidata: Q5746710
• NCI Thesaurus Code: C47555
• Metabolomics Workbench ID: 43043
• ChEMBL ID: CHEMBL1201116
• Mol file: 3511-16-8.mol

Synonyms:hetacillin;hetacillin, (2S-(2alpha,5alpha,6alpha))-isomer;hetacillin, aluminum salt (3:1), (2S-(2alpha,5alpha,6beta(S*)))-isomer;hetacillin, monopotassium salt, (2s-(2alpha,5alpha,6beta(S*)))-isomer;hetacillin, monosodium salt, (2S-(2alpha,5alpha,6beta(S*)))-isomer;hetacillin, monosodium salt, (2S-(2alpha,5alpha,6beta))-isomer;phenazacillin

Chemical Property of Hetacillin

Chemical Property:

• Vapor Pressure: 1.07E-17mmHg at 25°C
• Melting Point: 189.2-191.0°
• Boiling Point: 648.4°Cat760mmHg
• PKA: 2.45±0.50(Predicted)
• Flash Point: 345.9°C
• PSA: 115.25000
• Density: 1.43g/cm³
• LogP: 1.61570
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 389.14092740
• Heavy Atom Count: 27
• Complexity: 688

Purity/Quality:

98%min ^*data from raw suppliers

Hetacillin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(N2C(S1)C(C2=O)N3C(=O)C(NC3(C)C)C4=CC=CC=C4)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N3C(=O)[C@H](NC3(C)C)C4=CC=CC=C4)C(=O)O)C
• Uses: Hetacillin is a β-lactam antibiotic. Antibacterial.
• Therapeutic Function: Antibacterial

Technology Process of Hetacillin

There total 3 articles about Hetacillin 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: 92.0%

hetacillin (40439-01-8) → 6-epi-hetacillin (3511-16-8,10449-21-5,18715-92-9,34029-67-9,40439-01-8)

Guidance literature:

With sodium hydroxide; for 1h; Ambient temperature;

DOI:10.1021/jo981628j

Reference yield:

→ 6-epi-hetacillin (3511-16-8,10449-21-5,18715-92-9,34029-67-9,40439-01-8)

Guidance literature:

Hetacillin, wss. NaOH, Epimerisierung am C(6);

DOI:10.1016/S0040-4039(01)99051-3

Reference yield:

→ Hetacillin (3511-16-8,10449-21-5,18715-92-9,34029-67-9,40439-01-8)

Guidance literature:

6ss-Amino-penicillansaeure,D-α-Phenylglycylchlorid*HCl,Aceton;

upstream raw materials:

hetacillin

Downstream raw materials:

hetacillin methyl ester

6-epi-ampicillin

2-(3,6-dioxo-5-phenylpiperazine-2-yl)-5,5-dimethylthiazolidine-4-carboxylic acid

6β-((R)-2,2-dimethyl-3-nitroso-5-oxo-4-phenyl-imidazolidin-1-yl)-1ξ-oxo-1λ⁴-penicillanic acid

Refernces

• 1、 Johnson,Mania,Panetta,Silvestri. "Epihetacillin.". . p. 1903 - 1905. Retrieved 2007/10/10.