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| | 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID Basic information |
| Product Name: | 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID | | Synonyms: | HETACILLIN;6-(2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl)penicillanic acid;phenazacillin;6-[2,2-Dimethyl-5-oxo-4-phenyl-1-imidazolidinyl] penicillanic acid;Penplenum;Versapen;7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID;4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-[(4R)-2,2-dimethyl-5-oxo-4-phenyl-1-imidazolidinyl]-3,3-dimethyl-7-oxo-, (2S,5R,6R)- | | CAS: | 3511-16-8 | | MF: | C19H23N3O4S | | MW: | 389.47 | | EINECS: | 222-512-5 | | Product Categories: | | | Mol File: | 3511-16-8.mol | ![7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID Structure](CAS/GIF/3511-16-8.gif) |
| | 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID Chemical Properties |
| Melting point | 189.2-191.0° | | alpha | D25 +366° (pyridine) | | Boiling point | 648.4±55.0 °C(Predicted) | | density | 1.43±0.1 g/cm3(Predicted) | | storage temp. | Hygroscopic, -20°C Freezer, Under inert atmosphere | | solubility | DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly) | | form | Solid | | pka | 2.45±0.50(Predicted) | | color | White to Off-White | | Stability: | Hygroscopic, Unstable in Solution |
| | 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID Usage And Synthesis |
| Originator | Natacillin,Bristol Banyu,Japan,1970 | | Uses | Antibacterial. | | Uses | Hetacillin is a β-lactam antibiotic. | | Definition | ChEBI: Hetacillin is a penicillin. It has a role as an antibacterial drug. It is a conjugate acid of a hetacillin(1-). | | Manufacturing Process | To 100 grams of α-aminobenzylpenicillin slurried in 2,500 ml of acetone is
added 200 ml of a 22% solution of potassium ethylhexanoate in dry n-butanol
and the mixture is warmed to 45°C whereupon the acid dissolves. After the
mixture is agitated for 1 hour at 40° to 45°C, the product begins to crystallize
out. Agitation is continued for 4 hours at 45°C after which the product, the
potassium salt of hetacillin, is collected by filtration, washed with 500 ml of
dry acetone, dried for 17 hours at 40°C and found to weigh 70.0 grams. | | Brand name | Versapen-K (Bristol-Myers Squibb)
. | | Therapeutic Function | Antibacterial |
| | 7-(2,2-DIMETHYL-5-OXO-4-PHENYL-IMIDAZOLIDIN-1-YL)-3,3-DIMETHYL-6-OXO-2-THIA-5-AZABICYCLO[3.2.0]HEPTANE-4-CARBOXYLIC ACID Preparation Products And Raw materials |
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