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
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
- 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 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
Description
Hetacillin was synthesized by Bristol-Myers Laboratories in 1964. It shows activity as strong as that of ampicillin against a variety of gram-positive and gram-negative bacteria. Hetacillin shows almost the same pharmacokinetic properties as ampicillin when administered orally and a later serum peak when given by intramuscular administration. When administered either orally or intramuscularly, it is hydrolyzed in vivo into ampicillin. Therefore, the clinical applications of hetacillin are the same as those of ampicillin.
Originator
Natacillin,Bristol Banyu,Japan,1970
Uses
Hetacillin is a β-lactam antibiotic.
Uses
Antibacterial.
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 ACIDSupplier
- Tel
- 010-56205725
- waley188@sohu.com
- Tel
- 021-58955995
- sales@medchemexpress.cn
- Tel
- 021-65675885 18964387627
- info@efebio.com
- Tel
- +1-800-259-7612
- info@musechem.com
- Tel
- 025-66028182 18112977050
- cfzhang@aikonchem.com
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(3511-16-8)Related Product Information
- 2-Aminoethyldiisopropylamine
- 3-(Ethylthio)butanal
- GLY-D-ALA
- D-Cysteine
- (4S,2RS)-2-ETHYLTHIAZOLIDINE-4-CARBOXYLIC ACID
- L(-)-Thiazolidine-4-carboxylic acid
- 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
- Ampicillin
- Folcisteine
- ACETIC ACID-DIISOPROPYLAMIDE
- 2,2'-Thiobisethylamine
- N,N-DIISOPROPYLFORMAMIDE
- 6-Aminopenicillanic acid
- N-ACETYL-DL-PENICILLAMINE
- D-Valine
- 2-METHYLTHIAZOLIDINE
- DL-PENICILLAMINE
- N-ACETYL-3-MERCAPTO-D-VALINE