ChemicalBook--->CAS DataBase List--->3511-16-8

3511-16-8

3511-16-8 Structure

3511-16-8 Structure
IdentificationBack Directory
[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
[CAS]

3511-16-8
[Synonyms]

Versapen
Penplenum
Hetacilina
HETACILLIN
Hetacilline
Hetacillinum
phenazacillin
Hetacillin USP/EP/BP
6-(2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl)penicillanic acid
6-[2,2-Dimethyl-5-oxo-4-phenyl-1-imidazolidinyl] penicillanic 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
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 USP/EP/BP
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)-
[EINECS(EC#)]

222-512-5
[Molecular Formula]

C19H23N3O4S
[MDL Number]

MFCD00056861
[MOL File]

3511-16-8.mol
[Molecular Weight]

389.47
Chemical PropertiesBack Directory
[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
Hazard InformationBack Directory
[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
[storage]

Store at -20°C
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