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 Property

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 and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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,Usage,Production

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