Apicycline Struktur

Apicycline

Bezeichnung:Apicycline

CAS-Nr15599-51-6

Englisch Name:Apicycline

CBNumberCB51178046

SummenformelC30H38N4O11

Molgewicht630.64

MOL-Datei15599-51-6.mol

Apicycline physikalisch-chemischer Eigenschaften

Schmelzpunkt	144.5° (dec)
alpha	D -123° (c = 0.5 in methanol); D -133° (c = 0.5 in water)

Apicycline Chemische Eigenschaften,Einsatz,Produktion Methoden

Originator
Travert,Baxter
Manufacturing Process
Glyoxylic acid monohydrate (1.96 g, 20 mrnoles) is dissolved in 200 ml of methanol, and a solution of 2.60 g (20 mmoles) of N-(2-hydroxyethyl) piperazine in 50 ml of methanol is slowly added thereto with stirring.
Stirring is maintained for 15 minutes and the medium is cooled to 5°C. There is then added 10.2 g (20 mmoles) of tetracycline base trihydrate and the reaction medium is maintained for 20 hours at 5°C under stirring. After that reaction time, the solution is concentrated up to 50 ml and 0.25 liter of acetone is added for precipitating a yellowish product which is filtered and dried to yield N-[(carboxy)(4-β-hydroxyethylpiperazino)methyl] tetracycline (apicycline).
When tested for antibiotic potency against Bacillus cereus var. mycoides ATCC 9634 (diffusion method), the product is shown to present an antibiotic potency equivalent to 97% of the tetracycline present therein.
Anhydrous tetracycline base (0.90 g, 2 mmoles) is dissolved in 30 ml of nbutanol at about 40°C. There is then added thereto under stirring a solution of 0.26 g (2 mmoles) of N-(2-hydroxyethyl)piperazine in 10 ml of butanol and 0.191 g (2 mmoles) of glyoxylic acid monohydrate. A precipitate appears after a few minutes and the suspension is maintained for six hours under stirring and at room temperature.
After that reaction time, precipitation is completed by addition of 120 ml of ether. The yellowish precipitate is filtered and dried to yield N-[(carboxy)(4-β- hydroxyethylpiperazino)methyl]tetracycline (apicycline). Yellow, amorphous powder with slight amine odor, MP: 144.5°C (dec). Freely solves in water. [α]D =-123° (c = 0.5 in methanol); [α]D =-133° (c = 0.5 in water).
The pH value of a 2% aqueous solution of this product is 6.2. When tested for antibiotic potency against Bacillus cercus var. mycoides ATCC 9634 (diffusion method), the product is shown to present an antibiotic potency equivalent to 95% of the tetracycline present therein.
Therapeutic Function
Antibiotic

Apicycline Upstream-Materialien And Downstream Produkte

Apicycline Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

15599-51-6, Apicycline Verwandte Suche:

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