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Antibiotic AY24,668 and process of preparation

Assignee: Wyeth Canada Inc
•
Filing: 1981-11-19
•
Granted: 1983-03-01
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Expires: 2001-11-19
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Abstract

Abstract Antibiotic AY24,668 is producible by culturing Streptomyces hygroscopicus NRRL 5491 in an aqueous nutrient medium. AY24,668 has antifungal properties. Methods for its preparation and use are disclosed.

Inventors

  • 👤 Surendra N. Sehgal
  • 👤 Claude Vezina

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 17:49
CPC Classifications
C; C12; C12P; C12P1/00; C12P1/06; C12N; C12N1/00; C12N1/20; C12N1/205; A; A61; A61P; A61P31/00; A61P31/04; A61P31/10; C12R; C12R2001/00; C12R2001/01; C12R2001/465; C12R2001/55

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 159 words
Solid AY24,668, an antibiotic which a. gives a colorless, crystalline compound with a melting point of 122° to 124° C., after recrystallization from diethyl ether; b. is soluble in diethyl ether, chloroform, acetone, methanol and dimethylformamide, very sparingly soluble in hexane and petroleum ether and substantially insoluble in water; c. shows a uniform spot on thin layer plates of silica gel; d. has a characteristic elemental analysis of about C, 67.75%, H, 8.93% N, 1.72%; e. exhibits the following characteristic absorption maxima in its ultraviolet absorption spectrum (95% ethanol): 267 nm (E 1cm 1% 421), 277 nm (E 1cm 1% 549) and 288 nm (E 1cm 1% 423); f. has a characteristic infrared absorption spectrum shown in accompanying FIG. 1; g. has a characteristic nuclear magnetic resonance spectrum as shown in accompanying FIG. 2; h. has a minimum inhibitory concentration of 0.36 to 10.0 μg/ml against Candida albicans; and i. exhibits a LD 50 (i.p., mice) of >900 mg/kg.
Claim 2
Dependent Claim 159 words
Solid AY24,668, an antibiotic which a. gives a colorless, crystalline compound with a melting point of 122° to 124° C., after recrystallization from diethyl ether; b. is soluble in diethyl ether, chloroform, acetone, methanol and dimethylformamide, very sparingly soluble in hexane and petroleum ether and substantially insoluble in water; c. shows a uniform spot on thin layer plates of silica gel; d. has a characteristic elemental analysis of about C, 67.75%, H, 8.93% N, 1.72%; e. exhibits the following characteristic absorption maxima in its ultraviolet absorption spectrum (95% ethanol): 267 nm (E 1cm 1% 421), 277 nm (E 1cm 1% 549) and 288 nm (E 1cm 1% 423); f. has a characteristic infrared absorption spectrum shown in accompanying FIG. 1; g. has a characteristic nuclear magnetic resonance spectrum as shown in accompanying FIG. 2; h. has a minimum inhibitory concentration of 0.36 to 10.0 μg/ml against Candida albicans; and i. exhibits a LD 50 (i.p., mice) of >900 mg/kg.
Claim 3
Dependent Claim 176 words
A pharmaceutical composition which comprises a pharmaceutically acceptable carrier and an antifungal effective amount of the antibiotic AY24,668 which a. is a solid giving a colorless, crystalline compound with a melting point of 122° to 124° C., after recrystallization from diethyl ether; b. is soluble in diethyl ether, chloroform, acetone, methanol and dimethylformamide, very sparingly soluble in hexane and petroleum ether and substantially insoluble in water; c. shows a uniform spot on thin layer plates of silica gel; d. has a characteristic elemental analysis of about C, 67.75%, H, 8.93% N, 1.72%; e. exhibits the following characteristic absorption maxima in its ultraviolet absorption spectrum (95% ethanol): 267 nm (E 1cm 1% 421), 277 nm (E 1cm 1% 549) and 288 nm (E 1cm 1% 423); f. has a characteristic infrared absorption spectrum shown in accompanying FIG. 1; g. has a characteristic nuclear magnetic resonance spectrum as shown in accompanying FIG. 2; h. has a minimum inhibitory concentration of 0.36 to 10.0 μg/ml against Candida albicans; and i. exhibits a LD 50 (i.p., mice) of >900 mg/kg.
Claim 4
Dependent Claim 176 words
A pharmaceutical composition which comprises a pharmaceutically acceptable carrier and an antifungal effective amount of the antibiotic AY24,668 which a. is a solid giving a colorless, crystalline compound with a melting point of 122° to 124° C., after recrystallization from diethyl ether; b. is soluble in diethyl ether, chloroform, acetone, methanol and dimethylformamide, very sparingly soluble in hexane and petroleum ether and substantially insoluble in water; c. shows a uniform spot on thin layer plates of silica gel; d. has a characteristic elemental analysis of about C, 67.75%, H, 8.93% N, 1.72%; e. exhibits the following characteristic absorption maxima in its ultraviolet absorption spectrum (95% ethanol): 267 nm (E 1cm 1% 421), 277 nm (E 1cm 1% 549) and 288 nm (E 1cm 1% 423); f. has a characteristic infrared absorption spectrum shown in accompanying FIG. 1; g. has a characteristic nuclear magnetic resonance spectrum as shown in accompanying FIG. 2; h. has a minimum inhibitory concentration of 0.36 to 10.0 μg/ml against Candida albicans; and i. exhibits a LD 50 (i.p., mice) of >900 mg/kg.
Claim 5
Independent Claim 184 words
A method of inhibiting the growth of pathogenic fungi in a mammal which comprises administering to the mammal an antifungally effective amount of the antibiotic AY24,668 which a. is a solid giving a colorless, crystalline compound with a melting point of 122° to 124° C., after recrystallization from diethyl ether; b. is soluble in diethyl ether, chloroform, acetone, methanol and dimethylformamide, very sparingly soluble in hexane and petroleum ether and substantially insoluble in water; c. shows a uniform spot on thin layer plates of silica gel; d. has a characteristic elemental analysis of about C, 67.75%, H, 8.93% N, 1.72%; e. exhibits the following characteristic absorption maxima in its ultraviolet absorption spectrum (95% ethanol): 267 nm (E 1cm 1% 421), 277 nm (E 1cm 1% 549) and 288 nm (E 1cm 1% 423); f. has a characteristic infrared absorption spectrum shown in accompanying FIG. 1; g. has a characteristic nuclear magnetic resonance spectrum as shown in accompanying FIG. 2; h. has a minimum inhibitory concentration of 0.36 to 10.0 μg/ml against Candida albicans; and i. exhibits a LD 50 (i.p., mice) of >900 mg/kg.
Claim 6
Independent Claim 184 words
A method of inhibiting the growth of pathogenic fungi in a mammal which comprises administering to the mammal an antifungally effective amount of the antibiotic AY24,668 which a. is a solid giving a colorless, crystalline compound with a melting point of 122° to 124° C., after recrystallization from diethyl ether; b. is soluble in diethyl ether, chloroform, acetone, methanol and dimethylformamide, very sparingly soluble in hexane and petroleum ether and substantially insoluble in water; c. shows a uniform spot on thin layer plates of silica gel; d. has a characteristic elemental analysis of about C, 67.75%, H, 8.93% N, 1.72%; e. exhibits the following characteristic absorption maxima in its ultraviolet absorption spectrum (95% ethanol): 267 nm (E 1cm 1% 421), 277 nm (E 1cm 1% 549) and 288 nm (E 1cm 1% 423); f. has a characteristic infrared absorption spectrum shown in accompanying FIG. 1; g. has a characteristic nuclear magnetic resonance spectrum as shown in accompanying FIG. 2; h. has a minimum inhibitory concentration of 0.36 to 10.0 μg/ml against Candida albicans; and i. exhibits a LD 50 (i.p., mice) of >900 mg/kg.

References Cited (Backward Citations)

US3929992A Cited
US3993749A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1986-02-28 1986-08-30 1987-03-01 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-02-28 1990-08-30 1991-03-01 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-02-28 1994-08-30 1995-03-01 $7700.00 Window Closed / Lapsed

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