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US4113856A Expired / Lapsed US ⏱️ 0.0 years remaining

Antibiotic mm 13902

Assignee: Beecham Group PLC
•
Filing: 1976-08-24
•
Granted: 1978-09-12
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Expires: 1996-08-24
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Abstract

Abstract It has been found that a novel antibiotic can be obtained by the fermentation of certain strains of Streptomyces olivaceus and related organisms. In addition to being a potent antibiotic this new material which we have designated MM 13902 acts synergistically with penicillins and cephalosporins.

Inventors

  • 👤 Martin Cole
  • 👤 John Dick Hood
  • 👤 Dennis Butterworth

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 05:23
CPC Classifications
C; C07; C07D; C07D477/00; C07D477/10; C07D477/12; C07D477/16; C07D477/20; A; A61; A61K; A61K39/00; C07G; C07G11/00; C12; C12P; C12P17/00; C12P17/18; C12P17/182; C12P17/184; Y; Y02; Y02A; Y02A50/00; Y02A50/30; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/832; Y10S435/839; Y10S435/848; Y10S435/849; Y10S435/852; Y10S435/873; Y10S435/874; Y10S435/875; Y10S435/879; Y10S435/882; Y10S435/883; Y10S435/886; Y10S435/902

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 224 words
A pharmaceutically acceptable di-basic salt of MM 13902 which is at least 50% pure wherein MM 13902 is a solid carboxylic acid of the molecular formula C 13 H 16 O 8 N 2 S 2 which in the form of a substantially pure sodium salt has the following characteristics: (a) in aqueous solution, it has a characteristic ultra violet spectrum with absorption maxima at about 305 nm and at about 225 nm substantially as shown in FIG. 1; (b) when present at 0.4% w/w in a freshly prepared KBr disc, it has a characteristic infra-red spectrum which has absorption maxima at inter alia about 3450, 2950, 1750, 1620, 1510, 1400 and 1260 cm -1 ; (c) it has a characteristic N.M.R. spectrum when taken in D 2 O which spectrum possesses inter alia (i) a pair of low field doublets centered at approximately 2.85τ and 4.00τ with coupling constants of approximately 14 Hz; (ii) a doublet centered at approximately 8.55τ and (iii) a sharp singlet at approximately 8.00τ; (d) it possesses antibacterial activity against various species including inter alia, strains of Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Salmonella typhi and Pseudomonas aeruginosa; and (e) when mixed with ampicillin it synergizes its activity against organisms including strains of Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Proteus morganii and Staphylococcus aureus Russell.
Claim 2
Dependent Claim 224 words
A pharmaceutically acceptable di-basic salt of MM 13902 which is at least 50% pure wherein MM 13902 is a solid carboxylic acid of the molecular formula C 13 H 16 O 8 N 2 S 2 which in the form of a substantially pure sodium salt has the following characteristics: (a) in aqueous solution, it has a characteristic ultra violet spectrum with absorption maxima at about 305 nm and at about 225 nm substantially as shown in FIG. 1; (b) when present at 0.4% w/w in a freshly prepared KBr disc, it has a characteristic infra-red spectrum which has absorption maxima at inter alia about 3450, 2950, 1750, 1620, 1510, 1400 and 1260 cm -1 ; (c) it has a characteristic N.M.R. spectrum when taken in D 2 O which spectrum possesses inter alia (i) a pair of low field doublets centered at approximately 2.85τ and 4.00τ with coupling constants of approximately 14 Hz; (ii) a doublet centered at approximately 8.55τ and (iii) a sharp singlet at approximately 8.00τ; (d) it possesses antibacterial activity against various species including inter alia, strains of Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Salmonella typhi and Pseudomonas aeruginosa; and (e) when mixed with ampicillin it synergizes its activity against organisms including strains of Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Proteus morganii and Staphylococcus aureus Russell.
Claim 3
Dependent Claim 20 words
A pharmaceutically acceptable di-basic salt of MM 13902 according to claim 1 in the form of an alkali metal salt.
Claim 4
Dependent Claim 25 words
A pharmaceutically acceptable di-basic salt of MM 13902 according to claim 1 in the form of the sodium, potassium, calcium, magnesium, aluminium or ammonium salt.
Claim 5
Dependent Claim 19 words
A pharmaceutically acceptable di-basic salt of MM 13902 according to claim 1 in the form of the di-sodium salt.
Claim 6
Dependent Claim 19 words
A pharmaceutically acceptable di-basic salt of MM 13902 according to claim 1 in the form of the di-potassium salt.
Claim 7
Dependent Claim 18 words
A pharmaceutically acceptable di-basic salt of MM 13902 according to claim 1 which is at least 70% pure.
Claim 8
Dependent Claim 18 words
A pharmaceutically acceptable di-basic salt of MM 13902 according to claim 1 which is at least 80% pure.
Claim 9
Dependent Claim 16 words
A pharmaceutically acceptable di-basic salt of MM 13902 according to claim 1 which is 90%-100% pure.
Claim 10
Dependent Claim 289 words
A process for the preparation of substantially pure MM 13902 in the form of a pharmaceutically acceptable di-basic salt wherein MM 13902 is a solid carboxylic acid of the molecular formula C 13 H 16 O 8 N 2 S 2 which in the form of a substantially pure sodium salt has the following characteristics: (a) in aqueous solution, it has a characteristic ultraviolet spectrum with absorption maxima at about 305 nm and at about 225 nm substantially as shown in FIG. 1; (b) when present at 0.4% w/w in a freshly prepared KBr disc, it has a characteristic infra-red spectrum which has absorption maxima at inter alia about 3450, 2950, 1750, 1620, 1510, 1400 and 1260 cm -1 ; (c) it has a characteristic N.M.R. spectrum when taken in D 2 O, which spectrum possesses inter alia (i) a pair of low field doublets centered at approximately 2.85τ and 4.00τ with coupling constants of approximately 14 Hz; (ii) a doublet centered at approximately 8.55τ and (iii) a sharp singlet at approximately 8.00τ; (d) it possesses antibacterial activity against various species including inter alia, strains of Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Salmonella typhi and Pseudomonas aeruginosa; and (e) when mixed with ampicillin it synergizes its activity against organisms including strains of Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Proteus morganii and Staphylococcus aureus Russel; which comprises cultivating a MM 13902 producing strain of Streptomyces olivaceus having the same identifying characteristics as ATCC 31126 in a suitable medium containing an assimilable source of carbon, hydrogen and nitrogen until a significant amount of antibiotic activity has been imparted to said medium and recovering the substantially pure, pharmaceutically acceptable di-basic salt of MM 13902 from the culture medium.
Claim 11
Dependent Claim 289 words
A process for the preparation of substantially pure MM 13902 in the form of a pharmaceutically acceptable di-basic salt wherein MM 13902 is a solid carboxylic acid of the molecular formula C 13 H 16 O 8 N 2 S 2 which in the form of a substantially pure sodium salt has the following characteristics: (a) in aqueous solution, it has a characteristic ultraviolet spectrum with absorption maxima at about 305 nm and at about 225 nm substantially as shown in FIG. 1; (b) when present at 0.4% w/w in a freshly prepared KBr disc, it has a characteristic infra-red spectrum which has absorption maxima at inter alia about 3450, 2950, 1750, 1620, 1510, 1400 and 1260 cm -1 ; (c) it has a characteristic N.M.R. spectrum when taken in D 2 O, which spectrum possesses inter alia (i) a pair of low field doublets centered at approximately 2.85τ and 4.00τ with coupling constants of approximately 14 Hz; (ii) a doublet centered at approximately 8.55τ and (iii) a sharp singlet at approximately 8.00τ; (d) it possesses antibacterial activity against various species including inter alia, strains of Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Salmonella typhi and Pseudomonas aeruginosa; and (e) when mixed with ampicillin it synergizes its activity against organisms including strains of Escherichia coli, Klebsiella aerogenes, Proteus mirabilis, Proteus morganii and Staphylococcus aureus Russel; which comprises cultivating a MM 13902 producing strain of Streptomyces olivaceus having the same identifying characteristics as ATCC 31126 in a suitable medium containing an assimilable source of carbon, hydrogen and nitrogen until a significant amount of antibiotic activity has been imparted to said medium and recovering the substantially pure, pharmaceutically acceptable di-basic salt of MM 13902 from the culture medium.
Claim 12
Dependent Claim 43 words
A process according to claim 9 for the preparation of substantially pure MM 13902 in the form of a pharmaceutically acceptable di-sodium or di-potassium salt wherein the substantially pure, pharmaceutically acceptable salt of MM 13902 is recovered as a di-sodium or di-potassium salt.

References Cited (Backward Citations)

US3919415A Cited
US3950357A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-09-11 1982-03-13 1982-09-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-09-11 1986-03-13 1986-09-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-09-11 1990-03-13 1990-09-12 $7700.00 Window Closed / Lapsed

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