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Patent US3899394A successfully refreshed from Google Patents.
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US3899394A Expired / Lapsed US ⏱️ 0.0 years remaining

Production of antibacterial agents

Assignee: Bristol Myers Co
•
Filing: 1974-02-21
•
Granted: 1975-08-12
•
Expires: 1994-02-21
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Abstract

Abstract 7-(D Alpha -Amino- Alpha -(p-hydroxyphenyl)acetamido)-3-(1,2,3triazol-5-ylthiomethyl)-3-cephem-4 -carboxylic acid and its nontoxic, pharmaceutically acceptable salts exhibit highly desirable solubility in water, are efficiently absorbed on oral administration to provide relatively high and prolonged blood levels and are potent antibacterial agents useful in the treatment of infectious diseases in animals, including man, caused by many Gram-positive and Gram-negative bacteria. 7-(D- Alpha -Amino- Alpha -(p-hydroxyphenyl)acetamido)-3-(1,2,3triazol-5-ylthiomethyl)-3-cephem-4 -carboxylic acid is prepared, for example, by contacting methyl D-(-)- Alpha -amino- Alpha -(4hydroxyphenyl)acetate or an acid addition salt thereof with 7amino-3-(1,2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid or a salt thereof in aqueous solution in the presence of enzyme derived from a microorganism selected from the group consisting of Xanthomonas citri (IFO 3835), Acetobacter turbidans (ATCC 9325) and Pseudomonas melanogenum (IFO 12020).

Inventors

  • 👤 David Willner
  • 👤 Jr Leonard Bruce Crast

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 13:35
CPC Classifications
C; C07; C07D; C07D501/00; C07D501/14; C07D501/16; C07D501/20; C07D501/24; C07D501/36; C12; C12P; C12P35/00; C12P35/04; Y; Y10; Y10S; Y10S435/00; Y10S435/8215; Y10S435/822; Y10S435/823; Y10S435/874; Y10S435/91

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 62 words
A PROCESS FOR THE PRODUCTION OF 7-(D-A-AMINO-A-(4HYDROXYPHENYL)ACETAMINO)-3-(1,2,3-TRIAZOL-5-YLTHIOMETHYL)3 -CEPHEM-4-CARBOXYLIC ACID OR A SALT THEREOF WHICH COMPRISES CONTACTING METHYL D-(-)-A-AMINO-A-(4-HYDROXYPHENYL)ACETATE OR AN ACID ADDITION SALT THEREOF WITH 7-AMINO-3-(1,2,3TRAZOL-5-YLTHIOMETHYL)-3-CEPHEM-4-CARBOXYLIC ACID OR A SALT THEREOF IN AQUEOUS SOLUTION IN THE PRESENCE OF ENZYME DERIVED FROM A MICROORGANISM SELECTED FROM THE GROUP CONSISTING OF XANTHOMONAS CITRI (IFO 3835), ACETOBACTER TURBIDANS (ATCC 9325) AND PSEUDOMANAS MELANOGENUM (IFO 12020).
Claim 2
Dependent Claim 62 words
A PROCESS FOR THE PRODUCTION OF 7-(D-A-AMINO-A-(4HYDROXYPHENYL)ACETAMINO)-3-(1,2,3-TRIAZOL-5-YLTHIOMETHYL)3 -CEPHEM-4-CARBOXYLIC ACID OR A SALT THEREOF WHICH COMPRISES CONTACTING METHYL D-(-)-A-AMINO-A-(4-HYDROXYPHENYL)ACETATE OR AN ACID ADDITION SALT THEREOF WITH 7-AMINO-3-(1,2,3TRAZOL-5-YLTHIOMETHYL)-3-CEPHEM-4-CARBOXYLIC ACID OR A SALT THEREOF IN AQUEOUS SOLUTION IN THE PRESENCE OF ENZYME DERIVED FROM A MICROORGANISM SELECTED FROM THE GROUP CONSISTING OF XANTHOMONAS CITRI (IFO 3835), ACETOBACTER TURBIDANS (ATCC 9325) AND PSEUDOMANAS MELANOGENUM (IFO 12020).
Claim 3
Dependent Claim 19 words
The process according to claim 1 wherein the micro-organism is used in the form of whole bacterial cells thereof.
Claim 4
Dependent Claim 19 words
The process according to claim 1 wherein the micro-organism is used in the form of a culture broth thereof.
Claim 5
Dependent Claim 19 words
The process according to claim 1 wherein the micro-organism is used in the form of an enzyme preparation thereof.
Claim 6
Dependent Claim 26 words
The process according to claim 1 wherein the micro-organism is used in the form of its enzymes obtained in cell-free preparation by disruption of said microorganism.
Claim 7
Dependent Claim 36 words
The process according to claim 1 wherein 2 to 20 moles of methyl D-(-)- Alpha -amino- Alpha -(4-hydroxyphenyl)acetate or an acid addition salt thereof are employed per mole of 7-amino-3-(1, 2,3-triazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid or a salt thereof.
Claim 8
Dependent Claim 24 words
The process according to claim 1 wherein the reaction is carried out in an aqueous medium having a pH value between 4 and 8.
Claim 9
Dependent Claim 24 words
The process according to claim 1 wherein the reaction is carried out in an aqueous medium having a pH value of about 5.5 -6.5
Claim 10
Dependent Claim 28 words
The process according to claim 1 wherein the reaction is carried ouT in an aqueous medium at a temperature in the range of 20* C. to 45* C.
Claim 11
Dependent Claim 28 words
The process according to claim 1 wherein the reaction is carried out in an aqueous medium at a temperature in the range of 30* C. to 40* C.

References Cited (Backward Citations)

US3759904A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-08-11 1979-02-10 1979-08-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-08-11 1983-02-10 1983-08-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-08-11 1987-02-10 1987-08-12 $7700.00 Window Closed / Lapsed

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