GB651412A - Improvements in or relating to process of preparing procaine penicillin and the product resulting therefrom - Google Patents

Improvements in or relating to process of preparing procaine penicillin and the product resulting therefrom

Info

Publication number
GB651412A
GB651412A GB3193/48A GB319348A GB651412A GB 651412 A GB651412 A GB 651412A GB 3193/48 A GB3193/48 A GB 3193/48A GB 319348 A GB319348 A GB 319348A GB 651412 A GB651412 A GB 651412A
Authority
GB
United Kingdom
Prior art keywords
penicillin
procaine
salt
oil
soluble
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3193/48A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eli Lilly and Co
Original Assignee
Eli Lilly and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=25100484&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=GB651412(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Eli Lilly and Co filed Critical Eli Lilly and Co
Publication of GB651412A publication Critical patent/GB651412A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/425—Thiazoles
    • A61K31/429—Thiazoles condensed with heterocyclic ring systems
    • A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The procaine salt of penicillin (especially penicillin G) is manufactured by bringing together penicillin and procaine in a solvent in which procaine penicillin is relatively insoluble, with the procaine and penicillin in solution in amounts to form substantially more procaine penicillin than will dissolve in the solvent, and with the penicillin present in a purity of at least about 75 per cent, and separating the resulting precipitate. The process may be effected by reacting in aqueous solution a penicillin salt (e.g. its sodium, potassium or ammonium salt or a water-soluble salt thereof with an organic nitrogenous base such as N-ethylpiperidine) with a procaine salt (e.g. hydrochloride, sulphate, nitrate or formate), or by reacting penicillin (acid) with procaine (base) in an organic solvent or mixture of solvents in which procaine penicillin is relatively insoluble (e.g. an alkyl acetate having 4-9 carbon atoms, such as amyl, isoamyl, butyl or hexyl acetate, or, less suitably, ether or chloroform). Examples are given of both procedures and of medicinal preparations of the product, in one of which phenol is added as a preservative. The Specification as open to inspection under Sect. 91 comprises also a reference to the calcium salt of penicillin as a starting material. This subject-matter does not appear in the Specification as accepted.ALSO:An injectable medicinal product comprises finely divided procaine penicillin (especially procaine penicillin G) in suspension in an aqueous medium, or in a vegetable oil (e.g. cottonseed, peanut or sesame oil) or an oily medium containing a small amount of hydrogenated vegetable oil (e.g. partially hydrogenated peanut oil), or in an aqueous emulsion of a vegetable oil (preferably stabilizing with a small amount of a water-soluble and of an oil-soluble emulsifier). The procaine penicillin and the liquid in which it is to be suspended may (especially when the latter is or contains water) be put up in separate sealed vials and mixed just before use. Detailed examples are given, in one of which phenol is added as a preservative.
GB3193/48A 1947-09-15 1948-02-03 Improvements in or relating to process of preparing procaine penicillin and the product resulting therefrom Expired GB651412A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US774183A US2515898A (en) 1947-09-15 1947-09-15 Procaine penicillin and therapeutic compositions

Publications (1)

Publication Number Publication Date
GB651412A true GB651412A (en) 1951-04-04

Family

ID=25100484

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3193/48A Expired GB651412A (en) 1947-09-15 1948-02-03 Improvements in or relating to process of preparing procaine penicillin and the product resulting therefrom

Country Status (3)

Country Link
US (1) US2515898A (en)
AU (1) AU141817B2 (en)
GB (1) GB651412A (en)

Families Citing this family (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2678313A (en) * 1954-05-11 Stable molecular compounds of
US2578651A (en) * 1948-10-19 1951-12-18 Bristol Lab Inc 1, 1, diphenyl-3(n-piperidyl) propane salts of penicillin
US2585432A (en) * 1948-10-19 1952-02-12 Bristol Lab Inc Dibenzylamine salts of penicillin
US2619447A (en) * 1949-03-11 1952-11-25 American Cyanamid Co Injectable penicillin preparations
US2659722A (en) * 1949-04-09 1953-11-17 Leo Pharm Prod Ltd Penicillin salts of aminoalkylhydroxybenzoates
US2715090A (en) * 1949-05-25 1955-08-09 Lab Francais Chimiotherapie Organic penicillin salt solutions having a delayed action and process for making same
US2694665A (en) * 1949-08-03 1954-11-16 Upjohn Co Procaine-penicillin g composition
US2683711A (en) * 1950-02-07 1954-07-13 Boots Pure Drug Co Ltd Penicillin-amine salts
US2643251A (en) * 1950-03-29 1953-06-23 Bristol Lab Inc Precipitation of fine particle procaine penicillin g
US2739098A (en) * 1950-03-31 1956-03-20 Merck & Co Inc Procaine penicillin
US2793156A (en) * 1950-08-17 1957-05-21 Bristol Lab Inc Repository penicillin products
US2650217A (en) * 1950-08-24 1953-08-25 Merck & Co Inc Production of quinine-penicillin
US2725336A (en) * 1950-11-06 1955-11-29 Pfizer & Co C Preparation containing modified procaine penicillin crystals and process for preparing such crystals
US2701796A (en) * 1950-11-16 1955-02-08 Rheinpreussen Ag Penicillin salts of amino salicylates
US2710863A (en) * 1951-01-09 1955-06-14 Chimiotherapie Lab Franc Penicillin benzhydryl-amine salt
US2668812A (en) * 1951-01-16 1954-02-09 American Cyanamid Co Penicillin salt of n, n'-bis-p, p'-carbodiethylaminoethoxyphenyl urea
DE955060C (en) * 1951-02-17 1956-12-27 Biochemie Gmbh Process for the preparation of penicillin salts
US2676173A (en) * 1951-02-20 1954-04-20 Schenley Ind Inc Penicillin salts of oxybenzylisobutyl amines
DE962794C (en) * 1951-03-13 1957-04-25 Biochemie Gmbh Process for the production of pure, crystallized, poorly water-soluble penicillin salts of organic bases
US2712009A (en) * 1951-04-04 1955-06-28 American Home Prod Preparation of habit-modified procaine penicillin
US2712010A (en) * 1951-04-04 1955-06-28 American Home Prod Preparation of habit-modified procaine penicillin
US2666760A (en) * 1951-07-06 1954-01-19 American Cyanamid Co Insoluble methyl-benzodiazepin salts of penicillin
US2728705A (en) * 1951-08-21 1955-12-27 Lilly Co Eli Sterile penicillin compositions and their preparation
US2654752A (en) * 1952-02-13 1953-10-06 Lilly Co Eli Beta-4-morpholinoethyl-benzoate salt of penicillin
US2654751A (en) * 1952-02-13 1953-10-06 Lilly Co Eli Substituted 2-methylipiperidinopropyl benzoate salts of penicillin
US2654750A (en) * 1952-02-13 1953-10-06 Lilly Co Eli Penicillin salt of an amine
US2654743A (en) * 1952-02-13 1953-10-06 Lilly Co Eli Delta-piperidinobutyl diphenylacetate salt of penicillin
US2654749A (en) * 1952-02-13 1953-10-06 Lilly Co Eli Salts of penicillin with dimethylamino, diphenyl-substituted esters
US2654742A (en) * 1952-02-13 1953-10-06 Lilly Co Eli Gamma-morpholinopropyl cinnamate salt of penicillin
DE1005967B (en) * 1952-03-03 1957-04-11 American Home Prod Process for the production of poorly soluble penicillin salts
US2749274A (en) * 1952-05-06 1956-06-05 Bristol Lab Inc Stable aqueous procaine penicillin suspension
US2727892A (en) * 1952-07-10 1955-12-20 Pfizer & Co C Preparation of procaine penicillin
US2743268A (en) * 1952-07-12 1956-04-24 Lilly Co Eli Erythromycin-penicillin
US2728764A (en) * 1952-08-15 1955-12-27 Bristol Lab Inc Penicillin salts of n-benzhydryl-diisopropylamine
US2830932A (en) * 1952-12-06 1958-04-15 Abbott Lab N,n'dibenzylethylene diamine salt of heparin
US2721198A (en) * 1953-08-27 1955-10-18 Bristol Lab Inc Amine salts of penicillin
US2739962A (en) * 1953-10-29 1956-03-27 Commercial Solvents Corp Production of crystalline procaine penicillin
US2741573A (en) * 1953-12-28 1956-04-10 Abbott Lab Penicillin compositions for intramuscular injection
US3022290A (en) * 1957-12-06 1962-02-20 Olin Mathieson Procaine penicillin production
US3096249A (en) * 1960-05-10 1963-07-02 Samuel J Prigal Emulsion composition
US3170836A (en) * 1962-05-24 1965-02-23 Glaxo Lab Ltd Injectable compositions comprising a copper-containing chelate complex compound dispersed in a stabilized oil-in-water emulsion and method of using the same
JP2006523613A (en) * 2002-12-20 2006-10-19 エスティ．ジェイムス アソシエイト エルエルシー／フェイバー リサーチ シリーズ Coated particles for sustained release pharmaceutical administration
WO2004058222A1 (en) 2002-12-20 2004-07-15 St. James Associates Llc/Faber Research Series High pressure compaction for pharmaceutical formulations
WO2005020840A2 (en) * 2003-08-21 2005-03-10 Thomas Tobin Composition and method for marking procaine penicillin
IE20050527A1 (en) * 2004-08-11 2006-08-23 Cross Vetpharm Group Ltd A process for preparing penicillin G procaine
SG11201507751YA (en) 2013-03-21 2015-10-29 Eupraxia Pharmaceuticals USA LLC Injectable sustained release composition and method of using the same for treating inflammation in joints and pain associated therewith
TW201720427A (en) 2015-10-27 2017-06-16 優普順藥物股份有限公司 Sustained release formulations of local anesthetics

Also Published As

Publication number Publication date
AU141817B2 (en) 1951-06-26
US2515898A (en) 1950-07-18
AU1876248A (en) 1948-04-29

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