GB753331A - Desacetylthiolutin, amides and salts thereof - Google Patents

Desacetylthiolutin, amides and salts thereof

Info

Publication number
GB753331A
GB753331A GB27247/53A GB2724753A GB753331A GB 753331 A GB753331 A GB 753331A GB 27247/53 A GB27247/53 A GB 27247/53A GB 2724753 A GB2724753 A GB 2724753A GB 753331 A GB753331 A GB 753331A
Authority
GB
United Kingdom
Prior art keywords
desacetylthiolutin
thiolutin
hydrochloride
treating
hydrochloric acid
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
GB27247/53A
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.)
Pfizer Inc
Original Assignee
Pfizer Inc
Charles Pfizer and Co Inc
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
Application filed by Pfizer Inc, Charles Pfizer and Co Inc filed Critical Pfizer Inc
Publication of GB753331A publication Critical patent/GB753331A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems

Abstract

An antibiotic, desacetylthiolutin, is produced by reacting thiolutin with an inorganic acid having an ionization constant of at least 10-2 in a two-phase organic solvent-aqueous system, preferably at 50 DEG to 100 DEG C. It is preferred to treat thiolutin in refluxing dioxane with concentrated hydrochloric acid. The desacetylthiolutin, which separates, is dissolved in dilute hydrochloric acid, decolorized with activated carbon and crystallized. Desacetyl thiolutin monochloride monohydrate displays ultraviolet absorption maxima at 226, 309 and 381 mm ; has a pKa value of 2.9 and formula C6H6ON2S2. Desacetylthiolutin base is obtained from the hydrochloride by dissolving the hydrochloride in (a) water and adding a base such as ammonia, pyridine or sodium hydroxide; or (b) chloroform and treating with anhydrous ammonia. Thiolutin is reformed by treating an aqueous or organic solution of desacetylthiolutin with an acetylating agent such as acetyl chloride, acetic anhydride, ketene or acetylbromide. A propionylating agent such as propionyl chloride, propionyl bromide or propionic anhydride converts desacetylthiolutin to aureothricin. Desacetylthiolutin forms salts with acids such as hydrobromic, phosphoric, sulphuric, tartaric and citric. Specification 692,066 is referred to.
GB27247/53A 1952-10-06 1953-10-05 Desacetylthiolutin, amides and salts thereof Expired GB753331A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US753331XA 1952-10-06 1952-10-06

Publications (1)

Publication Number Publication Date
GB753331A true GB753331A (en) 1956-07-25

Family

ID=22125022

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27247/53A Expired GB753331A (en) 1952-10-06 1953-10-05 Desacetylthiolutin, amides and salts thereof

Country Status (1)

Country Link
GB (1) GB753331A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2173499A (en) * 1985-02-04 1986-10-15 Ici Plc Fungicidal dithiolopyrrolones

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2173499A (en) * 1985-02-04 1986-10-15 Ici Plc Fungicidal dithiolopyrrolones

Similar Documents

Publication Publication Date Title
GB1194365A (en) Antibiotic AV290 and production thereof
Peck et al. Streptomyces antibiotics. IV. Hydrolytic cleavage of streptomycin to streptidine
GB753331A (en) Desacetylthiolutin, amides and salts thereof
EP0080229A1 (en) Salicylic derivatives of N-acetylcysteine
US20190225639A1 (en) Process for the preparation of diosmin
GB985162A (en) Derivatives of the antibiotic decoyinine
GB1139616A (en) Process for producing bleached and purified cellulose acetate
ES315304A1 (en) Procedure for preparing pirrol derivatives. (Machine-translation by Google Translate, not legally binding)
GB1364261A (en) Chromone-carboxylic an derivatives
US3264326A (en) 17beta-substituted-3alpha-amino-5alpha-androstanes
GB1042905A (en) Piperazine derivatives
GB845649A (en) 6-deoxytetracycline and 6-deoxyoxytetracycline
GB779262A (en) Process for fractionating starch
GB863235A (en) Improvements in or relating to organic compounds related to heparin
GB1012986A (en) Process for the manufacture of 4,5-dichloro- and 4,5-dibromo-naphthalene-1,8-dicarboxylic acids and their anhydrides
ES392575A1 (en) Recovery of doxycycline and products thereof
GB768043A (en) Improvements in or relating to the preparation of erythromycin acid addition salts
FR1360135A (en) Process for the preparation of steroid nitrite ester
GB718020A (en) Improvements in or relating to the recovery of the antibiotic oxytetracycline
GB791847A (en) Novel hydroxamic acid derivatives and a process for the manufacture and conversion thereof
GB669016A (en) N-benzhydryl-n-acyl-ureas and process for the manufacture of same
GB668994A (en) Process for the purification of adrenalin
GB923765A (en) Production of sodium isoascorbate monohydrate
GB891534A (en) Kanamycin b and its isolation from a fermentation broth
GB673639A (en) Process for the production of acyl derivatives of amino hydroxybenzene carboxylic acids