GB928151A - Pyrazine derivatives - Google Patents

Pyrazine derivatives

Info

Publication number
GB928151A
GB928151A GB24146/59A GB2414659A GB928151A GB 928151 A GB928151 A GB 928151A GB 24146/59 A GB24146/59 A GB 24146/59A GB 2414659 A GB2414659 A GB 2414659A GB 928151 A GB928151 A GB 928151A
Authority
GB
United Kingdom
Prior art keywords
group
amino
treating
aminobenzenesulphonyl
acetylamino
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
GB24146/59A
Inventor
Bruno Camerino
Giorgio Palamidessi
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 Italia SRL
Original Assignee
Farmaceutici Italia SpA
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 Farmaceutici Italia SpA filed Critical Farmaceutici Italia SpA
Priority to GB3726/62A priority Critical patent/GB928152A/en
Priority to GB24146/59A priority patent/GB928151A/en
Priority to DE1620381*CA priority patent/DE1620381C3/en
Priority to DE19601445127 priority patent/DE1445127A1/en
Priority to FR832877A priority patent/FR33M/en
Priority to ES0259911A priority patent/ES259911A1/en
Priority to CH800260A priority patent/CH397692A/en
Priority to US139347A priority patent/US3185686A/en
Priority to US222949A priority patent/US3098069A/en
Publication of GB928151A publication Critical patent/GB928151A/en
Priority to CY33365A priority patent/CY333A/en
Priority to NL6612172A priority patent/NL6612172A/xx
Priority to MY196632A priority patent/MY6600032A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D241/20—Nitrogen atoms
    • C07D241/22—Benzenesulfonamido pyrazines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
    • C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D241/20—Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises (1) compounds of the general formula <FORM:0928151/IV(a)/1> (wherein X represents OCH3 or OC2H5, Y represents H or Br, R1 represents H or Acyl, and R2 represents a p-amino-, p-acetylamino-or p-nitro-benzenesulphonyl group); (2) the preparation of the compounds in which X = OCH3 by the following processes: (a) (when R1 = H and R2 is a p-acetylamino-or p-amino-benzenesulphonyl group) treating 2-amino-3-methoxypyrazine or its 5-bromo derivative with p-acetylaminobenzenesulphonyl chloride and, if desired, hydrolysing the acetylamino group with aqueous alkali; (b) (when Y = H, R1 = H or acetyl and R2 = p-nitrobenzenesulphonyl) treating 2-amino-3-methoxypyrazine with p-nitrobenzenesulphonyl chloride and, if desired, treating the product with acetic anhydride in the presence of pyridine; (c) (when Y = H, R1 = acetyl and R2 = p-aminobenzenesulphonyl) catalytically hydrogenating the acetylated product of (b); (d) when Y = R1 = H and R2 = p-aminobenzenesulphonyl) treating 2-(p-aminobenzenesulphonamido)- or 2-(bis-p-acetylaminobenzenesulphonamido)- 3-chloropyrazine with an alkali metal methoxide (3 molecular proportions thereof being used in the latter case); (3) the preparation of 2-(p-aminobenzenesulphonamido)- 3- chloropyrazine by alkaline hydrolysis of its N-acetyl derivative. The products are therapeutically useful substances or intermediates therefor (see Group VI). Specifications 612,385 and 928,152 are referred to.ALSO:Compounds of the general formula <FORM:0928151/VI/1> (wherein X represents OCH3 or OC2H5, Y represents H or Br, R1 represents H or acyl, and R2 represents a p-aminobenzenesulphonyl group) or their sodium salts are useful as antibacterial agents. They may be administered, alone or in combination with other sulphonamides or with antibiotics, in the form of powders, tablets or pills, or mixed with food or drinking water. Solutions of the sodium salts may also be administered intravenously. Specifications 612,385 and 928,152 are referred to.
GB24146/59A 1959-07-14 1959-07-14 Pyrazine derivatives Expired GB928151A (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
GB3726/62A GB928152A (en) 1959-07-14 1959-07-14 Pyrazine derivatives
GB24146/59A GB928151A (en) 1959-07-14 1959-07-14 Pyrazine derivatives
DE1620381*CA DE1620381C3 (en) 1959-07-14 1960-07-12 2-Amino-3-methoxy-pyrazine and process for its preparation
DE19601445127 DE1445127A1 (en) 1959-07-14 1960-07-12 Process for the preparation of pyrazine derivatives
ES0259911A ES259911A1 (en) 1959-07-14 1960-07-13 Procedure for the obtaining of 3- and 3,5-substitute derivatives of 2-aminopyrazine (Machine-translation by Google Translate, not legally binding)
FR832877A FR33M (en) 1959-07-14 1960-07-13 3-methoxy-2-sulfanilamidopyrazine.
CH800260A CH397692A (en) 1959-07-14 1960-07-13 Process for the preparation of new 3-alkoxy-2-sulfanilamidopyrazines
US139347A US3185686A (en) 1959-07-14 1961-09-20 Pyrazine derivatives
US222949A US3098069A (en) 1959-07-14 1962-09-11 Pyrazine derivatives
CY33365A CY333A (en) 1959-07-14 1965-12-13 Pyrazine derivatives
NL6612172A NL6612172A (en) 1959-07-14 1966-08-30
MY196632A MY6600032A (en) 1959-07-14 1966-12-31 Pyrazine derivatives

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB24146/59A GB928151A (en) 1959-07-14 1959-07-14 Pyrazine derivatives
GB883160 1960-03-14
GB1440060 1960-04-25

Publications (1)

Publication Number Publication Date
GB928151A true GB928151A (en) 1963-06-06

Family

ID=27255264

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24146/59A Expired GB928151A (en) 1959-07-14 1959-07-14 Pyrazine derivatives

Country Status (2)

Country Link
CY (1) CY333A (en)
GB (1) GB928151A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007069978A1 (en) * 2005-12-12 2007-06-21 Astrazeneca Ab Novel n-(fluoro-pyrazinyl)-phenylsulfonamid.es as moodulators of chemokine receptor ccr4.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007069978A1 (en) * 2005-12-12 2007-06-21 Astrazeneca Ab Novel n-(fluoro-pyrazinyl)-phenylsulfonamid.es as moodulators of chemokine receptor ccr4.

Also Published As

Publication number Publication date
CY333A (en) 1965-12-13

Similar Documents

Publication Publication Date Title
GB1249618A (en) Carboxymethyl cellulose
GB1280752A (en) Phenoxycarboxylic acid derivatives, processes for producing them, and compositions containing them
GB928151A (en) Pyrazine derivatives
GB1007769A (en) New amides, their production and pharmaceutical compositions containing them
GB1316332A (en) Continuous production of alkali metal salts of anthranilic acid and of isatoic anhydride
GB1289850A (en)
GB1350772A (en) Antibiotics and processes for their production
GB1132583A (en) Pharmaceutical compositions containing cephalosporins
GB836956A (en) Carboxyalkyl derivatives of n-dodecyl propylenediamine
GB1093908A (en) New derivatives of glycyrrhetinic acid
FR2205327A1 (en) 1-Alkyl-4-alkoxy-2-quinolineones - as minor tranquillisers and their 3-carboxylic acid ester derivs. as inters
GB1254652A (en) C20-aminodicarboxylic acids and derivatives thereof
JPS5269990A (en) Carboxymethylation method
GB976318A (en) New derivatives of heparin and processes for their preparation
GB558889A (en) An improved process for preparing biological nutrients or feedingstuffs from scleroproteins, keratin proteins, cellulose, cellulose derivatives, and products containing same in admixture such as rags, and the like
GB1469921A (en) Industrial processes for the synthesis of 2,6-dibromocineole and 2,6-dihydroxycineole products thus obtained and use thereof in the pharmaceutical field
NL7215548A (en) Anorexic and euphoric fluoramines prepn. - by hydrolysis of acylamine product of phenyl-1-acetylamino-2-propane and sodium
GB1004052A (en) New derivatives of heparin and processes for their preparation
GB1170009A (en) Process for the Reduction of Nitrobenzene-3,4-Dicarboxylic Acid
GB1328079A (en) Thiocyanatobenzothiazoles their preparation and compositions containing them
GB1344682A (en) Process for producing dl/tryptophane
MD228C2 (en) Method of preparation of 7-(2-(2-aminothiazolyl-4)-2-oxyiminoacetamido)-3-acetoxymethyl-3-cefem-4-carbonic acid or salts thereof with alcaline matals
GB1166794A (en) Solutions of Poly(Acyl Oxamidrazones)
JPS54122281A (en) 5-fluorouracil derivative and its preparation
GB1466857A (en) Urea tablets